Dicitrinols A–C: Citrinin Derivatives from Hydrothermal Vent-Associated Fungus <i>Penicillium citrinum</i> TW132-59

Three new unusual citrinin derivatives with a unique 6/5/7/5 core, dicitrinols A-C (<b>1</b>-<b>3</b>, respectively), were isolated via the fermentation of hydrothermal vent-associated fungus <i>Penicillium citrinum</i> TW132-59. Their structures were unambiguously determined by nuclear magnetic resonance, mass spectrometry, and electronic circular dichroism calculations. Dicitrinols A-C represent a novel cage carbon skeleton with a decahydro-5,9,4-(epipropane[1,1,3]triyl)cycloocta[<i>b</i>]furan ring system. Dicitrinols A-C showed moderate antifungal activity against <i>Candida albicans</i>, <i>Cryptococcus neoformans</i>, and <i>Fusarium oxysporum</i> and antibacterial activity against <i>Staphylococcus aureus</i>, <i>Pseudomonas aeruginosa</i>, and <i>Acinetobacter baumannii</i> with minimum inhibitory concentrations ranging from 4 to 16 μg/mL.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-10-05
DOI
https://doi.org/10.1021/acs.joc.4c02067
Citations
5
Primary Topic
Microbial Natural Products and Biosynthesis
Type
article
Field-Weighted Citation Impact
2.24

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article

Dicitrinols A–C: Citrinin Derivatives from Hydrothermal Vent-Associated Fungus Penicillium citrinum TW132-59

Bin Wu, Jihua Wei, Xuexia Chen
5 citations
The Journal of Organic Chemistry
Microbial Natural Products and Biosynthesis
2.24
article

Dicitrinols A–C: Citrinin Derivatives from Hydrothermal Vent-Associated Fungus Penicillium citrinum TW132-59

Bin Wu, Jihua Wei, Xuexia Chen
article en
5 citations

Abstract

Three new unusual citrinin derivatives with a unique 6/5/7/5 core, dicitrinols A-C (<b>1</b>-<b>3</b>, respectively), were isolated via the fermentation of hydrothermal vent-associated fungus <i>Penicillium citrinum</i> TW132-59. Their structures were unambiguously determined by nuclear magnetic resonance, mass spectrometry, and electronic circular dichroism calculations. Dicitrinols A-C represent a novel cage carbon skeleton with a decahydro-5,9,4-(epipropane[1,1,3]triyl)cycloocta[<i>b</i>]furan ring system. Dicitrinols A-C showed moderate antifungal activity against <i>Candida albicans</i>, <i>Cryptococcus neoformans</i>, and <i>Fusarium oxysporum</i> and antibacterial activity against <i>Staphylococcus aureus</i>, <i>Pseudomonas aeruginosa</i>, and <i>Acinetobacter baumannii</i> with minimum inhibitory concentrations ranging from 4 to 16 μg/mL.

The Journal of Organic ChemistryVol. 89(20)
Zhejiang Ocean University (CN), Zhejiang University (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 12%
Microbial Natural Products and Biosynthesis
2.24
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