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The optimal method for isolating the sesquiterpene lactone britanin from the aerial part of Inula britannica L. (Asteraceae) was developed. Britanin was functionalized by reacting it with methyl mercaptoacetate.Sesquiterpene lactones of Inula britannica L. (Asteraceae) have a variety of structures and pharmacological activities [1-3]. One of the principal lactones of this species is britanin pseudoguaianolide (1), which exhibits antiprotozoic, antibacterial, and antifungal activities [4]. Terpenoids containing a sulfide exhibit antitumor effects [5] and antimalarial activity [6,7]. Therefore, chemical modification of britanin is certainly of practical interest.We investigated the aerial part of I. britannica growing in the Volzhsko-Kamsk region as a source of britanin. Three methods of processing the raw material were investigated in order to select the optimal method of extracting it. These were water extraction, treatment with hexane followed by water extraction, and chloroform extraction. The first two methods are more convenient for isolating britanin (the lactone crystallizes from the extract) and give the highest yields (0.125-0.15%). The

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A total of 33 compounds including bicyclic monoterpenes, oxides, allyl alcohols, and S-containing pinane and carane derivatives were screened for antifungal activity against mycelial and yeast-like fungi. The structure-activity relationship was studied. The most active antimycotics were found.Keywords: carane and pinane monoterpenoids, antifungal activity.We performed for the first time a systematic study of the antifungal activity of series of pinane and carane monoterpenoids with a broad set of S-containing functional groups and studied the structure-activity relationship to find the most active antimycotics.At the start of our work, the literature contained data on the antifungal activity of D-and E-pinenes in addition to the antifungal effect of essential oils containing (+)-3-carene (1), verbenols, and myrtenol [1][2][3][4][5]. However, the antifungal activity of S-containing terpenoids was not previously investigated.Carane thioterpenoids 4-15 were synthesized by reacting stereoisomeric 3-carene oxides (2 and 3) with thiols (4, 5, 10, 11, 15), isothiuronium salts (6-9, 13, 14), and thiourea (16) in the presence of sodium ethoxide [6-9]. Sulfoxide 12 was obtained by oxidation of 6 with H 2 O 2 in glacial acetic acid. The products were isolated by column chromatography. The structures were established using spectral data.

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