Cytochalasans from the Endophytic Fungus Xylaria cf. curta with Resistance Reversal Activity against Fluconazole-Resistant Candida albicans

Curtachalasins C–E (1–3), which have an unprecedent bridged 6/6/6/6 ring system, were identified from the endophytic fungus Xylaria cf. curta. Residual dipolar coupling analyses associating with density functional theory calculations were utilized to determine the relative configuration of noncrysta...

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Bibliographic Details
Published in:Organic letters 2019-02, Vol.21 (4), p.1108-1111
Main Authors: Wang, Wen-Xuan, Lei, Xinxiang, Ai, Hong-Lian, Bai, Xue, Li, Jing, He, Juan, Li, Zheng-Hui, Zheng, Yong-Sheng, Feng, Tao, Liu, Ji-Kai
Format: Article
Language:English
Subjects:
Antifungal Agents - chemistry
Antifungal Agents - isolation & purification
Antifungal Agents - pharmacology
Candida albicans - drug effects
Crystallography, X-Ray
Cytochalasins - chemistry
Cytochalasins - isolation & purification
Cytochalasins - pharmacology
Drug Resistance, Fungal - drug effects
Fluconazole - pharmacology
Microbial Sensitivity Tests
Models, Molecular
Molecular Conformation
Xylariales - chemistry
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Summary:Curtachalasins C–E (1–3), which have an unprecedent bridged 6/6/6/6 ring system, were identified from the endophytic fungus Xylaria cf. curta. Residual dipolar coupling analyses associating with density functional theory calculations were utilized to determine the relative configuration of noncrystallizable compound 2. The absolute configurations of 1–3 were determined by X-ray diffraction and electronic circular dichroism calculations. Remarkably, curtachalasin C (1) showed significant resistance reversal activity against fluconazole-resistant Candida albicans.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b00015