## 1 Introduction
Other examples, obtained in our group, are unsymmetrical porphyrazines containing mixed dithienylpyrrolyl and dimethylamino groups in the periphery, which were subjected to structural and spectroscopic characterization [27]. Among azaphthalocyanine macrocycles, worth noting are zinc(II) azaphthalocyanines with thiophen-2-yl, 5-methylthiophen-2-yl, and pyridine-3-yl peripheral substituents, which were obtained and subjected to physicochemical study by [PERSON] and [PERSON] [28]. Conjugation of biologically active compounds from different chemical groups is one of the modern drug development approaches. Various molecular consortia appeared to be useful in the drug development process and brought the desired biological effect [29]. In the literature, many other molecular consortia consisting of menthol and photosensitizers can be found, which compounds revealed interesting technological and biological properties. For example, menthol was tagged with BODIPY (borondipyrromethane) in search of fluorescence biological markers [30; 31]. Lately, [PERSON] et al. presented \"pinwheel-like\" phthalocyanines with four (D)- or (L)-menthol units at non-peripheral positions and assessed their spectroscopic and electrochemical properties [32]. [PERSON] et al. studied photophysical and photodynamic activity of zinc(II) phthalocyanine-menthol ((1S,2R,5S)-2-isopropyl-5-methylcyclohexyloxy) conjugate, which was incorporated in micelles of 12 different surfactants. The lipophilic conjugate incorporated in Pluronic(r) F-127 formulation was found to be an ideal drug delivery system for this PS [33]. It is worth noting that introducing a bulky menthol substituent to the phthalocyanine periphery was also found as an aggregation reducing factor [34]. The rationale for our approach resulted from our former study in which there were obtained biologically active terpene-macrocycle conjugates, composed of thymol or carvacrol and phthalocyanine. In that study, these conjugates were synthesized, characterized, loaded into modified liposomes, and subjected to detailed optical and biological experiments. Thymol-phthalocyanine conjugate at both 100 and 10 \(\upmu\)m concentrations revealed high, ca. 5 log photoinactivation potential on the growth of _Enterococcus faecalis_[35]. Interest in menthol as a component of molecular consortia is related to its unique medical properties. Menthol, 5-methyl-2-(1-methylethyl)cyclohexanol, is a cyclic monoterpene with three asymmetric carbon atoms. It occurs as four pairs of optical isomers. What is more, it can be isolated from the mint leaves essential oil and has been used in traditional medicine since ancient times. Menthol is utilized in pharmaceuticals, confectionery, hygiene products, cosmetics, and pesticides [36; 37]. Moreover, it has been widely used as a food additive and in cosmetics due to its taste and cooling sensation. Its cooling properties enables the application of menthol as a topical analgesic [38]. In medicine, menthol is known for its antioxidant, anti-inflammatory, and analgesic activity [37]. Like many terpenes, menthol exhibits intense antimicrobial activity against various microorganisms, including bacteria and fungi [39]. Moreover, there are many examples of synergistic responses when combinations of monoterenes with antibiotics are studied. [PERSON] et al. researched the antimicrobial potency of single and combined muiprocin with various monoterenes. They found that the application of the monoterpene-menthol with antibiotic-muiprocin could potentiate the antimicrobial activity according to the synergism pathway. In addition, they suggested that menthol loosens the bacterial membrane making it prone to be crossed by various molecules, including photosensizers [40]. The use of both menthol and thiophene fragments attached to the porphyrinoid core can be considered as a significant factor modifying the physicochemical properties of the desired terpene-macrocycle conjugates and influence their potential applications in technology and medicine.