ChemInform Abstract: Reaction of 3‐Carene Oxides with Allyl‐ and Benzylisothiuronium Salts.

Artemova, N. P.; Bikbulatova, G. Sh.; Племенков, В. В.; Литвинов, И. А.; Kataeva, О. N.; Surkova, L. N.

doi:10.1002/chin.199116252

ChemInform

1991

DOI: 10.1002/chin.199116252

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ChemInform Abstract: Reaction of 3‐Carene Oxides with Allyl‐ and Benzylisothiuronium Salts.

N. P. Artemova¹,

G. Sh. Bikbulatova²,

В. В. Племенков³

et al.

Abstract: ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

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“…, CH 2 CH=CH 3 (6, 7, 12), CH 2 Ph (8,9), iso-Bu (10), n-Bu (11) (+)-3-Carene (1), 3-carene D-oxide (2), 3-carene E-oxide (3), and S-containing carane derivaties 4-16 were tested for antifungal activity against mycelial and yeast-like fungi. Table 1 presents the test results.…”

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Antifungal activity of bicyclic monoterpenoids and terpenesulfides

et al. 2010

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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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Antifungal activity of bicyclic monoterpenoids and terpenesulfides

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ChemInform Abstract: Reaction of 3‐Carene Oxides with Allyl‐ and Benzylisothiuronium Salts.

Cited by 1 publication

References 0 publications

Antifungal activity of bicyclic monoterpenoids and terpenesulfides

Antifungal activity of bicyclic monoterpenoids and terpenesulfides

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