bluuebunny/crossref_metadata_2025 huggingface dataset:
Permeation through Phospholipid Bilayers, Skin‐Cell Penetration, Plasma Stability, and CD Spectra of α‐ and β‐Oligoproline Derivatives
Authors: Kolesinska Beata , Podwysocka Dominika J. , Rueping Magnus A. , Seebach Dieter , Kamena Faustin , Walde Peter , Sauer Markus , Windschiegl Barbara , Meyer‐Ács Mira , Vor der Brüggen Marc , Giehring Sebastian
Published: January 2013

After a survey of the special role, which the amino acid proline plays in the chemistry of life, the cell‐penetrating properties of polycationic proline‐containing peptides are discussed, and the widely unknown discovery by the Giralt group (J. Am. Chem. Soc. 2002, 124, 8876) is acknowledged, according to which fluorescein‐labeled tetradecaproline is slowly taken up by rat kidney cells (NRK‐49F). Here, we describe details of our previously mentioned (Chem. Biodiversity 2004, 1, 1111) observation that a hexa‐β3‐Pro derivative penetrates fibroblast cells, and we present the results of an extensive investigation of oligo‐L‐ and oligo‐D‐α‐prolines, as well as of oligo‐β2h‐ and oligo‐β3h‐prolines without and with fluorescence labels (1–8; Fig. 1). Permeation through protein‐free phospholipid bilayers is detected with the nanoFAST biochip technology (Figs. 2–4). This methodology is applied for the first time for quantitative determination of translocation rates of cell‐penetrating peptides (CPPs) across lipid bilayers. Cell penetration is observed with mouse (3T3) and human foreskin fibroblasts (HFF; Figs. 5 and 6–8, resp.). The stabilities of oligoprolines in heparin‐stabilized human plasma increase with decreasing chain lengths (Figs. 9–11). Time‐ and solvent‐dependent CD spectra of most of the oligoprolines (Figs. 13 and 14) show changes that may be interpreted as arising from aggregation, and broadening of the NMR signals with time confirms this assumption.
Involvement of geranylgeranylation of Rho and Rac GTPases in adipogenic and RANKL expression, which was inhibited by simvastatin
Authors: Baba T. T. , Ohara‐Nemoto Y. , Miyazaki T. , Nemoto T. K.
Published: January 2013

Simvastatin suppresses myoblast differentiation via inhibition of Rac GTPase, which is involved in the mevalonic acid pathway that produces cholesterol. Statins also inhibit adipogenic differentiation and receptor activator of NFκB ligand (RANKL) expression, possibly through the mevalonic acid pathway, although the involvement of that pathway and effector proteins in these cellular events has not been fully clarified. In the present study, we aimed to elucidate the mechanism of the effects of simvastatin on adipogenic differentiation and calcitriol‐induced RANKL expression in bone marrow stromal ST2 cells. Adipogenesis and mRNA up‐regulation of peroxisome proliferator–activated receptor γ and adipocyte fatty acid–binding protein were induced by troglitazone, and those events were efficiently inhibited by simvastatin. In addition, RANKL expression induced by calcitriol was abrogated by simvastatin in ST2 cells. The inhibitory effects of simvastatin were adequately compensated by the addition of either mevalonic acid or an intermediate of the mevalonic acid pathway, geranylgeranyl pyrophosphate, but not by another intermediate, farnesyl pyrophosphate. These findings suggest that protein geranylgeranylation is related to cellular differentiation in those two directions. Furthermore, inhibitor analysis demonstrated that Rac GTPase is involved in adipogenic differentiation, whereas Rho GTPase was found to be involved in RANKL expression. Taken together, the present findings suggest that geranylgeranylation of Rho family GTPase is involved in both adipogenesis and RANKL expression of stromal cells, while Rac GTPase is involved in adipogenesis and Rho GTPase in RANKL expression. Copyright © 2013 John Wiley & Sons, Ltd.
Beetles Do It Differently: Two Stereodivergent Cyclisation Modes in Iridoid‐Producing Leaf‐Beetle Larvae
Authors: Kunert Maritta , Rahfeld Peter , Shaker Kamel H. , Schneider Bernd , David Anja , Dettner Konrad , Pasteels Jacques M. , Boland Wilhelm
Published: January 2013

Larvae of the Chrysomelina species Phaedon cochleariae, Hydrothassa marginella, Phratora vulgatissima, Gastrophysa viridula, Gastrophysa atrocyanea, Gastrophysa cyanea and Gastrophysa polygoni produce the iridoid chrysomelidial (1) to defend themselves against predators. Feeding experiments with a deuterated precursor ([2H5]8‐hydroxygeraniol 9) and in vitro isotope exchange experiments with defensive secretion in 2H2O revealed differences in the cyclisation of the ultimate precursor 8‐oxogeranial (8) to 1, between members of the genus Gastrophysa and all other species. In P. cochleariae, H. marginella and P. vulgatissima 1 is most likely produced by a Rauhut–Currier‐type cyclisation via a “transoid dienamine”, with loss of a single deuterium atom from C(4) of the precursor. In contrast, members of the genus Gastrophysa cyclise 8 via a “cisoid dienamine” intermediate, with exchange of all three deuterium atoms from the methyl group at C(3). To study whether the different cyclisation modes influence the stereochemistry of 1, the absolute configuration of 1 of the larvae was determined by GC‐MS on a chiral column. In accordance with literature (J. Meinwald, T. H. Jones, J. Am. Chem. Soc. 1978, 100, 1883 and N. Shimizu, R. Yakumaru, T. Sakata, S. Shimano, Y. Kuwahara, J. Chem. Ecol. 2012, 38, 29), we found (5S,8S)‐chrysomelidial (1) in H. marginella and P. vulgatissima, but P. cochleariae and all investigated members of the genus Gastrophysa synthesise (5R,8R)‐chrysomelidial (1).
Artificial Multi‐Enzyme Networks for the Asymmetric Amination of sec‐Alcohols
Authors: Tauber Katharina , Fuchs Michael , Sattler Johann H. , Pitzer Julia , Pressnitz Desiree , Koszelewski Dominik , Faber Kurt , Pfeffer Jan , Haas Thomas , Kroutil Wolfgang
Published: January 2013

Various artificial network designs that involve biocatalysts were tested for the asymmetric amination of sec‐alcohols to the corresponding α‐chiral primary amines. The artificial systems tested involved three to five redox enzymes and were exemplary of a range of different sec‐alcohol substrates. Alcohols were oxidised to the corresponding ketone by an alcohol dehydrogenase. The ketones were subsequently aminated by employing a ω‐transaminase. Of special interest were redox‐neutral designs in which the hydride abstracted in the oxidation step was reused in the amination step of the cascade. Under optimised conditions up to 91 % conversion of an alcohol to the amine was achieved.
Stereoselective Multiple Bond‐Forming Transformations (MBFTs): The Power of 1,2‐ and 1,3‐Dicarbonyl Compounds
Authors: Bonne Damien , Constantieux Thierry , Coquerel Yoann , Rodriguez Jean
Published: January 2013

Although long known, 1,2‐ and 1,3‐dicarbonyl compounds have recently come more and more to prevalence as ideal substrates for the invention of new stereoselective multiple bond‐forming transformations (MBFTs). Herein, a critical appraisal is presented of some of the most spectacular of these MBFTs, which allow the formation from three up to six bonds in highly step‐ and atom‐economical processes.
ChemInform Abstract: From an Icosahedron to a Plane: Flattening Dodecaiodo‐dodecaborate by Successive Stripping of Iodine.
Authors: Farras Pau , Vankova Nina , Zeonjuk Lei Liu , Warneke Jonas , Duelcks Thomas , Heine Thomas , Vinas Clara , Teixidor Francesc , Gabel Detlef
Published: January 2013

Electrospray ionization‐ion‐trap mass spectrometry shows that B2I122‐ converts to an intact B12 cluster by successive stripping of single iodine radicals or ions.
ChemInform Abstract: Synthesis, Structure, and Bonding Analysis of the Polar Intermetallic Phase Ca2Pt2Cd.
Authors: Samal Saroj L. , Corbett John D.
Published: January 2013

The title compound is prepared from the elements (Ta containers, 900 °C, 12 h; annealing at 600 °C for 4 d).
ChemInform Abstract: LiCa3Si2N5 — A Lithium Nitridosilicate with a [Si2N5]7‐ Double‐Chain.
Authors: Lupart Saskia , Schnick Wolfgang
Published: January 2013

The title compound is prepared by reaction of Ca with Si(NH)2 and Li3N using Li as a flux (sealed Ta ampule, 900 °C, 12 h).
ChemInform Abstract: Ca5Ni17Ge8 — A Complex Intermetallic Compound Combining Various Structure Motifs of Alkaline‐Earth Nickel Germanides.
Authors: Hlukhyy Viktor , Siggelkow Lisa , Faessler Thomas F.
Published: January 2013

The title compound is prepared by arc melting of the elements followed by annealing (silica tube, Ar, 1050 °C, 24 h).
ChemInform Abstract: Na3SbSe3: Synthesis, Crystal Structure Determination, Raman Spectroscopy, and Ionic Conductivity.
Authors: Pompe Constantin , Pfitzner Arno
Published: January 2013

Yellow single crystals of the title compound are prepared by solid state reaction of a stoichiometric mixture of anhydrous Na2Se, Sb, and Se in a 3:2:3 ratio (evacuated silica ampule, 723 K, 10 weeks).
ChemInform Abstract: Sr8MgGd(PO4)7:Eu2+: Yellow‐Emitting Phosphor for Application in Near‐Ultraviolet‐Emitting Diode Based White‐Light LEDs.
Authors: Huang Chien‐Hao , Wang De‐Yin , Chiu Yi‐Chen , Yeh Yao‐Tsung , Chen Teng‐Ming
Published: January 2013

The title phosphor is synthesized by solid state reaction of SrCO3, MgO, Gd2O3, (NH4)2HPO4, and Eu2O3 (1200 °C, 8 h) and characterized by powder XRD and photoluminescence spectroscopy.
ChemInform Abstract: Bromine Monofluoride.
Authors: Drews Thomas , Seppelt Konrad
Published: January 2013

BrF is prepared from Br2 and F2 in various solvents (EtCN, MeCN/CH2Cl2, CH3Cl, CH2Cl2, C2H5F, CH3F) below ‐100 °C and characterized in solution by 19F NMR and Raman spectroscopy.
ChemInform Abstract: Li5OCl3 and Li3OCl: Two Remarkably Different Lithium Oxide Chlorides.
Authors: Reckeweg Olaf , Blaschkowski Bjoern , Schleid Thomas
Published: January 2013

Yellow to red, transparent single crystals of Li5OCl3 are prepared by solid state reaction of Li3N, oxygen‐contaminated Li, and YbCl3 in the presence of carbon (Nb container, 1300 K, 3 d).
ChemInform Abstract: New Quaternary Alkali‐Metal Hypodiphosphate Hydrates: Preparation, Crystal Structure, Vibrational Spectrum, and Thermal Behavior of K4P2O6·8H2O and Na2K2P2O6·8H2O in Comparison to Na4P2O6·10H2O.
Authors: Gjikaj Mimoza , Wu Peng , Brockner Wolfgang
Published: January 2013

Single crystals of K4P2O6·8H2O and Na2K2P2O6·8H2O are prepared by addition of KOH to an aqueous solution of hypodiphosphoric acid (20 °C) resp.
ChemInform Abstract: The Barium Oxotellurate(IV) Bromides Ba6Te10O25Br2 and Ba3Te3O8Br2 with Channel Structures.
Authors: Stoeger Berthold , Weil Matthias
Published: January 2013

The title compounds are hydrothermally obtained from 20 wt.% aq.
ChemInform Abstract: Exploring the Borders of the Zintl‐Klemm Concept: On the Isopunctual Phases Eu5+xMg18‐xGe13 (x = 0.1) and Eu8Mg16Ge12.
Authors: Slabon Adam , Cuervo‐Reyes Eduardo , Kubata Christof , Mensing Christian , Nesper Reinhard
Published: January 2013

Eu5.1Mg17.9Ge13 (I) and Eu8Mg16Ge12 (II) are prepared by solid state reaction of the elements (Nb ampules, 890—1020 °C, 48 h—16 d).
ChemInform Abstract: The Dimeric [V2O4F6]4‐ Vanadium Oxide‐Fluoride Anion in Na2(M(H2O)2) (V2O4F6) (M: Co2+, Ni2+, and Cu2+).
Authors: Donakowski Martin D. , Vinokur Anastasiya I. , Poeppelmeier Kenneth R.
Published: January 2013

The new compounds (IV) and (VI) crystallize isostructurally in the monoclinic space group P21/c with Z = 2 (single crystal XRD).
ChemInform Abstract: Crystal Structure, Magnetic and Transport Properties of CeRu1‐xNixAl (x = 0.5).
Authors: Janka Oliver , Baumbach Ryan , Ronning Filip , Thompson Joe D. , Bauer Eric D. , Kauzlarich Susan M.
Published: January 2013

Single crystals of CeRu0.5Ni0.5Al are prepared from the elements in a molten Ce0.78Ni0.22 flux (1000 °C for 12 h and 850 °C for 48 h).
ChemInform Abstract: Method for the Efficient Synthesis of Highly‐Substituted Oxetan‐ and Azetidin‐, Dihydrofuran‐ and Pyrrolidin‐3‐ones and Its Application to the Synthesis of (.+‐.)‐Pseudodeflectusin.
Authors: Maegawa Tomohiro , Otake Kazuki , Hirosawa Keichi , Goto Akihiro , Fujioka Hiromichi
Published: January 2013

The title products are prepared by a one‐pot base‐induced cyclization/Horner—Wadsworth—Emmons olefination reaction of starting O,P‐ or N,P‐acetals.
ChemInform Abstract: An Efficient Synthesis of Bridged Heterocycles from an Ir(I) Bis‐Amination/Ring‐Closing Metathesis Sequence.
Authors: Brawn Ryan A. , Guimaraes Cristiano R. W. , McClure Kim F. , Liras Spiros
Published: January 2013

A careful screening of amines, solvents and conditions leads to the predominant formation of cis‐divinyl heterocycles (III) which undergo the ring closing metathesis reaction to give the corresponding bicyclo[3.2.1]oct‐6‐enes (IV).
ChemInform Abstract: Intramolecular Cyclization Manifolds of 4‐Alkylpyridines Bearing Ambiphilic Side Chains: Construction of Spirodihydropyridines or Benzylic Cyclization via Anhydrobase Intermediates.
Authors: Parameswarappa Sharavathi G. , Pigge F. Christopher
Published: January 2013

Pyridines containing a β‐keto amide moiety can be converted into spirocyclic dihydropyridines or lactams depending on the substitution pattern and the conditions.
ChemInform Abstract: Thiosemicarbazone Copper Complexes as Competent Catalysts for Olefin Cyclopropanations.
Authors: Youssef Nabil S. , El‐Seidy Ahmed M. A. , Schiavoni Marco , Castano Brunilde , Ragaini Fabio , Gallo Emma , Caselli Alessandro
Published: January 2013

Several copper complexes of thiosemicarbazones are prepared and tested as catalysts in the cyclopropanation reaction of α‐methylstyrene (Ia).
ChemInform Abstract: Selective Oxidation of 8,8′‐Hydroxylated Binaphthols to Bis‐spironaphthalenones or Binaphtho‐para‐ and Binaphtho‐ortho‐quinones.
Authors: Podlesny Erin E. , Carroll Patrick J. , Kozlowski Marisa C.
Published: January 2013

In the presence of different oxidants (O2/Co(II)‐catalyst, IBX, PhI(OAc)2), the title binaphthols are converted to the quinone derivatives.
ChemInform Abstract: Oxidation of α‐Trifluoromethyl Alcohols Using a Recyclable Oxoammonium Salt.
Authors: Kelly Christopher B. , Mercadante Michael A. , Hamlin Trevor A. , Fletcher Madison H. , Leadbeater Nicholas E.
Published: January 2013

A simple, mild, and efficient method for the conversion of α‐trifluoromethyl alcohols into trifluoromethyl ketones is reported.
ChemInform Abstract: Enantioselective Borohydride Reduction of Aliphatic Ketones Catalyzed by Ketoiminatocobalt(III) Complex with 1‐Chlorovinyl Axial Ligand.
Authors: Tsubo Tatsuyuki , Chen Hsiu‐Hui , Yokomori Minako , Fukui Satoshi , Yamada Tohru
Published: January 2013

Newly designed chiral cobalt(III) complexes, e.g. (I), are applied to the enantioselective borohydride reduction of aliphatic ketones using 1,1,1‐trichloroethane to generate the corresponding 1‐chlorovinyl cobalt(III) derivatives as reactive intermediate.
ChemInform Abstract: Microwave‐Assisted Mild, Rapid, Solventless, and Catalyst‐Free Chemoselective N‐tert‐Butyloxycarbonylation of Amines.
Authors: Dighe Satish N. , Jadhav Hemant R.
Published: January 2013

A broad spectrum of substrates including amines, phenyl hydrazine, and amino acid esters can be converted in high yields.
ChemInform Abstract: Palladium‐Catalyzed Mono‐α‐arylation of Acetone with Aryl Imidazolylsulfonates.
Authors: Ackermann Lutz , Mehta Vaibhav P.
Published: January 2013

Air‐ and moisture‐stable aryl imidazolylsulfonates are established as nongenotoxic, user‐friendly electrophiles for α‐arylation of ketones.
ChemInform Abstract: Remarkable Improvement Achieved by Imidazole Derivatives in Ruthenium‐Catalyzed Hydroesterification of Alkenes Using Formates.
Authors: Konishi Hideyuki , Ueda Tsuyoshi , Muto Takashi , Manabe Kei
Published: January 2013

The synthesis proceeds without a directing group, toxic CO gas or large excess of alkene.
ChemInform Abstract: Tri‐n‐butylphosphane Catalyzed Ring Opening of Aziridines with Secondary Amines.
Authors: Zhang Wan Xuan , Su Li , Hu Wei Gang , Zhou Jie
Published: January 2013

The regioselective ring‐opening of aziridines with secondary alkyl amines affords the corresponding vicinal diamines.
ChemInform Abstract: Synthesis of Alkyl Bis(dimethylamino)methylenecarbamodithioates from 1,1,3,3‐Tetramethylguanidine, CS2 and Oxiranes.
Authors: Yavari Sima , Nasiri‐Gheidari Samira , Taherpour Avat , Yavari Issa
Published: January 2013

A simple one‐pot three‐component reaction allows the synthesis of the title compounds (IV) and (VI).
ChemInform Abstract: Asymmetric Hydroalkynylation of Norbornadienes Promoted by Chiral Iridium Catalysis.
Authors: Fan Bao‐Min , Yang Qing‐jing , Hu Jun , Fan Cai‐ling , Li Si‐feng , Yu Lu , Huang Chao , Tsang Wing Wai , Kwong Fuk Yee
Published: January 2013

The reaction of substituted norbornene derivatives with aromatic and aliphatic terminal alkynes proceeds with high level of enantioselectivities and tolerates a wide range of functional groups.
ChemInform Abstract: Fluoroform‐Derived CuCF3 for Low‐Cost, Simple, Efficient, and Safe Trifluoromethylation of Aryl Boronic Acids in Air.
Authors: Novak Petr , Lishchynskyi Anton , Grushin Vladimir V.
Published: January 2013

The reaction is effective for aromatic and heteroaromatic boronic acids and is not sensitive to electronic and steric effects.
ChemInform Abstract: Mn(OAc)2/Schiff Base as a New Efficient Catalyst System for the Henry Reaction of Nitroalkanes with Aldehydes.
Authors: Zhou Guang Peng , Hui yong Hai , Wan Ning Ning , Liu Qiu Ju , Xie Zheng Feng , Wang Ji De
Published: January 2013

Reaction of nitromethane with aromatic aldehydes produces the corresponding β‐nitro alcohols with good to excellent yields, whereas only moderate yields are obtained for aliphatic substrates.
ChemInform Abstract: Visible‐Light‐Promoted C—C Bond Cleavage: Photocatalytic Generation of Iminium Ions and Amino Radicals.
Authors: Cai Shunyou , Zhao Xinyang , Wang Xinbo , Liu Qisong , Li Zigang , Wang David Zhigang
Published: January 2013

Simple vicinal diamines as new precursors of photoexcited radical cations are employed in the title reaction under exceptionally mild reaction conditions.
ChemInform Abstract: Oxidative Dimerization of Aromatic Amines Using tBuOI: Entry to Unsymmetric Aromatic Azo Compounds.
Authors: Takeda Youhei , Okumura Sota , Minakata Satoshi
Published: January 2013

Homo‐ and cross‐dimerization of the aromatic and heteroaromatic amines is achieved using tBuOI, generated in situ, to afford symmetric and unsymmetric aromatic azo compounds in good yields.
ChemInform Abstract: ortho Substituent Effects on the Anticonvulsant Properties of 4‐Hydroxy‐trifluoroethyl Phenols.
Authors: Mishra Rajesh K. , Baker Max T.
Published: January 2013

Title compounds (V) are tested to evaluate the effect of ortho‐substitution an the anticonvulsant property.
ChemInform Abstract: Unexpected Palladium‐Catalyzed O‐Arylation Occurring in 4‐(4‐Fluoro‐3‐nitrophenyl)‐1,2‐dimethyl‐5‐nitro‐1H‐imidazole Series.
Authors: Zink Laura , Neilde Kevin , Crozet Maxime D. , Vanelle Patrice
Published: January 2013

The fluoro‐substituted starting material (I) reacts with arylboronic acids under Suzuki—Miyaura conditions to give O‐arylated products (III) instead of the expected C—C coupled compounds, required in pharmaceutical investigation.
ChemInform Abstract: Chemoselective Copper‐Catalyzed C—O Coupling Reactions of Phenols with Aryl/Vinyl Halides Using Enaminone as Efficient Ligand.
Authors: Wan Jie‐Ping , Wang Chunping , Liu Yunyun
Published: January 2013

A newly developed catalyst system is successfully applied to the title reactions.
ChemInform Abstract: Double Nucleophilic N‐Alkylation of α‐Oxime‐esters with Grignard Reagents.
Authors: Mizutani Yusuke , Tanimoto Hiroki , Morimoto Tsumoru , Nishiyama Yasuhiro , Kakiuchi Kiyomi
Published: January 2013

The reaction produces N,N‐dialkyl‐α‐amino esters in good yields.
ChemInform Abstract: A Novel Approach for the Synthesis of α‐Aminonitriles Using Mitsunobu′s Reagent under Solvent‐Free Conditions.
Authors: Chaturvedi Devdutt , Chaturvedi Amit K. , Mishra Nisha , Mishra Virendra
Published: January 2013

The new procedure allows the preparation of a broad spectrum of the biologically important title compounds (40 examples).
ChemInform Abstract: Bu4NI‐Catalyzed Benzylic Acyloxylation of Alkylarenes with Aromatic Aldehydes.
Authors: Huang Juan , Li Lan‐Tao , Li Hong‐Ying , Husan Ezizjan , Wang Peng , Wang Bin
Published: January 2013

A metal‐free approach for the direct acyloxylation of benzylic C—H bonds using aromatic aldehydes (II) under mild conditions is reported.
ChemInform Abstract: BF3·Et2O‐Promoted Conjugate Addition of Ethanethiol to Electron‐Deficient Alkynes.
Authors: Zhou Qing Fa , Chu Xue Ping , Zhao Shen , Lu Tao , Tang Wei Fang
Published: January 2013

The synthesis of vinyl thioethers is achieved through conjugate addition of (II) to alkynes under optimized conditions.
ChemInform Abstract: Solvent‐Free Heck and Copper‐Free Sonogashira Cross‐Coupling Reactions Catalyzed by a Polystyrene‐Anchored Pd(II) Phenyldithiocarbazate Complex.
Authors: Bakherad Mohammad , Keivanloo Ali , Samangooei Shahrzad
Published: January 2013

The novel catalyst produces generally high yields in both processes starting from either aryl iodides or bromides.
ChemInform Abstract: Organocatalytic Asymmetric Direct C(sp3)—H Functionalization of Ethers: A Highly Efficient Approach to Chiral Spiroethers.
Authors: Jiao Zhi‐Wei , Zhang Shu‐Yu , He Chuan , Tu Yong‐Qiang , Wang Sho‐Hua , Zhang Fu‐Min , Zhang Yong‐Qiang , Li Hui
Published: January 2013

Cyclic ethers containing an α,β‐unsaturated aldehyde moiety undergo an imidazolidinone/strong acid catalyzed intramolecular cyclization reaction to provide initially aldehyde products which are further converted to their corresponding unsaturated esters via a Wittig reaction in order to determine the e.e.‐values.
ChemInform Abstract: Hypoiodite‐Mediated Metal‐Free Catalytic Aziridination of Alkenes.
Authors: Yoshimura Akira , Middleton Kyle R. , Zhu Chenjie , Nemykin Victor N. , Zhdankin Viktor V.
Published: January 2013

For the first time the title reaction is presented by using the compound (II) as the nitrenium precursor and common inexpensive reagents.
ChemInform Abstract: Palladium‐Catalyzed Carbonylative Cyclization of 3‐Bromoallyl Alcohols Leading to Furan‐2‐(5H)‐ones.
Authors: Lee Hye Kyung , Cho Chan Sik
Published: January 2013

The title reaction provides a promising route for the synthesis of valuable heterocycles from readily available starting ketones.
ChemInform Abstract: Microwave‐Assisted Claisen Rearrangement of Naphthyl 2‐Propynyl Ethers: Synthesis of Naphthofurans.
Authors: Lingam V. S. Prasada Rao , Dahale Dnyaneshwar H. , Mukkanti Kagga , Gopalan Balasubramanian , Thomas Abraham
Published: January 2013

The two‐step synthesis of the title skeletons involves etherification of naphthols under Mitsunobu conditions, Claisen rearrangement and concomitant cyclization.
ChemInform Abstract: Pd‐Mediated Functionalization of Polysubstituted Pyrroles: Their Evaluation as Potential Inhibitors of PDE4.
Authors: Pal Manojit , et al. et al.
Published: January 2013

Novel polysubstituted pyrroles are synthesized via one‐pot multicomponent condensation followed by usual Pd‐catalyzed C—C bond forming reactions.
ChemInform Abstract: Palladium‐Catalyzed Reaction of Arylamine and Diarylacetylene: Solvent‐Controlled Construction of 2,3‐Diarylindoles and Pentaarylpyrroles.
Authors: Chen Xiaopeng , Li Xihui , Wang Ningning , Jin Jisong , Lu Ping , Wang Yanguang
Published: January 2013

A phosphane‐free, highly atom‐efficient, and mild basic method for the synthesis of the title compounds is developed.
ChemInform Abstract: Pentanidium‐Catalyzed Enantioselective α‐Hydroxylation of Oxindoles Using Molecular Oxygen.
Authors: Yang Yuanyong , Moinodeen Farhana , Chin Willy , Ma Ting , Jiang Zhiyong , Tan Choon‐Hong
Published: January 2013

Hydroperoxide oxindoles are formed as by‐products.
ChemInform Abstract: Stereoselective Synthesis of 2,3‐Disubstituted Indoline Diastereoisomers by Chemoenzymatic Processes.
Authors: Lopez‐Iglesias Maria , Busto Eduardo , Gotor Vicente , Gotor‐Fernandez Vicente
Published: January 2013

The enzyme efficiently promotes optical resolution of a number of 2,3‐cis‐substituted indolines.
ChemInform Abstract: Discovery of a Potent, Orally Bioavailable and Highly Selective Human Neuronal Nitric Oxide Synthase (nNOS) Inhibitor, N‐(1‐(Piperidin‐4‐yl)indolin‐5‐yl)thiophene‐2‐carboximidamide as a Pre‐Clinical Development Candidate for the Treatment of Migraine.
Authors: Annedi Subhash C. , et al. et al.
Published: January 2013

Compound (Ia) is a potent and highly selective inhibitor of nNOS that has favorable physicochemical properties with exceptional oral bioavailability.
ChemInform Abstract: Chemoenzymatic Synthesis and Evaluation of 3‐Azabicyclo[3.2.0]heptane Derivatives as Dopaminergic Ligands.
Authors: Reinart‐Okugbeni Reet , Ausmees Kerti , Kriis Kadri , Werner Franz , Rinken Ago , Kanger Tonis
Published: January 2013

New 3‐azabicycloheptane derivatives (IV) are synthesized via a multicomponent cascade reaction and resolved by kinetic enzymatic resolution with immobilized lipase B.
ChemInform Abstract: Solvent‐Free Synthesis of 3,5‐Di‐tert‐butylpyrazole and 3,5‐Di‐substituted‐butylpyrazol‐1‐ylethanol.
Authors: van Wyk Juanita L. , Omondi Bernard , Appavoo Divambal , Guzei Ilia A. , Darkwa James
Published: January 2013

The title compounds (III) and (IV) are readily obtained by solvent‐free condensation of the appropriate diketone and hydrazine derivatives.
ChemInform Abstract: Green Synthesis and Antiinfective Activities of Fluorinated Pyrazoline Derivatives.
Authors: Shelke Sharad N. , Mhaske Ganesh R. , Bonifacio Vasco D. B. , Gawande Manoj B.
Published: January 2013

A small panel of novel pyrazoles (II) is synthesized from the corresponding chalcones using ultrasound irradiation.
ChemInform Abstract: A General and Regioselective Synthesis of 5‐Trifluoromethyl‐pyrazoles.
Authors: Foster Robert S. , Jakobi Harald , Harrity Joseph P. A.
Published: January 2013

Sydnones (III) are prepared by two approaches as precursors for the cycloaddition reaction with terminal or internal alkynes to give the pyrazoles.
ChemInform Abstract: Preparation of Novel Di‐Isoxazolines Using Bis(nitrile oxide) 1,3‐Dipolar Cycloaddition Methodology.
Authors: Bigdeli Mohammad Ali , Halimehjani Azim Ziyaei , Mohammadipour Mohammad , Sagharichi Parishad
Published: January 2013

Di‐isoxazolines, cf.
ChemInform Abstract: Urea/Thiourea Catalyzed, Solvent‐Free Synthesis of 5‐Arylidenethiazolidine‐2,4‐diones and 5‐Arylidene‐2‐thioxothiazolidin‐4‐ones.
Authors: Shah Sakshi , Singh Baldev
Published: January 2013

Similar results are obtained with thiourea as catalyst.
ChemInform Abstract: The Discovery of New Potent Non‐peptide Angiotensin II AT1 Receptor Blockers: A Concise Synthesis, Molecular Docking Studies and Biological Evaluation of N‐Substituted 5‐Butylimidazole Derivatives.
Authors: Agelis George , et al. et al.
Published: January 2013

Compound (VII) is a very potent ANG II AT1 antagonist.
ChemInform Abstract: Pd(II)‐Mediated Cyclization of o‐Allylbenzaldehydes in Water: A Novel Synthesis of Isocoumarins.
Authors: Chen Po‐Yuan , Huang Keng‐Shiang , Tsai Chin‐Chuan , Wang Tzu‐Pin , Wang Eng‐Chi
Published: January 2013

Under optimized conditions using a copper salt in addition to the palladium catalyst and water as both reagent and solvent, high yields of the isocoumarins are obtained within an hour.
ChemInform Abstract: Mesoporous and Hexagonally Ordered CuAl‐SBA‐15‐Catalyzed Tandem C—C and C—O Bond Formation Between Phenols and Allylic Alcohols.
Authors: Varghese Shaji , Anand Chokkalinkam , Dhawale Dattatray , Mano Ajayan , Balasubramanian Veerappan V. , Raj George Allen Gnana , Nagarajan Samuthira , Wahab Mohammad A. , Vinu Ajayan
Published: January 2013

A novel reusable mesoporous catalyst incorporating Cu and Al with a hexagonally ordered structure is prepared and applied to the annulation of phenols with allylic alcohols to yield dihydrobenzopyrans.
ChemInform Abstract: Methanesulfonic Acid‐Catalyzed One‐Pot Synthesis of 12‐Aryl‐ or 12‐Alkyl‐8,9,10,12‐tetrahydrobenzo[a]xanthen‐11‐one Derivatives
Authors: Liu Yu‐Heng , Li Lei
Published: January 2013

via condensation of various aldehydes, 2‐naphthol, and cyclic 1,3‐dicarbonyl compounds under mild and solvent‐free conditions
ChemInform Abstract: [4 + 2] Annulation of Vinyl Ketones Initiated by a Phosphine‐Catalyzed Aza‐Rauhut—Currier Reaction: A Practical Access to Densely Functionalized Tetrahydropyridines.
Authors: Shi Zugui , Tong Qinjie , Leong Wendy Wen Yi , Zhong Guofu
Published: January 2013

In the presence of catalytic amounts of PPh3 and p‐methoxyphenol, N‐sulfonyl‐1‐aza‐1,3‐dienes undergo the title reaction with vinyl ketones to give the isolated pyridine derivatives exclusively as trans‐isomers.
ChemInform Abstract: Multi‐Component, 1,3‐Dipolar Cycloaddition Reactions for the Chemo‐, Regio‐ and Stereoselective Synthesis of Novel Hybrid Spiroheterocycles in Ionic Liquid.
Authors: Rajesh Stephen Michael , Bala Balasubramainan Devi , Perumal Subbu
Published: January 2013

Three‐ and four‐component reactions of bisarylidene tetrahydropyridones are described provide a selective access to spiroheterocycles (IV) and (VII) as single diastereomers.
ChemInform Abstract: Ugi/Aldol Sequence: Expeditious Entry to Several Families of Densely Substituted Nitrogen Heterocycles.
Authors: Xu Zhigang , De Moliner Fabio , Cappelli Alexandra P. , Hulme Christopher
Published: January 2013

A novel multicomponent reaction based methodology is developed to gain access to the title compounds.
ChemInform Abstract: A Divergent Approach to 3‐Piperidinols: A Concise Syntheses of (+)‐Swainsonine and Access to the 1‐Substituted Quinolizidine Skeleton.
Authors: Archibald Glenn , Lin Chih‐Pei , Boyd Peter , Barker David , Caprio Vittorio
Published: January 2013

Treatment of the nitrone (I) with Grignard reagents or organolithium compounds results in efficient and stereoselective formation of trans‐2‐substituted 3‐piperidinols such as (IV).
ChemInform Abstract: Design, Synthesis, and Structure—Activity Relationships of a Series of 2‐Ar‐8‐methyl‐5‐alkylaminoquinolines as Novel CRF1 Receptor Antagonists.
Authors: Takeda Kunitoshi , Terauchi Taro , Hashizume Minako , Shin Kogyoku , Ino Mitsuhiro , Shibata Hisashi , Yonaga Masahiro
Published: January 2013

Novel compounds (VI) are identified as orally active corticotropin‐releasing factor 1 (CRF1) receptor antagonists.
ChemInform Abstract: Synthesis of Quinoline Dicarboxylic Esters as Biocompatible Fluorescent Tags.
Authors: Laras Younes , Hugues Vincent , Chandrasekaran Yogesh , Blanchard‐Desce Mireille , Acher Francine C. , Pietrancosta Nicolas
Published: January 2013

Treatment of anilines with the keto ester (II) allows an improved access to quinoline dicarboxylic esters.
ChemInform Abstract: A General Access to 1,1‐Cyclopropane Aminoketones and Their Conversion into 2‐Benzoyl Quinolines.
Authors: Mao Zhenjun , Qu Haijun , Zhao Yanyan , Lin Xufeng
Published: January 2013

A novel, direct synthesis of 1,1‐cyclopropane aminoketones via base‐mediated tandem reaction of α‐amino ketones with vinyl sulfonium salts is developed.
ChemInform Abstract: Unexpected Formation of O‐Acylhydroxamate from the Oxidation of a Dihydroisoquinoline Imine.
Authors: Saleh Hassen Ben , Kammoun Majed , Hamdi Besma , Damak Mohamed
Published: January 2013

The MCPBA oxidation of imine (I) is studied and a possible mechanism leading to the unexpected O‐acylhydroxamate (II) is discussed.
ChemInform Abstract: Catalytic Synthesis of Fused 1,4‐Dihydropyridines and 1,4‐Dihydropyridine Derivatives Using Preyssler Heteropolyacids Catalyst.
Authors: Gharib Ali , Jahangir Manouchehr , Roshani Mina , Scheeren J. W.
Published: January 2013

Heteropolyacid catalyzed Hantzsch dihydropyridine syntheses are described.
ChemInform Abstract: Synthesis of Isoxazolopyrroloisoquinolines by Intramolecular Cyclizations of 5‐(2‐Arylethyl)‐6‐hydroxytetrahydro‐4H‐pyrrolo[3,4‐d]isoxazol‐4‐ones.
Authors: Stepakov Alexander V. , Ledovskaya Maria S. , Boitsov Vitaly M. , Molchanov Alexander P. , Kostikov Rafael R. , Gurzhiy Vladislav V. , Starova Galina L.
Published: January 2013

The BF3‐mediated intramolecular cyclization of the title substrates (I) provides trans‐isomers (II), which represent structural fragments of Erythrina alkaloids, as sole or major products.
ChemInform Abstract: Metal‐Cocatalyzed Tandem Alkynylative Cyclization Reaction of in situ Formed N‐Iminoisoquinolinium Ylides with Bromoalkynes via C—H Bond Activation.
Authors: Huang Ping , Yang Qin , Chen Zhiyuan , Ding Qiuping , Xu Jingshi , Peng Yiyuan
Published: January 2013

It provides a new and efficient method to prepare various pyrazoloisoquinolines of biological interest.
ChemInform Abstract: Unexpected Configuration in Stereoselectively Synthesis of Some Novel (1Z)‐1‐(Morpholin‐1‐yl)‐N2‐arylamidrazones.
Authors: Bhat Mashooq A. , Al‐Rashood Khalid A. , Abdel‐Aziz Hatem A.
Published: January 2013

Reaction of hydrazonoyl chlorides (I) with piperidine affords the expected amidrazones (III), whilst similar reaction with morpholine proceeds with retention of the (Z)‐configuration furnishing (1Z)‐morpholinylamidrazones (V).
ChemInform Abstract: Synthesis of Some 1‐(Flavon‐7‐yl)‐4,5‐dihydro‐1,2,4‐triazin‐6(1H)‐ones and Related Congeners.
Authors: Abu‐Aisheh Marwa N. , Mustafa Mohammad S. , Mubarak Mohammad S. , El‐Abadelah Mustafa M. , Voelter Wolfgang
Published: January 2013

A variety of new flavonyltriazinones is synthesized via direct condensation of α‐amino acid esters with nitrile imines, generated in situ from hydrazonoyl chlorides (III).
ChemInform Abstract: Synthesis of Tricyclic Systems Containing a Fused Thieno[3,4‐d]pyrimidine Nucleus.
Authors: El‐Telbany Farag A. , El Hakeem Maha Abd , Khalil Omneya M. , Mikhail Demiana S.
Published: January 2013

A variety of new title compounds are obtained starting from the useful synthon 4‐cyano‐3‐ethoxymethyleneamino‐5‐phenylamino‐2‐thiophenecarboxylate (I).
ChemInform Abstract: Gold‐Catalyzed Cyclizations of (o‐Alkynyl)phenoxyacrylates with External Nucleophiles: Regio‐ and Stereoselective Synthesis of Functionalized Benzo[b]oxepines.
Authors: Liu Jun , Liu Yuanhong
Published: January 2013

Alcohols and vinyl ether (XVI) generate the same benzoxepine systems.
ChemInform Abstract: Preparation and Diels—Alder/Cross‐Coupling Reactions of New 2‐Boron‐Substituted 1,3‐Dienes.
Authors: Wang Liqiong , Welker Mark E.
Published: January 2013

Some new 2‐boron‐substituted dienes are prepared following the sequence A)‐C) and treatment with a polyol as is demonstrated for (III).
ChemInform Abstract: Enantioselective Carbonyl Propargylation by Iridium‐Catalyzed Transfer Hydrogenative Coupling of Alcohols and Propargyl Chlorides.
Authors: Woo Sang Kook , Geary Laina M. , Krische Michael J.
Published: January 2013

The desired compounds are prepared from silyl‐substituted propargyl chlorides and benzyl alcohols or aromatic aldehydes.
ChemInform Abstract: Pd‐Catalyzed Modifiable Silanol‐Directed Aromatic C—H Oxygenation.
Authors: Huang Chunhui , Ghavtadze Nugzar , Godoi Benhur , Gevorgyan Vladimir
Published: January 2013

A variety of oxasilacycles are prepared from diisopropyl(benzyl)silanol derivatives by the title reaction.
ChemInform Abstract: Cytotoxic Terpenes from the Stems of Dipterocarpus obtusifolius Collected in Cambodia.
Authors: Khiev Piseth , Kwon Ok‐Kyoung , Song Hyuk‐Hwan , Oh Sei‐Ryang , Ahn Kyung‐Seop , Lee Hyeong‐Kyu , Chin Young‐Won
Published: January 2013

Five new triterpenes are isolated from the stems of dipterocarpus obtusifolius along with 13 known compounds.
ChemInform Abstract: Synchrotron Techniques for in situ Catalytic Studies: Capabilities, Challenges, and Opportunities
Authors: Frenkel Anatoly I. , Rodriguez Jose A. , Chen Jingguang G.
Published: January 2013

Review: 102 refs.
ChemInform Abstract: Advanced Electron Microscopy for Advanced Materials
Authors: Van Tendeloo Gustaaf , Bals Sara , Van Aert Sandra , Verbeeck Jo , Van Dyck Dirk
Published: January 2013

Review: applications in the field of inorganic nanoparticles and interfaces; 208 refs.
ChemInform Abstract: Anisotropy of Spin Relaxation in Metals
Authors: Zimmermann Bernd , Mavropoulos Phivos , Heers Swantje , Long Nguyen H. , Bluegel Stefan , Mokrousov Yuriy
Published: January 2013

Review: 19 refs.
ChemInform Abstract: Copper(I) Alkyne and Alkynide Complexes
Authors: Lang Heinrich , Jakob Alexander , Milde Bianca
Published: January 2013

Review: 298 refs.
ChemInform Abstract: Structure and Bonding in Copper(I) Carbonyl and Cyanide Complexes
Authors: Pike Robert D.
Published: January 2013

Review: 285 refs.
ChemInform Abstract: The Mild Thiolation, a Useful Tool for the Synthesis of Activated Building Blocks
Authors: Wuerfel Hendryk , Weiss Dieter , Beckert Rainer
Published: January 2013

Review: 69 refs.
ChemInform Abstract: Knoevenagel Reactions in Ionic Liquids
Authors: Hu Xiao‐Mei , Zhao Yang , Gao Yun‐Fei , Xiao Yi‐Bo , Zhang Bi‐Xian
Published: January 2013

Review: 30 refs.
ChemInform Abstract: Gold(III) Compounds for Homogeneous Catalysis: Preparation, Reaction Conditions, and Scope of Application
Authors: Schmidbaur Hubert , Schier Annette
Published: January 2013

Review: 249 refs.
ChemInform Abstract: Organoselenium Ligands in Catalysis
Authors: Kumar Arun , Rao Gyandshwar K. , Saleem Fariha , Singh Ajai K.
Published: January 2013

Review: 242 refs.
ChemInform Abstract: Microwave‐Assisted Synthesis of Imidazoles
Authors: Gupta Girish Kumar , Rani Nidhi , Kumar Vinod
Published: January 2013

Review: 79 refs.
ChemInform Abstract: Pharmacological Evaluation of Benzimidazole Derivatives with Potential Antiviral and Antitumor Activity
Authors: Abu‐Bakr Sherifa M. , Bassyouni Fatma A. , Rehim Mohamed Abdel
Published: January 2013

Review: 75 refs.
ChemInform Abstract: Operando Spectroscopy in Catalytic Carbonylation Reactions
Authors: Diebolt Olivier , van Leeuwen Piet W. N. M. , Kamer Paul C. J.
Published: January 2013

Review: 124 refs.
ChemInform Abstract: Straightforward Synthesis of Monofluoroalkenes
Authors: Larnaud Florent , Lequeux Thierry
Published: January 2013

Review: 44 refs.
ChemInform Abstract: Some Aspects of the Chemistry of Nitro Compounds
Authors: Zard Samir Z.
Published: January 2013

Review: ca. 50 refs.
ChemInform Abstract: Intermolecular Reactions of γ‐Halocarbanions — Stepwise Analogues of 1,3‐Dipolar Cycloaddition
Authors: Barbasiewicz Michal , Makosza Mieczyslaw
Published: January 2013

Review: 55 refs.
ChemInform Abstract: Synthesis and Applications of Fluorinated Nucleoside Analogues
Authors: Wojtowicz‐Rajchel Hanna
Published: January 2013

Review: 145 refs.
ChemInform Abstract: Extended s‐d Models for the Dynamics of Noncollinear Magnetization. Short Review of Two Different Approaches
Authors: Faehnle Manfred , Zhang S.
Published: January 2013

Review: 13 refs.
ChemInform Abstract: Physical Chemistry of Ionic Liquids: Inorganic and Organic as Well as Protic and Aprotic
Authors: Angell C. A. , Xu W. , Yoshizawa‐Fujita M. , Hayashi A. , Belieres J.‐P. , Lucas P. , Videa M. , Zhao Z.‐F. , Ueno K. , Ansari Y. , et al. et al.
Published: January 2013

Review: 83 refs.
ChemInform Abstract: Structure of Crown Ethers
Authors: El‐Azhary A. A. , Al‐Jallal N. , Al‐Kahtani A. , Al‐Badri N. , Al‐Farhan K. , Al‐Qunaibit M.
Published: January 2013

Review: 45 refs.
ChemInform Abstract: Theoretical and Computational Aspects of Organotellurium Compounds
Authors: Longo Ricardo L. , Menezes Paulo Henrique
Published: January 2013

Review: 150 refs.
Separation of Nadolol Stereoisomers by Chiral Liquid Chromatography at Analytical and Preparative Scales
Authors: Ribeiro António E. , Rodrigues Alírio E. , Pais Luís S.
Published: January 2013

The separation of the four nadolol stereoisomers on Chiralpak® AD by chiral liquid chromatography was carried out at both analytical and preparative scales. A screening of possible mobile‐phase compositions was performed using different alcohol–hydrocarbon mixtures. The results obtained confirm the use of 20:80:0.3 ethanol‐hexane‐diethylamine reported by McCarthy (1994) but introduce other possibilities for the complete resolution of the four nadolol stereoisomers at analytical scale, namely, the mixtures 30–40:70–60:0.3 ethanol‐heptane‐diethylamine. Additionally, this work describes how retention and resolution depend on the ethanol content in hexane and heptane mixtures. The separation of nadolol stereoisomers is also carried out at preparative scale and different alcohol–hydrocarbon compositions are proposed, depending on the target component to be obtained. Particularly, this work presents the experimental separation of the more retained nadolol stereoisomer (RSR‐nadolol) by simulated moving bed (SMB) chromatography using an 80:20:0.3 ethanol‐heptane‐diethylamine mobile phase. For a 2 g/l feed concentration, RSR‐nadolol is 100% recovered at the extract outlet stream, 100% pure, and with a system productivity of 0.65 gRSR‐nadolol/(lbed.h) and a solvent consumption of 9.6 lsolvent/gRSR‐nadolol. Chirality 25:197–205, 2013. © 2013 Wiley Periodicals, Inc.
Relevant Reducing Agents in Remediation Fe0/H2O Systems
Authors: Noubactep Chicgoua
Published: January 2013

Metallic iron (Fe0) is often reported as a reducing agent for environmental remediation. There is still controversy as to whether Fe0 plays any significant direct role in the process of contaminant reductive transformation. The view that Fe0 is mostly a generator of reducing agents (e.g. H, H2 and FeII) and Fe oxyhydroxides has been either severely refuted or just tolerated. The tolerance is based on the simplification that, without Fe0, no secondary reducing agents could be available. Accordingly, Fe0 serves as the original source of electron donors (including H, H2 and FeII). The objective of this communication is to refute the named simplification and establish that quantitative reduction results from secondary reducing agents. For this purpose, reports on aqueous contaminant removal by Al0, Fe0 and Zn0 are comparatively discussed. Results indicated that reduction may be quantitative in aqueous systems containing Fe0 and Zn0 while no significant reduction is observed in Al0/H2O systems. Given that Al0 is a stronger reducing agent than Fe0 and Zn0, it is concluded that contaminant reduction in Fe0/H2O systems results from synergic interactions between H/H2 and FeII within porous Fe oxyhydroxides. This conclusion corroborates the operating mode of Fe0 bimetallics as H/H2 producing systems for indirect contaminant reduction.
Male breast cancer according to tumor subtype and race
Authors: Chavez‐MacGregor Mariana , Clarke Christina A. , Lichtensztajn Daphne , Hortobagyi Gabriel N. , Giordano Sharon H.
Published: January 2013

BACKGROUND:

Breast cancer occurs rarely in men. To the authors' knowledge, no population‐based estimates of the incidence of human epidermal growth factor receptor 2 (HER2)‐positive breast cancer or of the distribution of breast cancer subtypes among male breast cancer patients have been published to date. Therefore, the objective of the current study was to explore breast tumor subtype distribution by race/ethnicity among men in the large, ethnically diverse population of California.

METHODS:

This study included men who were diagnosed with invasive breast cancer between 2005 and 2009 with known estrogen receptor (ER) and progesterone receptor (PR) (together, hormone receptor [HR]) status and HER2 status reported to the California Cancer Registry. Among the men with HR‐positive tumors, survival probabilities between groups were compared using log‐rank tests.

RESULTS:

Six hundred six patients were included. The median age at diagnosis was 68 years. Four hundred ninety‐four men (81.5%) had HR‐positive tumors (defined as ER‐positive and/or PR‐positive and HER2‐negative). Ninety men (14.9%) had HER2‐positive tumors, and 22 (3.6%) had triple receptor‐negative (TN) tumors. Among the patients with HR‐positive tumors, non‐Hispanic black men and Hispanic men were more likely to have PR‐negative tumors than non‐Hispanic white men. No statistically significant differences in survival were observed according to tumor subtype (P = .08). Differences in survival according to race/ethnicity were observed among all patients (P = .087) and among those with HR‐positive tumors (P = .0170), and non‐Hispanic black men had poorer outcomes.

CONCLUSIONS:

In this large, representative cohort of men with breast cancer, the distribution of tumor subtypes was different from that reported for women and varied by patient race/ethnicity. Non‐Hispanic black men were more likely to have TN tumors and ER‐positive/PR‐negative tumors than white men. Cancer 2013. © 2013 American Cancer Society.
Soluble FAS ligand as a biomarker of disease recurrence in differentiated thyroid cancer
Authors: Owonikoko Taofeek K. , Hossain Mohammad S. , Bhimani Chandar , Chen Zhengjia , Kim Sungjin , Ramalingam Suresh S. , Sun Shi‐Yong , Shin Dong M. , Waller Edmund K. , Khuri Fadlo R.
Published: January 2013

BACKGROUND:

Reliable predictive biomarkers are required to address the challenge of disease recurrence after thyroid cancer surgery. For this study, the authors assessed the association of cellular‐based and serum‐based immunologic mediators with thyroid cancer recurrence.

METHODS:

Leukocyte subset counts and immune regulatory cytokine levels were determined in peripheral blood samples using multiparameter flow cytometry and 51‐panel, multiplex enzyme‐linked immunosorbent assays, respectively. The functional activity of circulating B‐lymphocytes, T‐lymphocytes, and natural killer lymphocytes was assessed ex vivo. Differences in mean biomarker levels between defined patient groups and correlations between biomarkers and cancer recurrence were assessed using t tests or Wilcoxon tests and by univariate and multivariate analyses with Cox models. Optimal cutoff values of significantly correlated biomarkers that best predicted disease recurrence after surgery were established by receiver operating characteristics and were validated by using an optimal cutpoint determination algorithm.

RESULTS:

In total, 35 patients were enrolled (median age, 49.4 year), including 24 women and 15 patients with recurrent disease; and there were 21 individuals in the control group. Patients without recurrence had higher levels of soluble FAS (tumor necrosis receptor superfamily, member 6) ligand (sFASL), transforming growth factor‐β, regulatory T cells, and programmed death 1/ programmed death ligand 1‐expressing leukocytes. sFASL (hazard ratio, 0.60; 95% confidence interval, 0.38‐0.95; P = .031) and interferon‐α (hazard ratio, 1.55; 95% confidence interval, 1.03‐2.34; P = .038) were associated significantly with disease recurrence. There was a significant difference in progression‐free survival between patient groups stratified by an sFASL optimal cutpoint of 15 pg/mL (log‐rank P = .0009).

CONCLUSIONS:

sFASL and IFN‐α levels were correlated significantly with thyroid cancer recurrence and may be useful for risk‐adapted surveillance strategies in patients with thyroid cancer. Cancer 2013. © 2013 American Cancer Society.
The essential elements of a therapeutic presence
Authors: Schapira Lidia
Published: January 2013

The model of therapeutic effectiveness developed by Chochinov et al can be applied to oncology clinicians. Implementation requires changes in organizational culture and realignment of incentives.