bluuebunny/crossref_metadata_2025 huggingface dataset:
Synthesis of Resveratrol Glycosides by Plant Glucosyltransferase and Cyclodextrin Glucanotransferase and Their Neuroprotective Activity
Authors: Shimoda Kei , Kubota Naoji , Hamada Hatsuyuki , Hamada Hiroki
Published: March 2019

Resveratrol was converted by glucosyltransferase from Phytolacca americana into its 3- and 4′- O-β-D-glucosides. On the other hand, further glycosylation of resveratrol 4′- O-β-D-glucoside by cyclodextrin glucanotransferase gave the 4′- O-β-maltoside, 4′- O-β-maltotrioside, 4′- O-β-maltotetraoside, and 4′- O-β-maltopentaoside of resveratrol. The six resveratrol glycosides synthesized here showed higher phosphodiesterase inhibitory activity than resveratrol.
The Lignan-containing Extract of Schisandra chinensis Berries Inhibits the Growth of Chlamydia pneumoniae
Authors: Hakala Elina , Hanski Leena L. , Yrjönen Teijo , Vuorela Heikki J. , Vuorela Pia M.
Published: March 2019

The purpose of this study was to investigate the effect and selectivity of an extract of Schisandra chinensis berries against Chlamydia pneumoniae and C. trachomatis. Among the ethnopharmacological uses of the extract from Schisandrae fructus are cough and pneumonia. Therefore we focused on respiratory pathogens. The extract completely inhibited the growth of C. pneumoniae strain CV6 at 250 μg/mL concentration. The inhibition of C. pneumoniae and C. trachomatis growth was dose dependent and established with three different strains. The extract inhibited C. pneumoniae production of infectious progeny in a dose dependent manner. Chlamydia selectivity was elucidated with growth inhibition measurements of three other respiratory bacterial species. A pure compound found in Schisandra chinensis berries, schisandrin B at 20.0 μg/mL concentration inhibited the growth of both C. pneumoniae and C. trachomatis. The extract was found to be non-toxic to the human host cells. These findings highlight the potential of the extract from Schisandra chinensis berries as a source for antichlamydial compounds.
Stability of the Ellagitannin Fraction and Antioxidant Capacity of Varietal Pomegranate Juices
Authors: Mena Pedro , García-Viguera Cristina
Published: March 2019

This work aimed to assess the effect of combining two pomegranate (Punica granatum L.) cultivars at different rates on the ellagitannin content, antioxidant capacity, and total phenolic content of varietal pomegranate juices. Widely distinct juices made from Mollar de Elche and Wonderful cultivars were used for the elaboration of blended juices. They were stored for 70 days at both room and refrigeration temperatures. This study revealed a significant cultivar effect on the stability of main pomegranate ellagitannins (punicalagins, punicalins, punicalagin-like compound, and ellagic acid derivatives) and on the antioxidant capacity measured by the ABTS+ and DPPH• in vitro assays. Blended juices enhanced and/or retained the initial ellagitannin content and antioxidant capacity of pure juices during storage. Thus, blending varietal juices could be suggested as a promising alternative to the development of fresh juices with a high, stable phytochemical load.
Antifouling Compounds from the Marine-Derived Fungus Aspergillus terreus SCSGAF0162
Authors: Nong Xu-Hua , Zhang Xiao-Yong , Xu Xin-Ya , Qi Shu-Hua
Published: March 2019

A new cyclic tetrapeptide, asperterrestide B (1), and 11 known compounds (2–12) were isolated from a marine-derived fungus Aspergillus terreus SCSGAF0162. The structure of 1 was elucidated by spectroscopic analysis, and the absolute configuration of 1 was determined by Mosher ester and Marfey's methods. Compounds 4, 6, and 8 had potent antifouling activity against larvae of the barnacle Balanus amphitrite, with EC50 values of 17.1±1.2, 11.6±0.6, and 17.1±0.8 μg·mL-1, respectively.
Comparative Chemical Composition and Antioxidant Properties of the Essential Oils of three Sideritis libanotica Subspecies
Authors: Formisano Carmen , Oliviero Filomena , Rigano Daniela , Arnold Nelly Apostolides , Senatore Felice
Published: March 2019

The phytochemical composition of the essential oils of three Sideritis libanotica subspecies, namely S. libanotica ssp. libanotica, S. libanotica ssp. linearis and S. libanotica ssp. michroclamys, all collected in Lebanon, was analyzed by GC and GC-M S. The diterpene sideridiol was recognized as the main constituent of both S. libanotica ssp. libanotica (50.8%) and S. libanotica ssp. michroclamys (18.4%) oils, while hexadecanoic acid (10.5%) prevailed in S. libanotica ssp. linearis. The antioxidant activity of the oils was studied in two cell free systems by DPPḢ radical scavenging and ferric ion reduction (FRAP) assays; only S. libanotica ssp. linearis showed a moderate activity when assayed by the FRAP test (0.6± 0.01 mmol TE/mL).
Flavonoid Properties in Plant Families Synthesizing Betalain Pigments (Review)
Authors: Iwashina Tsukasa
Published: March 2019

The anthocyanin pigments are contained in the flowers, fruits, leaves and roots of almost plant species. On the other hand, distribution of the betacyanins are limited in eight families of the order Caryophyllales, i.e. Aizoaceae, Amaranthaceae, Basellaceae, Cactaceae, Didiereaceae, Nyctaginaceae, Phytolaccaceae and Portulacaceae. However, other flavonoids, i.e. flavones, C-glycosylflavones, flavonols, flavanones, dihydroflavonols, chalcones, aurones, and flavan and proanthocyanidins, are synthesized in betalain-containing families. In this review, distribution and properties of the flavonoids in eight betalain-containing families are described.
Essential Oils as “A Cry for Help”. A Review
Authors: Zitzelsberger Christine , Buchbauer Gerhard
Published: March 2019

This work is an update of a recently published review and is consistently referred to this article and recent findings about plants’ indirect defense are added on. Herbivore induced plant volatiles (HIPVs) and their effects on the third trophic level that involves predators and parasitoids are discussed. The fact that plants are not passive individuals is confirmed on the basis of several studies. Plants can perceive and respond to cues in their environments with plastic morphological, physiological and behavioral traits. Plasticity allows plants to tailor their defenses to their current and expected risks caused by herbivores. The “cry for help” of plants is also observed from the carnivores’ point of view. The volatile mixture contains crucial information for decisions of carnivorous insects. Furthermore, the most important methods to examine the behavioral response of carnivorous insects to HIPVs are presented not only in laboratory set ups but also in the field. Manipulations of plants by silencing genes or over-expressing genes can help to understand mechanisms of indirect defense. Various interesting examples of indirect defense reveal the possibility to use HIPVs in biological control. Therefore, the application of synthetic pesticides, that pollute the environment, may be reduced in the future.
A New Diterpene Glycoside: 15α-Hydroxy-Rebaudioside M Isolated from Stevia rebaudiana
Authors: Prakash Indra , Ma Gil , Bunders Cynthia , Devkota Krishna P. , Charan Romila D. , Ramirez Catherine , Snyder Tara M. , Priedemann Christopher
Published: March 2019

In a continued search for novel diterpenoid glycosides, we recently isolated and characterized a Rebaudioside M derivative with a hydroxyl group at position 15 in the central diterpene core from an extract of Stevia rebaudiana Bertoni. Here we report the complete structure elucidation of 15α-hydroxy-Rebaudioside M (2) on the basis of NMR (1H, 13C, COSY, HSQC-DEPT, HMBC, 1D TOCSY, NOESY) and mass spectral data. Steviol glycoside with a hydroxyl group at C-15 in the central diterpene core has not been previously reported.
Chemoreversal Metabolites from the Endophytic Fungus Penicillium citrinum Isolated from a Mangrove Avicennia marina
Authors: Liu Jin , Xu Meng , Zhu Ming-Yi , Feng Yun
Published: March 2019

Two new compounds, named ( Z)-7,4′-dimethoxy-6-hydroxyaurone-4- O-β-glucopyranoside (1) and (-)-4- O-(4- O-β-D-glucopyranosylcaffeoyl)quinic acid (2), were isolated from the endophytic fungus Penicillium citrinum of Avicennia marina. Their structures were elucidated on the basis of spectroscopic analysis. Additionally, compound 2 exhibited potent chemoreversal activity, mainly by inhibiting P-glycoprotein efflux pump function.
Methyl Jasmonate- and Light-Induced Glucosinolate and Anthocyanin Biosynthesis in Radish Seedlings
Authors: Al-Dhabi Naif Abdullah , Arasu Mariadhas Valan , Kim Sun Ju , RomijUddin Md. , Park Woo Tae , Lee Sook Young , Park Sang Un
Published: March 2019

Radish sprouts and young seedlings are considered important dietary vegetables in Asian countries. In this study, we investigated the levels of glucosinolate and anthocyanin accumulation in radish seedlings in response to light and methyl jasmonate (MeJA) treatments. MeJA facilitated the accumulation of glucosinolate and anthocyanins under light conditions. The glucosinolate and anthocyanin contents in the radish seedlings that were exposed to light after MeJA treatment were higher than those of the seedlings that were grown in the dark without MeJA. At a concentration of 100 μM, MeJA led to the greatest accumulation of the most glucosinolates under both light and dark conditions. Under light conditions, the levels of glucoraphenin, glucoerucin, and glucotropaeolin accumulation were 1.53-, 1.60-, and 1.30-fold higher, respectively, than those of the control. Remarkable accumulations of glucobrassicin were observed under light conditions (4.4-, 6.7-, and 7.8-fold higher than that of the control following the application of 100, 300, and 500 μM MeJA, respectively). The level of cyanidin in the 300μM MeJA-treated seedlings was double of that in the control without MeJA treatment. The highest level of pelargonidin was observed after treatment with 500 μMMeJA under light conditions; this level was 1.73times higher than that in the control. A similar trend of anthocyaninaccumulation was observed in the radish seedlings following MeJA treatment under dark conditions, but the levels of anthocyanins were considerably lower in the seedlings that were grown in the dark. Our findings suggest that light and low concentrations of MeJA enhance the accumulations of glucosinolates and anthocyanins during the development of radish seedlings.
Comparison of the Anti-Adhesion Activity of Three Different Cranberry Extracts on Uropathogenic P-fimbriated Escherichia coli: A Randomized, Double-blind, Placebo Controlled, Ex Vivo, Acute Study
Authors: Howell Amy , Souza Dan , Roller Marc , Fromentin Emilie
Published: March 2019

Research suggests that cranberry ( Vaccinium macrocarpon) helps maintain urinary tract health. Bacterial adhesion to the uroepithelium is the initial step in the progression to development of a urinary tract infection. The bacterial anti-adhesion activity of cranberry proanthocyanidins (PACs) has been demonstrated in vitro. Three different cranberry extracts were developed containing a standardized level of 36 mg of PACs. This randomized, double-blind, placebo controlled, ex vivo, acute study was designed to compare the anti-adhesion activity exhibited by human urine following consumption of three different cranberry extracts on uropathogenic P-fimbriated Escherichia coli in healthy men and women. All three cranberry extracts significantly increased anti-adhesion activity in urine from 6 to 12 hours after intake of a single dose standardized to deliver 36 mg of PACs (as measured by the BL-DMAC method), versus placebo.
Fig (Ficus carica) Liquid Co-Products as New Potential Functional Ingredient: Physico-Chemical and In Vitro Antioxidant Properties
Authors: Viuda-Martos Manuel , Sendra Esther , Sayas Estrella , Pérez-Alvarez José A. , Fernández-López Juana
Published: March 2019

The aims of this study were to determine (i) the physico-chemical characteristics, (ii) the phenolic, flavonoid and anthocyanins profile, (iii) the organic acids and sugar content, and (iv) the antioxidant properties of the liquid co-product generated by the figs (FLC) processing industry in order to set standards for its applications as a potential ingredient of food products. The liquid co-products obtained from the peel and pulp of two fig varieties (colar and cuello de dama) were used. The polyphenolic profile and the organic acids and sugar were determined by HPLC. For the antioxidant activity, four different test systems were used (DPPH, FRAP, TBARS and FIC). The total phenolic, total flavonoid and total anthocyanin contents were also determined. The FLC from peel presented higher total phenolic, flavonoid and anthocyanin contents than FLC from pulp. The FLC obtained from peel and pulp had a high content of sugars, mainly glucose and fructose. As regards antioxidant activity, at all concentrations and with all methods, FLC obtained from peel presented higher antioxidant activity than the pulp FLC. FLC obtained from the peel and pulp could be an alternative for use as a natural preservative in food matrices due to its broad antioxidant activity.
Methyl Jasmonate Induces Enhanced Podophyllotoxin Production in Cell Cultures of Thracian Flax (Linum thracicum ssp. thracicum)
Authors: Sasheva Pavlina , Ionkova Iliana , Stoilova Nadezhda
Published: March 2019

The Linum thracicum ssp. thracicum cell lines developed in this study are a feasible source for the sustainable production of podophyllotoxin, a lignan with an aryltetralin skeleton that is used for the manufacture of the chemotherapeutic drugs etopophos and teniposide. We used mass spectrometry to confirm the presence of the aryltetralin lignan in the thracian flax cell cultures. Next, we explored how changes in the culture medium influenced the podophyllotoxin content. Out of six developed cell lines, four were selected for further experiments and challenged with elicitors. The selected cell lines clustered into two groups: developed in full strength medium (Li) vs developed in half strength medium (HS). While podophyllotoxin production in the Li cell lines was boosted by 80% upon administration of the elicitor methyl jasmonate, the HS lines produced high amounts of the target metabolite triggered by reduced concentration of nutrients and were only slightly influenced by the elicitor.
Polyprenylated Phloroglucinols from Hypericum maculatum
Authors: Nedialkov Paraskev T. , Momekov Georgi , Kokanova-Nedialkova Zlatina K. , Heilmann Jörg
Published: March 2019

A detailed phytochemical investigation of the dichloromethane extract of the aerial parts of Hypericum maculatum Crantz. led to the isolation of four new (2-5) and six known (1a/b, 6-10) polyprenylated phloroglucinol derivatives. The new compounds were identified by means of spectral methods (MS, NMR, IR, UV) as ( E)-4-(3,7-dimethylocta-2,6-dien-1-yl)-5-hydroxy-2-(3-methylbut-2-en-1-yl)-3,6-dioxocyclohexa-1,4-dien-1-yl isobutyrate (2), ( E)-2-(3,7-dimethylocta-2,6-dien-1-yl)-5-hydroxy-4-(3-methylbut-2-en-1-yl)-3,6-dioxocyclohexa-1,4-dien-1-yl isobutyrate (3), ( E)-4-(3,7-dimethylocta-2,6-dien-1-yl)-5-hydroxy-2-(3-methylbut-2-en-1-yl)-3,6-dioxocyclohexa-1,4-dien-1-yl 2-methylbutanoate (4) and ( E)-2-(3,7-dimethylocta-2,6-dien-1-yl)-5-hydroxy-4-(3-methylbut-2-en-1-yl)-3,6-dioxocyclohexa-1,4-dien-1-yl 2-methylbutanoate (5). The known compounds have been identified as hyperpolyphyllirin/hyperibine J (1a/b), erectquione A (6), ( E)-1-(3-(3,7-dimethylocta-2,6-dien-1-yl)-2,4,6-trihydroxyphenyl)-2-methylpropan-1-one (7), ( E)-1-(3-(3,7-dimethylocta-2,6-dien-1-yl)-2,4,6-trihydroxyphenyl)-2-methylbutan-1-one (8), 1-(5,7-dihydroxy-2-methyl-2-(4-methylpent-3-en-1-yl)chroman-8-yl)-2-methylpropan-1-one (9) and 1-(6,8-dihydroxy-1,1,4a-trimethyl-2,3,4,4a,9,9a-hexahydro-1H-xanthen-5-yl)-2-methylpropan-1-one (10). The stereochemistry of 1a is described for the first time. The cytotoxicity of 1-6 on SKW-3, BV-173 and K-562 tumor cell lines was determined using MTT based assays.
First Synthesis of 1,4-Dimethoxy-2-Naphthoxyacetic acid
Authors: Chinea Kimberly , Banerjee Ajoy K.
Published: March 2019

2-Acetyl-1-hydroxynaphthalene was converted into 1,4-dimethoxy-2-naphthoxyacetic acid in seven steps (methylation, Bayer-Villiger oxidation, hydrolysis, bromination, methylation, alkylation and hydrolysis). 2-Hydroxy-1,4-naphthoquinone on acetylation, aromatization, methylation and hydrolysis, respectively, also yielded the title compound.
New Metabolites from a Marine Sediment-Derived Fungus, Aspergillus carneus
Authors: Yurchenko Anton A. , Smetanina Olga F. , Kalinovsky Anatoly I. , Kirichuk Natalya N. , Pivkin Mikhail V. , Ivanets Elena V. , Yurchenko Ekaterina A. , Afiyatullov Shamil Sh.
Published: March 2019

A new polyketide 1 and a new decaline derivative 2 were isolated from a sediment-derived fungus Aspergillus carneus Blochwitz, together with one known bisabolane sesquiterpenoid and seven known polyketide metabolites. The structures of the isolated compounds were established by HR-MS, and 1D and 2D NMR spectroscopy. The cytotoxic and antiradical activities of the isolated compounds were evaluated.
Enhanced Mulberroside A Production from Cell Suspension and Root Cultures of Morus alba Using Elicitation
Authors: Komaikul Jukrapun , Kitisripanya Tharita , Tanaka Hiroyuki , Sritularak Boonchoo , Putalun Waraporn
Published: March 2019

Morus alba L. has been used in Asian traditional medicine as an anti-inflammatory, anti-asthmatic, anthelmintic and as a whitening agent in cosmetic products. Mulberroside A is the major active compound from M. alba root bark. In this study, cell suspension and root cultures of M. alba were established, and the effect of the elicitors on the enhancement of mulberroside A production in M. alba was investigated. The cell suspension and root cultures of M. alba were exposed to elicitors and then mulberroside A contents were determined by an indirect competitive ELISA method. High levels of mulberroside A were obtained by addition of 100 and 200 μM salicylic acid with 24 h exposure time in cell suspension cultures (37.9 ± 1.5 and 34.0 ± 4.7 mg/g dry wt., respectively). Furthermore, addition of yeast extract at 2 mg/mL with 24 h exposure time can significantly increase mulberroside A contents from both cell suspension (3.2-fold) and root cultures (6.6-fold). Mulberroside A contents from both cell suspension and root cultures after treatment with elicitors are similar or higher than those found in the intact root and root bark of several years old M. alba. These results indicate that mulberry tissue cultures using the elicitation method are interesting alternative sources for mulberroside A production.
Characterization of Essential Oil Components from Aromatic Plants that Grow Wild in the “Piana del Sele” (Salerno, Southern Italy) using Gas Chromatography-Mass Spectrometry
Authors: Naviglio Daniele , Le Grottaglie Laura , Vitulano Manuela , Trifuoggi Marco , Gallo Monica
Published: March 2019

Essential oils from Rosmarinus officinalis, Salvia officinalis, Thymus vulgaris, Melissa officinalis and Mentha spicata growing wild in the “Piana del Sele” (Salerno, Southern Italy) have been extracted by hydro-distillation, quantified and characterized by gas chromatography coupled with flame ionization detection (FID) and mass-spectrometry (MS). Sixty-nine compounds were identified and classified according to their chemical classes. The results showed that the composition of the essential oils was extremely variable and specific for each botanical species. Hydrocarbons were the most abundant class in all essential oils except for sage where aldehydes and ketones were the most representative compounds. Only for thyme was a higher content of alcohols found.
Chemotype of Litsea cubeba Essential Oil and Its Bioactivity
Authors: Hammid Syaliza Abdul , Ahmad Fasihuddin
Published: March 2019

The essential oils from different parts of Litsea cubeba, collected from the highlands of Sarawak, were isolated and their chemical compositions analyzed. This study demonstrated significant variations in the chemical compositions and the chemical profiles of the volatiles and could provide valuable supplementary information on the geographical variations of the species. The fruit essential oil was dominated by citronellal, d-limonene and citronellol, while the leaf oil was high in eucalyptol and α-terpineol. High concentrations of citronellal and citronellol in both the root and bark oils were identified. In the stem, the oil was dominated by eucalyptol, d-limonene and α-terpineol. The activity of the oils against brine shrimp larvae, bacteria, yeast and fungi was determined. The oils were toxic against brine shrimp larvae with LC50 values ranging from 25.1 – 30.9 μL/mL. The oils also demonstrated a wide spectrum of inhibition against microorganisms with inhibition zones between 19.5 – 46.7 mm against Gram-positive bacteria and 10.5 – 90.0 mm against yeast and fungi. However, the oils were not active against Gram-negative bacteria.
GC-FID/MS Profiling of Supercritical CO2 Extracts of Peels from Citrus aurantium, C. sinensis cv. Washington navel, C. sinensis cv. Tarocco and C. sinensis cv. Doppio Sanguigno from Dubrovnik Area (Croatia)
Authors: Jerković Igor , Družić Jasmina , Marijanović Zvonimir , Gugić Mirko , Jokić Stela , Roje Marin
Published: March 2019

The peels of Citrus aurantium L. and Citrus sinensis Osbeck cultivars from the Dubrovnik region (south Croatia) were extracted by supercritical CO2 at 40°C and 10 MPa at 1.76 kg/h to obtain enriched extracts in comparison with simple pressing of the peels. The extracts were analyzed in detail by gas chromatography and mass spectrometry (GC-FID/MS). Relevant similarities among the peel oil compositions of C. aurantium and C. sinensis cultivars were found with limonene predominance (up to 54.3%). The principal oxygenated monoterpenes were linalool (3.0%–5.9%), α-terpineol (0.7%–2.4%), linalyl acetate (0.0%–5.0%), geranyl acetate (0.0%-0.4%), ( Z)-citral (0.0%–1.8%) and ( E)-citral (0.0%–1.9%). Several sesquiterpenes were found with minor percentages. Coumarin derivatives were identified in all the samples among the relevant compounds. Isogeijerin dominated in the peels of C. sinensis cv. Tarocco (15.3%) and C. aurantium (11.2%). Scoparone ranged from 0.1% to 0.5% in all the samples. Bergapten (up to 1.4%), osthole (up to 1.1%) and 7-methoxy-8-(2-formylpropyl)coumarin (up to 1.1%) were found mostly in C. sinensis cv. Doppio Sanguigno. It was possible to indicate a few other differences among the extracts such as higher percentage of linalool, linalyl and geranyl acetates, as well as the abundance of sabinene and isogeijerin in C. aurantium or the occurrence of β-sinensal in C. sinensis cultivars.
A New C23 Steroid from the Venom of Bufo Bufo Gargarizans
Authors: Luo Shi-Lin , Tian Hai-Yan , Liu Jun-Shan , Wang Ying , Ye Wen-Cai
Published: March 2019

A new C23 steroid, (3β,5β,14β)-methyl (3-hydroxy-14,15-epoxy-20-oxo-21-norcholan-24-oate) (1), together with four known ones (2–5), were isolated from the venom of Bufo bufo gargarizans. Their structures were elucidated on the basis of extensive spectroscopic analysis. The cytotoxicity of these compounds was also evaluated against human hepatocarcinoma HepG2 cells. Compound 3 showed significant cytotoxicity with an IC50 value of 16.8±0.7 μM.
Asperginine, an Unprecedented Alkaloid from the Marine-derived Fungus Aspergillus sp
Authors: Wang Pinmei , Zhao Shizhe , Liu Ying , Ding Wanjing , Qiu Feng , Xu Jinzhong
Published: March 2019

Asperginine (1), an alkaloid possessing a rare skeleton, was isolated from the cultural broth of the marine fungus Aspergillus sp. (Z-4) isolated from the gut of the marine isopod Ligia oceanica. The planar structure and relative configuration of 1 was determined by analysis of NMR and mass spectral data. Its absolute configuration was elucidated by Marfey's method, together with NOESY correlations of key hydrogen atoms. The cytotoxicity against prostate cancer PC3 and human HCT116 was assayed by the MTT method. Unfortunately, asperginine did not show any activity.
Anti-Helicobacter Pylori Activity of Four Alchemilla Species (Rosaceae)
Authors: Krivokuća Marija , Niketić Marjan , Milenković Marina , Golić Nataša , Masia Carla , Scaltrito Maria Maddalena , Sisto Francesca , Kundaković Tatjana
Published: March 2019

The present study evaluated the anti- Helicobacter pylori activity of Alchemilla glabra Neygenf. ( A. sect. Alchemilla), A. monticola Opiz ( A. sect. Plicatae S.E. Fröhner), A. fissa Günther & Schummel ( A. sect. Calycinae (Buser) Buser) and A. viridiflora Rothm. ( A. sect. Calycinae), and identified ellagic acid and quercetin-3- O-β-D-glucoside. Anti- H. pylori activity was tested against ten clinical isolates and one reference strain (ATCC 43504). The methanol extracts were more active than the dichloromethane and cyclohexane extracts. The ranges of concentrations were between 4 μg/mL for methanol extracts of A. viridiflora, A. glabra and A. monticola, and 256 μg/mL for cyclohexane extracts of A. viridiflora, A. glabra and A. fissa. The best overall activity was obtained with A. monticola extracts. No significant difference was found in the ellagic acid contents of the methanol extracts of the tested Alchemilla species (0.2–0.3 mg/mL), and anti- H. pylori activity was similar (4–32 μg/mL). Ellagic acid exhibited strong activity at very low concentrations (0.125–0.5 μg/mL), while the second identified compound, quercetin-3- O-β-D-glucoside, was also very active in concentration of 2–16 μg/mL.
Peracylated Glucosyl Kaempferols from Pasania Dodoniifolia Leaf
Authors: Chang Chi-Chih , Lee Shoei-Sheng
Published: March 2019

Phytochemical investigation of the ethanolic extract of Pasania dodoniifolia leaf led to the isolation of four kaempferol 3- O-peracylated glucosides (1–4), together with four flavonoid glucosides (5–8), epicatechin (9), and (7 S, 7′ S, 8 R, 8′ R)-icariol A2(10). Of these, kaempferol- 3- O-(3′',4′'-di- O-acetyl-2′'- O-( Z)- p-coumaroyl)-6′'- O-( E)- p-coumaroyl)-β-glucopyranoside (3) and 3- O-(3′',4′'-di- O-acetyl-2′',6′'-di- O-( Z)- p-coumaroyl)- β-glucopyranoside (4) are new and their structures were elucidated by 2D NMR spectroscopic analyses and MS data.
6-Methoxyflavonol Glycosides with In Vitro Hepatoprotective Activity from Chenopodium Bonus-henricus Roots
Authors: Kokanova-Nedialkova Zlatina , Kondeva-Burdina Magdalena , Zheleva-Dimitrova Dimitrina , Tzankova Virginia , Nikolov Stefan , Heilmann Jörg , Nedialkov Paraskev T.
Published: March 2019

One new, namely 6-methoxykaempferol 3- O-[β-apiofuranosyl(1→2)]-β-glucopyranosyl(1→6)-β-glucopyranoside (2), and two known flavonoid glycosides, spinacetin 3- O-[β-apiofuranosyl(1→2)]-β-glucopyranosyl(1→6)-β-glucopyranoside (1) and spinacetin 3- O-gentiobioside (3), were isolated from the roots of Chenopodium bonus-henricus L. Their structures were determined by means of spectroscopic methods (1D, 2D NMR, UV, IR) and HR-ESI-MS. Radical scavenging and anti-oxidant activities of 1 and 3 were established using DPPH and ABTS free radicals, FRAP assay and inhibition of lipid peroxidation (LP) in a linoleic acid system by the ferric thiocyanate method. Compound 3 was found to possess stronger DPPH and ABTS radical scavenging activity (IC50 0.44 ± 0.008 mM and 0.089 ± 0.002 mM, respectively) compared with 1 (IC50 1.22 ± 0.010 mM and 0.11 ± 0.004 mM, respectively). Both flavonoids inhibited the lipid peroxidation of linoleic acid significantly. Additionally, 1 and 3 significantly reduced the cellular damage caused by the hepatotoxic agent CCl4 in rat hepatocytes and preserved cell viability and GSH level, decreased LDH leakage and reduced lipid damage. Effects were similar to those of the positive control silymarin. Control of self-toxic effects made in a MTT based assay using HepG2 cells revealed statistically significant cytotoxic effects only in very high concentrations (exceeding mM) and an incubation time of 72 h, making flavonoid glycosides with a 6-methoxykaempferol skeleton a promising and safe class of hepatoprotective compounds.
Flavonol Glycosides from the Leaves of Allium Macrostemon
Authors: Nakane Risa , Iwashina Tsukasa
Published: March 2019

Twelve flavonoids were isolated from Allium macrostemon leaves. Five compounds were identified as kaempferol 3,7-di -O-glucoside (1), kaempferol 3,4′-di- O-glucoside (2), quercetin 3- O-glucoside (3), kaempferol 3- O-glucoside (4) and isorhamnetin 3- O-glucoside (5) by UV spectra, LC-MS, acid hydrolysis and HPLC comparisons with authentic standards. Other flavonoids were characterized as kaempferol glycosides (6–8, 10 and 11) and quercetin glycosides (9 and 12). Other compounds, such as steroidal saponins, have been already found from the bulbs of A. macrostemon. However, flavonoids were reported for the first time from the leaves.
Biological Activity of Dolichandrone Serrulata Flowers and Their Active Components
Authors: Phanthong Phanida , Morales Noppawan Phumala , Chancharunee Sirirat , Mangmool Supachoke , Anantachoke Natthinee , Bunyapraphatsara Nuntavan
Published: March 2019

Dolichandrone serrulata (DC.) Seem flowers are widely used as vegetables in northern and eastern Thailand. Biological studies of the methanolic extract of these flowers have shown promising antioxidant activity. Biological-guided separation of D. serrulata flowers yielded six compounds, identified as hallerone, protocatechuic acid, rengyolone, cleroindicin B, ixoside, and isomaltose. This is the first report on hallerone, protocatechuic acid, rengyolone, cleroindicin B, and isomaltose in D. serrulata. Protocatechuic acid was the most potent scavenger of 2,2-diphenyl-l-picrylhydrazyl and hydroxyl radicals with IC50 values of 25.6 ± 0.6 and 29.6 ± 0.4 μM, respectively. Hallerone and rengyolone showed moderate scavenging action on superoxide radicals and inhibited H2O2 induced reactive oxygen species production in HEK-293 cell. In addition, the other isolated compounds showed weak activity.
Changes in the Content of the Glycosides, Aglycons and their Possible Precursors of Rhodiola Rosea During the Vegetation Period
Authors: Mirmazloum Iman , Ladányi Márta , György Zsuzsanna
Published: March 2019

Phytochemical participants in the biosynthetic pathway of salidroside and cinnamyl alcohol glycosides were studied from seven Rhodiola rosea L. individuals originating from a wild population. Plants were grown in a phytotron and samples were taken at 3 weekly intervals during the vegetation period. Based on HPLC analysis, all the key compounds to which roseroot medicinal property is attributed were detected, with salidrosde being the most dominant, followed by its aglycone, tyrosol. The contents of all compounds were 2–3 times more in the rhizomes than in roots. The highest content of salidroside, tyrosol, rosarin, rosavin and cinnamyl alcohol was recorded in rhizomes and at the beginning of shoot elongation. The seven roseroot individuals showed a very high deviation in their chemical content at each sampling time. Our statistical analysis showed that the trend of salidroside accumulation in the rhizome was the most similar in all studied plants. These results have important implications for choosing a reasonable harvest time to obtain the maximum phytochemical content and a better understanding of active compounds formation in R. rosea L.
Development and Validation of LC-MS/MS Method for Quantitative Determination of Adenosine, Guanosine, Xanthine and Uric Acid in Widely Consumed Vegetables in Thailand
Authors: Rukdee Narisa , Rojsanga Piyanuch , Phechkrajang Chutima Matayatsuk
Published: March 2019

In this study, a triple quadrupole LC-MS/MS electrospray ionization method was developed and validated for quantitative determination of adenosine, guanosine, xanthine and uric acid in fifteen widely consumed Thai vegetables. The method was successively developed by using caffeine as internal standard. The lower limit of quantitation (LLOQ) was 0.2 μg/g for adenosine and guanosine, and 1.0 μg/g for uric acid and xanthine. The method was fully validated according to USFDA guidelines and all performance characteristics were found acceptable. Subsequently, the developed and validated LC-MS/MS method was applied to determine the four interest substances in fifteen widely consumed vegetables in Thailand. The results showed that all vegetables included in the study could be classified as low adenosine, guanosine, xanthine and uric acid containing foods since the concentrations of these substances were less than 50 mg per 100 g. This finding was enormously valuable information for hyperuricemia and gouty patients.
In Vitro Activity of Twenty Commercially Available, Plant-Derived Essential Oils against Selected Dermatophyte Species
Authors: Nardoni Simona , Giovanelli Silvia , Pistelli Luisa , Mugnaini Linda , Profili Greta , Pisseri Francesca , Mancianti Francesca
Published: March 2019

The in vitro activity of twenty chemically defined essential oils (EOs) obtained from Boswellia sacra, Citrus bergamia, C. limon, C. medica, Cinnamomum zeylanicum, Eucalyptus globulus, Foeniculum vulgare, Helichrysum italicum, Illicium verum, Litsea cubeba, Mentha spicata, Myrtus communis, Ocimum basilicum, Origanum majorana, O. vulgare, Pelargonium graveolens, Rosmarinus officinalis, Santalum album, Satureja montana, and Thymus serpyllum was assayed against clinical animal isolates of Microsporum canis, Trichophyton mentagrophytes, T. erinacei, T. terrestre and Microsporum gypseum, main causative agents of zoonotic and/or environmental dermatophytoses in humans. Single main components present in high amounts in such EOs were also tested. Different dermatophyte species showed remarkable differences in sensitivity. In general, more effective EOs were T. serpyllum (MIC range 0.025%-0.25%), O. vulgare (MIC range 0.025%-0.5%) and L. cubeba (MIC range 0.025%-1.5%). F. vulgare showed a moderate efficacy against geophilic species such as M. gypseum and T. terrestre. Among single main components tested, neral was the most active (MIC and MFC values ≤ 0.25%). The results of the present study seem to be promising for an in vivo use of some assayed EOs.
A Comprehensive Review of the Cosmeceutical Benefits of Vanda Species (Orchidaceae)
Authors: Hadi Hazrina , Razali Syarifah Nazira Said , Awadh Ammar Ihsan
Published: March 2019

Orchidaceae is the largest family of flowering plants with over 35000 species and 850 genera. About 3300 species of orchids are found in Malaysia and the diversity is highest in the Main, Keledang, Bintang and Tahan Ranges. Apart from being prized for their beauty, orchids have long been used by humans for medicinal purposes. Today the uses of orchids have been expanded to the food and cosmetics industries. Many cosmeceutical companies use orchid extracts as an active ingredient in their products. Previous studies provide riveting insights into the potential uses of orchid extracts as an active agent in cosmetics. This paper describes the cosmeceutical potential of orchids as an anti-aging, and skin moisturizing agent. Orchid extracts from Vanda coerulea and V. teres delay aging caused by reactive oxygen species (ROS) following UV irradiation through their antioxidant and anti-inflammatory activity. These extracts also show anti-aging properties by stimulating cytochrome c oxidase (complex IV), which is part of the electron transport chain in mitochondria. Stimulation of cytochrome c oxidase improves the respiratory function of mitochondria in keratinocytes. The presence of mucilage in orchids enables them to maintain skin hydration. Mucilage functions as a moisturizer and emollient due to its high water binding capacity. Additionally, orchid extracts provide skin hydration by stimulating aquaporin 3 (AQP3) and LEKTI protein expression. The presence of AQP3 leads to a five-fold increase in water permeability, which subsequently increases stratum corneum hydration. Increased LEKTI protein expression mediated by orchid extracts reduces the degradation of desmoglein-1 and enhances the structural function of desmosomes, which play important roles in preventing water evaporation.
Antiproliferative Diterpenes from a Malleastrum sp. from the Madagascar dry forest [1]
Authors: Liu Yixi , Wiedle C. Houston , Brodie Peggy J. , Callmander Martin W. , Rakotondrajaona R. , Rakotobe Etienne , Rasamison Vincent E. , Kingston David G. I.
Published: March 2019

An ethanol extract of leaves of the plant species Malleastrum sp. collected in northern Madagascar afforded the new clerodane diterpene 18-oxo-cleroda-3,13-dien-16,15-olide (1), together with the three known clerodane diterpenes 16,18-dihydroxykolavenic acid lactone (2), solidagolactone (3) and (-)-kolavenol (4), and the known labdane diterpene 3-oxo-ent-Iabda-8(17),13-dien-15,16-olide (5). Compounds 1, 3, and 4 showed moderate antiproliferative activities against the A2780 ovarian cancer cell line, with the IC50 values of 3.01 ± 0.8, 7.84 ± 0.2, and 17.9 ± 3 μM, respectively. The structure elucidations of all compounds were carried out based on analysis of NMR and mass spectroscopic data. The relative stereochemistry of compound 1 was determined by NOESY NMR spectrum.
Anti-malarial Activity of Isoquinoline Alkaloids from the Stem Bark of Actinodaphne macrophylla
Authors: Fadaeinasab Mehran , Taha Hairin , Fauzi Putri Narrima Mohd , Ali Hapipah Mohd , Widyawaruyanti Aty
Published: March 2019

Seven isoquinoline alkaloids isolated from the bark of Actinodaphne macrophylla in this study demonstrated in vitro antiplasmodial activities against Plasmodium falciparum 3D7 with IC50 values of 0.08 μM, 0.05 μM, 1.18 μM, 3.11 μM, 0.65 μM, 0.26 μM, and 1.38 μM for cycleanine, 10-demethylxylopinine, reticuline, laurotetanine, bicuculine, α-hydrastine and anolobine, respectively, which are comparable with the reference standard, chloroquine. 10-Demethylxylopinine was found to be the most active of these compounds.
Pharmacokinetic Profile of μSMIN Plus™, a new Micronized Diosmin Formulation, after Oral Administration in Rats
Authors: Russo Rosario , Mancinelli Angelo , Ciccone Michele , Terruzzi Fabio , Pisano Claudio , Severino Lorella
Published: March 2019

Diosmin is a naturally occurring flavonoid present in citrus fruits and other plants belonging to the Rutaceae family. It is used for the treatment of chronic venous insufficiency (CVI) for its pheblotonic and vaso-active properties, safety and tolerability as well. The aim of the current in vivo study was to investigate the pharmacokinetic profile of a branded micronized diosmin (μSMIN Plus™) compared with plain micronized diosmin in male Sprague-Dawley rats. After oral administration by gastric gavage, blood samples were collected via jugular vein catheters at regular time intervals from baseline up to 24 hours. Plasma concentrations were assessed by LC/MS. For each animal, the following pharmacokinetic parameters were calculated using a non-compartmental analysis: maximum plasma drug concentration (Cmax), time to reach Cmax (Tmax), area under the plasma concentration-time curve (AUC0-last), elimination half-life (t1/2), and relative oral bioavailability (%F). The results of the current study clearly showed an improvement in the pharmacokinetic parameters in animals treated with μSMIN Plus™ compared with animals treated with micronized diosmin. In particular, μSMIN Plus™ showed a 4-fold increased bioavailability compared with micronized diosmin. In conclusion, the results from the current study provided a preliminary pharmacokinetic profile for μSMIN Plus™, which may represent a new tool for CVI management.
Plant Extract (Bupleurum falcatum) as a Green Factory for Biofabrication of Gold Nanoparticles
Authors: Lee You Jeong , Cha Song-Hyun , Lee Kyoung Jin , Kim Yeong Shik , Cho Seonho , Park Youmie
Published: March 2019

This work describes a biofabrication process for gold nanoparticles in which the plant extract ( Bupleurum falcatum) is used as a reducing agent to convert gold ions to gold nanoparticles. Biofabricated gold nanoparticles with spherical shapes were observed with an average diameter of 10.5 ± 2.3 nm. The color of the gold nanoparticles was purple, with a surface plasmon resonance peak at 542 nm. The face-centered cubic structure of crystalline gold was confirmed by high-resolution X-ray diffraction patterns. The biofabricated gold nanoparticles demonstrated excellent catalytic activity towards the 4-nitrophenol reduction reaction. The current report suggests that plant extracts are valuable natural sources for the biofabrication of gold nanoparticles with excellent catalytic activities.
Novel Pharmacological Properties of Dinoponera quadriceps Giant Ant Venom
Authors: Madeira Juliana da Costa , Quinet Yves Patric , Nonato Dayanne Terra Tenório , Sousa Paloma Leão , Chaves Edna Maria Camelo , Júnior José Eduardo Ribeiro Honório , Pereira Maria Gonçalves , Assreuy Ana Maria Sampaio
Published: March 2019

The South American giant ant, Dinoponera quadriceps (Hymenoptera, Formicidae, Ponerinae), produces proteinaceous venom that has antinociceptive, neuroprotective and antimicrobial effects, thereby supporting the popular use of these ants to treat asthma, rheumatism, earache and back pain. Anticoagulant activity is another biological property that has been shown for the venom of other hymenopteran species, like wasps. The aim of this study was to assess the anti-inflammatory, anticoagulant and antiplatelet properties of D. quadriceps venom (DqV). DqV anti-inflammatory activity was assessed by intravenous administration in Swiss mice in the models of paw edema and peritonitis. In vitro, DqV was assessed in coagulation (activated partial thromboplastin time) and platelet aggregation tests. DqV inhibited (27–33%) the edema elicited by carrageenan and the leucocyte migration (43%) elicited by zymosan. DqV decreased by 57% and 42%, respectively, the content of malondialdehyde and nitrite in the peritoneal fluid. DqV prolonged (1.8x) the clotting time and decreased (27%) the platelet aggregation induced by adenosine diphosphate. The crude venom of D. quadriceps presents an anti-inflammatory effect in mice and in vitro anticoagulant and antiplatelet effects.
The Leaf Essential Oil of Eugenia reinwardtiana Growing in Australia
Authors: Brophy Joseph J. , Clarkson John R. , Deseo Myrna A. , Ford Andrew J. , Lawes Douglas J. , Leach David N.
Published: March 2019

The leaf essential oils of the two chemotypes of Eugenia reinwardtiana (Blume) DC growing in Australia have been investigated. Chemotype 1, isolated in 0.2% yield, w/w, dry weight, contained major amounts of α-pinene (10-26%), limonene (1–15%), β-caryophyllene (0.7–11%), α-humulene (0.9–16%) and bicyclogermacrene (1–23%). The second chemotype, found only on coastal dunes SW of Lockerbie Qld, and isolated in 0.4–0.6% (w/w, dry weight), contained α-pinene (tr −8.5%) β-caryophyllene (12–27%) and α-humulene (1–17%) as the major terpenes. This chemotype also contained the novel aliphatic diketone, 2-butyl-2,4,4-trimethyl-5-methoxycyclohex-5-en-1,3-dione (18–33%), whose structure determination is reported herein.
Antimycobacterial Natural Products from Endophytes of the Medicinal Plant Aralia nudicaulis
Authors: Li Haoxin , Doucet Brandon , Flewelling Andrew J. , Jean Stephanie , Webster Duncan , Robichaud Gilles A. , Johnson John A. , Gray Christopher A.
Published: March 2019

Antimycobacterial extracts of a Penicillium sp. (isolate HL4-159-41B) and a Coniothyrium sp. (isolate HL6-097-027B) isolated from the rhizomes of the Canadian medicinal plant Aralia nudicaulis were found to contain palitantin (1) and botrallin (2), craterellin C (3), mycosporulone (4), spiromassaritone (5), and massarigenin D (6) respectively. Bioassays against Mycobacterium tuberculosis H37Ra revealed that 1-4 possess moderate antimycobacterial activity.
Microsporols A-C from the Plant Endophytic Fungus Pestalotiopsis microspora
Authors: Wu Xianfu , Wang Yadan , Liu Shuchun , Liu Xinzhong , Guo Liangdong
Published: March 2019

Three new ambuic acid derivatives, microsporols A-C (1-3) and the known compound ambuic acid (4), were isolated from the solid-substrate fermentation cultures of the plant endophytic fungus Pestalotiopsis microspora. Their structures were elucidated primarily by NMR experiments. The absolute configurations of the 6,7-diol moiety in 1 and 2 were assigned using the Snatzke's method, whereas that of 3 was deduced by circular dichroism (CD) exciton chirality method. Compounds 1, 3, and 4 showed moderate 5-lipoxygenase (5-LOX) inhibitory effects.
Cytotoxic Cytochalasins and Other Metabolites from Xylariaceae sp. FL0390, a Fungal Endophyte of Spanish Moss
Authors: Xu Ya-ming , Bashyal Bharat P. , Liu Mangping X. , Espinosa-Artiles Patricia , U'Ren Jana M. , Arnold A. Elizabeth , Gunatilaka A. A. Leslie
Published: March 2019

Two new metabolites, 6-oxo-12-norcytochalasin D (1) and 4,5-di-isobutyl-2(1H)-pyrimidinone (2), together with seven known metabolites, cytochalasins D (3), Q (4), and N (5), 12-hydroxyzygosporin G (6), heptelidic acid chlorohydrin (7), (+)-heptelidic acid (8), and trichoderonic acid A (9), were isolated from Xylariaceae sp. FL0390, a fungal endophyte inhabiting Spanish moss, Tillandsia usneoides. Metabolite 1 is the first example of a 12-norcytochalasin. All metabolites, except 2 and 9, showed cytotoxic activity in a panel of five human tumor cell lines with IC50s of 0.2—5.0 μ M.
Colochirosides B1, B2, B3 and C, Novel Sulfated Triterpene Glycosides from the Sea Cucumber Colochirus robustus (Cucumariidae, Dendrochirotida)
Authors: Silchenko Alexandra S. , Kalinovsky Anatoly I. , Avilov Sergey A. , Andryjaschenko Pelageya V. , Dmitrenok Pavel S. , Kalinin Vladimir I. , Yurchenko Ekaterina A. , Dolmatov Igor Yu.
Published: March 2019

Four new triterpene glycosides, colochirosides B1 (1), B2 (2), B3 (3) and C (4) have been isolated from the sea cucumber Colochirus robustus (Cucumariidae, Dendrochirotida). Six known earlier glycosides from representatives of two families of the order Dendrochirotida have also been found in C. robustus. Structures of the glycosides have been elucidated by 2D NMR spectroscopy and mass spectrometry. All the glycosides belong to the holostane series and contain tetrasaccharide linear carbohydrate chains with one or two sulfate groups. Cytotoxic activities of glycosides 1-4 against the ascite form of mouse Ehrlich carcinoma cells and hemolytic activities against mouse erythrocytes have been studied. Hemolytic activity of the glycosides was higher than cytotoxic. Glycosides 3 and 4 demonstrated strong effects, whereas compounds 1 and 2 containing the hydroxy-group in the side chains showed moderate hemolytic activity and were not cytotoxic.
Xylactam B, A New Isobenzofuranone from an Endophytic Xylaria sp
Authors: Piyasenaa Nelum P. K G. , Schüffler Anja , Laatsch Hartmut
Published: March 2019

A new nitrogen containing compound named xylactam B (2), along with a further eight known compounds, ceramide 2a, cerebroside B, cyc/o(prolyl, valyl), marmesin, 5-methoxycarbonylmellein, 5-methylmellein, polypropylene glycol and p-hydroxybenzoic acid, were isolated from an endophytic Xylaria sp. The structure elucidation of the new compound and the other isolates was carried out with the help of spectroscopic analyses and databases.
Effect of Maturation Degree on Composition of Fatty Acids and Tocopherols of Fruit Oil from Pistacia atlantica Growing Wild in Algeria
Authors: Guenane Hamid , Bombarda Isabelle , OuldElhadj Mohamed Didi , Yousfi Mohamed
Published: March 2019

Pistacia atlantica fruit oil has been used for a long time by local populations for culinary and medicinal purposes. In this study, the fatty acid composition and tocopherol content were determined in twelve samples of P. atlantica fruit oil at three stages of maturation (immature, intermediate maturity and mature) collected in three different sites from the region of Laghouat. The results indicated a significant difference between the oil of mature fruits (green and black) and the immature ones (light red), which were distinguished by richness in unsaturated fatty acids and tocopherols. The oil from fruits of intermediate maturity (dark red) seems to combine these properties with those of the mature group, including oil yields. Such data emphasize the value of this oil, which needs further investigation.