Absolute Configuration and Biological Activities of Meroterpenoids from an Endophytic Fungus of Lycium barbarum

Eleven new meroterpenoids, bipolahydroquinones A–C (1–3), cochlioquinones I–N (4–8 and 11), and isocochlioquinones F and G (9 and 10), together with six known ones, were obtained from an endophytic fungus Bipolaris sp. L1-2 from Lycium barbarum. Compound 2 is the first example of cochlioquinone deri...

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Published inJournal of natural products (Washington, D.C.) Vol. 82; no. 8; pp. 2229 - 2237
Main Authors Long, Yi, Tang, Ting, Wang, Li-Ying, He, Bin, Gao, Kun
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society and American Society of Pharmacognosy 23.08.2019
Amer Chemical Soc
Subjects
benzoquinones
biosynthesis
Bipolaris
Chemistry, Medicinal
cytotoxicity
endophytes
fungi
hydroquinone
inhibitory concentration 50
Life Sciences & Biomedicine
Lycium barbarum
meroterpenoids
moieties
Pharmacology & Pharmacy
Plant Sciences
Science & Technology
spectral analysis
X-ray diffraction
POTENTIATORS
STEMPHONES
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Summary:Eleven new meroterpenoids, bipolahydroquinones A–C (1–3), cochlioquinones I–N (4–8 and 11), and isocochlioquinones F and G (9 and 10), together with six known ones, were obtained from an endophytic fungus Bipolaris sp. L1-2 from Lycium barbarum. Compound 2 is the first example of cochlioquinone derivatives possessing a benzofuran moiety. The structures and absolute configurations of the new compounds were elucidated by spectroscopic data interpretation, single-crystal X-ray diffraction analysis, chemical transformations, and biosynthetic considerations. Compounds 3, 4, and 6–8 showed cytotoxicity against NCI-H226 and/or MDA-MB-231 with IC50 values ranging from 5.5 to 9.5 μM.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0163-3864
1520-6025
1520-6025
DOI:10.1021/acs.jnatprod.9b00288