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        1 - Secondary metabolites of Hypericum richeri Vill. collected in Central Italy: chemotaxonomy and ethnomedicinal relevance
        Alessandro Venditti Armandodoriano Bianco
        The results of the phytochemical analysis of a Hypericum richeri Vill. accession collected from a population living in Appennines, Central Italy, are reported in this paper. The secondary metabolites pattern resulted mainly composed of flavonoids as both aglycones and i More
        The results of the phytochemical analysis of a Hypericum richeri Vill. accession collected from a population living in Appennines, Central Italy, are reported in this paper. The secondary metabolites pattern resulted mainly composed of flavonoids as both aglycones and in glycosidic form, such as quercetin (2), quercetin-3-O-methyl ether (3), 5,7,3′,5′-tetrahydroxyflavanone (8), isorhamnetin glucoside (7), isoquercitrin (9), hyperoside (10), quercitrin (11) and myricetin-3-O-rutinoside (12). It was also observed the presence of the naphtodianthrones hypericin (5) and pseudohypericin (6) together with organic acids (benzoic acid (4)), a glycolipid (2S)-1,2-di-O-[(9Z,12Z,15Z)-octadeca-9,12,15-trienoyl]-3-O-β-D-galactopyranosyl glycerol (1) and the saccharides glucose (13), galactose (14) and sucrose (15). Among these constituents, compounds (1) and (3) have been identified in H. richeri Vill. for the first time during this study. The other difference in composition observed in the present study in respect to population from different regions is the absence of hyperforin and caffeoylquinic derivatives. The observed chemovariability, already reported in H. perforatum L., might be derived fromthe environmental characteristic of the collection site. The chemotaxonomic aspects, together with the pharmacologic relevance in traditional medicine of the isolated compounds were also discussed. Manuscript profile
      • Open Access Article

        2 - The genus Micromeria Benth.: An overview on ethnobotany, chemotaxonomy and phytochemistry
        Majid Mohammadhosseini Alessandro Venditti Guido Flamini Satyajit Sarker Mohammadreza Kalaee
        The genus Micromeria Benth. from the family Lamiaceae mainly comprises herbaceous plants having several remarkable ethnobotanical, biological and phytochemical applications. This review critically appraises all the information available in the literature, e.g., Scopus, More
        The genus Micromeria Benth. from the family Lamiaceae mainly comprises herbaceous plants having several remarkable ethnobotanical, biological and phytochemical applications. This review critically appraises all the information available in the literature, e.g., Scopus, Institute for Scientific Information-Web of Science (ISI-WOS) as well as Medline on various species of this genus covering aspects of biological activity, ethnobotanical, chemical taxonomy and phytochemistry. The phytochemical composition of both essential oils and non-volatile extracts is reported. Their chemotaxonomic implications and ethnomedicinal impacts are also discussed. The pharmacological properties of crude extracts and isolated phytochemicals from Mircomeria spp. observed in several bioactivity tests are also critically reviewed. From phytochemical point of view, the characterization of the organic extracts of different Mircomeria spp. has led to the identification of some valuable natural compounds. Furthermore, the chemical profiles of most of the species are dominated by oxygenated monoterpenes. A wide spectrum of promising biological properties have been attributed to Mircomeria species including antibacterial, antifungal, antioxidant, anticholinesterase, tyrosinase inhibition and antinociceptive activities. Moreover, it has been shown that rosmarinic acid serves as a marker compound in several entities of this genus. Manuscript profile
      • Open Access Article

        3 - Trials of phenanthrene opioids functionalization with hindered polycyclic carboxylic acids
        Alessandro Venditti Ambra Pallotti Armandodoriano Bianco
        In the last decades, the number of patients undergoing pain relief for chronic or degenerative diseases has observed a significant increase, also due to an increase in the average age of the population. Morphine, the widely used opioid in pain therapy, is known to produ More
        In the last decades, the number of patients undergoing pain relief for chronic or degenerative diseases has observed a significant increase, also due to an increase in the average age of the population. Morphine, the widely used opioid in pain therapy, is known to produce over time tolerance with the appearance of hyperalgesia and allodynia, conditions which may affect patient compliance. These phenomena have been re-conducted to one of its metabolite, the 3-O-glucuronide (accounting in humans for 80% of the dose administered), which was found to be an effective neuro-excitatory and a potent activator of microglia, so resulting to be responsible of the development of both hyperalgesia and allodynia. Therefore, the inhibition of glucuronidation represents an interesting pharmacological target to achieve greater therapeutic efficacy by morphine and the synthesis of new active compounds useful in the pain control therapy is still in the limelight. In this context, we observed that codeine and some codeine derivatives (in particular the acetyl and pivaloyl esters) are able to inhibit the formation of morphine-3-O-glucuronide so, in continuation of the previous work, we projected new codeine derivatives as potential useful compounds in the modulation of morphine glucuronidation. In this paper, we report the optimization of the synthetic procedure to obtain codeine esters with hindered polycyclic carboxylic acids by using a suitable alcohol (allyl alcohol) with the same configuration of 6-OH function of the codeine skeleton. Together with the allyl ester derivatives of these acids also the 1-adamantaneacetic acid ester derivative of codeine (4), a new codeine derivative, was finally synthesized following the reported synthetic approach. Manuscript profile