A new azaphilone from the entomopathogenic fungus Hypocrella sp

This report describes the isolation of a new azaphilone, designated hypocrellone A (2), together with five known compounds (1, 3-6) from a submerged culture of the entomopathogenic fungus Hypocrella sp. (isolate WYTY-21). The absolute stereostructures of the two compounds (1 and 2) were elucidated b...

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Bibliographic Details
Published in:Natural product research 2015-11, Vol.29 (21), p.2000-2006
Main Authors: Guo, Qingfeng, Dong, Lili, Zang, Xiangyun, Gu, Zijian, He, Xiaoyun, Yao, Lindan, Cao, Liping, Qiu, Junzhi, Guan, Xiong
Format: Article
Language:English
Subjects:
Antineoplastic Agents - chemistry
Antineoplastic Agents - isolation & purification
Antineoplastic Agents - pharmacology
Benzopyrans - chemistry
Benzopyrans - isolation & purification
Benzopyrans - pharmacology
Biotechnology
Cell culture
Cell Line, Tumor
cytotoxic activity
Cytotoxicity
Entomopathogenic fungi
entomopathogenic fungus
Epithelial cells
Fungi
Hepatocytes
Hepatoma
Humans
Hypocreales - chemistry
Hypocrella
Inhibitory Concentration 50
metabolite
Molecular Structure
NMR
Nuclear magnetic resonance
Pigments, Biological - chemistry
Pigments, Biological - isolation & purification
Pigments, Biological - pharmacology
Spectrometry
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Summary:This report describes the isolation of a new azaphilone, designated hypocrellone A (2), together with five known compounds (1, 3-6) from a submerged culture of the entomopathogenic fungus Hypocrella sp. (isolate WYTY-21). The absolute stereostructures of the two compounds (1 and 2) were elucidated based on 1D and 2D NMR spectroscopic and mass spectrometric data combined with the data from various chemical transformations. Hypocrellone A (2) and three (3-6) of the five known compounds were cytotoxic to hepatoma cells (cell line BEL-7404); IC 50 values ranged from 6.2 to 17.4 μM. At 200 μM, none of the six compounds was toxic to normal human liver cells (cell line HL-7702) or to normal human kidney epithelial cells (cell line HEK-293T).
ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2015.1023199