Xylarins A–D, Two Pairs of Diastereoisomeric Isoindoline Alkaloids from the Endolichenic Fungus Xylaria sp

Autor:	Xiaobin Li, Rongxiu Zhu, Fei Xie, Rui-Juan Li, Xiao-Yi Luan, Qiaobian He, Ke Xu, Yanan Qiao, Yuliang Xu, Hong-Xiang Lou
Rok vydání:	2021
Předmět:	Circular dichroism chemistry.chemical_compound biology Stereochemistry Chemistry Organic Chemistry Fungus Isoindoline Physical and Theoretical Chemistry biology.organism_classification Xylaria sp Biochemistry
Zdroj:	Organic Letters. 23:7751-7754
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.1c02730
Popis:	Two pairs of diastereoisomeric isoindoline alkaloids, xylarins A-D (1-4), were isolated from the endolichenic fungus Xylaria sp. Xylarins A and B (1 and 2) possess a previously undescribed 5/6/5-5/6 polycyclic scaffold, featuring a combination of a novel dihydrobenzofurone unit and an isoindoline unit, while xylarins C and D (3 and 4) contain an additional N,N-dimethylaniline at the C-3' position. Their structures were elucidated by comprehensive spectroscopic analyses combined with single-crystal X-ray diffraction and electronic circular dichroism calculations. The plausible biosynthetic pathways and gene clusters for 1-4 were proposed. Compound 1 exhibited significant antithrombotic activity.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::9a6dad9e51209d81592e8a3b22bb8b26 https://doi.org/10.1021/acs.orglett.1c02730 Zobrazit plný text záznamu