Towards potential antifungal agents: synthesis, supramolecular self-assembly and in vitro activity of azole mono-, sesqui- and diterpenoids

被引：11

作者：

Akhmedov, Alan ^{[1
,3
]}

Gamirov, Rustem ^{[1
]}

Panina, Yulia ^{[1
]}

Sokolova, Evgenia ^{[2
]}

Leonteva, Yulia ^{[2
]}

Tarasova, Evgeniya ^{[3
]}

Potekhina, Ramziya ^{[3
]}

Fitsev, Igor ^{[3
]}

Shurpik, Dmitriy ^{[1
]}

Stoikov, Ivan ^{[1
,3
]}

机构：

[1] Kazan Fed Univ, AM Butlerov Chem Inst, Kremlevskaya 18, Kazan 420008, Russia

[2] Kazan Fed Univ, Inst Fundamental Med & Biol, Kremlevskaya 18, Kazan 420008, Russia

[3] Fed State Budgetary Sci Inst, Fed Ctr Toxicol Radiat & Biol Safety, Nauchny Gorodok 2, Kazan 420075, Russia

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2023年 / 21卷 / 23期

基金：

俄罗斯科学基金会;

关键词：

TERPENES; PERMEATION; CARVACROL;

D O I：

10.1039/d3ob00528c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Terpenes and their derivatives are natural antifungal and antimicrobial agents. In this paper, potential antifungal agents were developed on the basis of farnesol, geraniol, myrtenol, perillyl alcohol, cedrol and phytol. The synthesized compounds exist in aqueous solutions as stable associates (D = 142-216 nm, PDI 0.04-0.16, Z = +0.9-+46 mV). Formation of stable associates of the compounds in solution promotes compaction and dosed release of the drug. The membranotropic activity of the compounds was also investigated to open up their possible application in the treatment of skin diseases. The relationship between membranotropism and lipophilicity coefficient (log P) has been established. The antifungal and antimicrobial activities of the obtained compounds were studied in vitro on the clinical isolate of Candida sp., Candida albicans, yeast Saccharomyces cerevisiae, Gram-negative (Escherichia coli) and Gram-positive (Staphylococcus aureus, Bifidobacterium bifidum) bacteria. Candida sp. (0.0781 mg mL(-1)) and Saccharomyces cerevisiae (0.0049 mg mL(-1)) showed the highest sensitivity to the agents.

引用

页码：4863 / 4873

页数：11

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