Phialocetones A-J, C-12 lactones from the rhizospheric soil-derived fungus Phialocephala sp. YUD18001 associated with Gastrodia elata

Ten undescribed C-12 polyketide phialocetones A-J, featuring twelve-, six- and five-membered lactone moieties, were isolated from a rhizospheric soil-derived Phialocephala sp. YUD18001 associated with Gastrodia elata. Their structures were established by NMR spectroscopic analysis and HRMS, while th...

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Published inPhytochemistry (Oxford) Vol. 202
Main Authors Xie, Fei, Li, Hong-Tao, Wang, Meng, Chen, Jing-Yuan, Duan, Hao-Jie, Xia, Dan-Dan, Xie, Tian-Peng, Gao, Yu-Hong, Zhou, Hao, Ding, Zhong-Tao
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 01.10.2022
Subjects
Biochemistry & Molecular Biology
Life Sciences & Biomedicine
Plant Sciences
Science & Technology
Structural elucidation
Specialized metabolites
Phialocephala sp
Gastrodia elata
Orchidaceae
NATURAL-PRODUCTS
Mollisiaceae
Lactone
Bioactivity
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Summary:Ten undescribed C-12 polyketide phialocetones A-J, featuring twelve-, six- and five-membered lactone moieties, were isolated from a rhizospheric soil-derived Phialocephala sp. YUD18001 associated with Gastrodia elata. Their structures were established by NMR spectroscopic analysis and HRMS, while their absolute configurations were determined by computational methods and chemical reactions. All isolated compounds were evaluated for their anti-inflammatory and cytotoxic activities. As a result, phialocetone D exhibited moderate effects against NO production in lipopolysaccharide (LPS)-induced RAW264.7 cells with an IC50 value of 14.77 mu M, while phialocetone E showed cytotoxicity against HL-60 and SW480 cell lines with IC50 values of 19.04 and 10.22 mu M, respectively.
ISSN:0031-9422
1873-3700
DOI:10.1016/j.phytochem.2022.113359