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

被引：12
|
作者：
Xu, Ke [1 ,2 ]
Li, Ruijuan [3 ]
Zhu, Rongxiu [4 ]
Li, Xiaobin [5 ]
Xu, Yuliang [1 ]
He, Qiaobian [1 ]
Xie, Fei [1 ]
Qiao, Yanan [1 ]
Luan, Xiaoyi [1 ]
Lou, Hongxiang [1 ]
机构：
[1] Shandong Univ, Sch Pharmaceut Sci, Dept Nat Prod Chem, Key Lab Chem Biol,Minist Educ, Jinan 250012, Peoples R China
[2] Shandong Univ, Hosp 2, Cheeloo Coll Med, Dept Clin Pharm, Jinan 250033, Peoples R China
[3] Shandong Univ, Helmholtz Inst Biotechnol, State Key Lab Microbial Technol, Qingdao 266237, Shandong, Peoples R China
[4] Shandong Univ, Sch Chem & Chem Engn, Jinan 250100, Peoples R China
[5] Qilu Univ Technol, Biol Inst, Shandong Acad Sci, Jinan 250103, Peoples R China
来源：
ORGANIC LETTERS | 2021年 / 23卷 / 20期
基金：
中国国家自然科学基金; 国家重点研发计划;
关键词：
GENE-CLUSTER; SESQUITERPENES; IDENTIFICATION; REVEAL;
D O I：
10.1021/acs.orglett.1c02730
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
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.
引用
收藏
页码：7751 / 7754
页数：4
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