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青霉硫呋喃醇A - F,来自红树林内生真菌产黄青霉HDN13 - 309的生物碱

Penicisulfuranols A-F, Alkaloids from the Mangrove Endophytic Fungus Penicillium janthinellum HDN13-309.

作者信息

Zhu Meilin, Zhang Xiaomin, Feng Huimin, Dai Jiajia, Li Jing, Che Qian, Gu Qianqun, Zhu Tianjiao, Li Dehai

机构信息

Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China , Qingdao 266003, People's Republic of China.

Laboratory for Marine Drugs and Bioproducts of Qingdao, National Laboratory for Marine Science and Technology , Qingdao 266237, People's Republic of China.

出版信息

J Nat Prod. 2017 Jan 27;80(1):71-75. doi: 10.1021/acs.jnatprod.6b00483. Epub 2016 Dec 19.

Abstract

Six new epipolythiodioxopiperazine (ETP) alkaloids, penicisulfuranols A-F (1-6), were isolated from the mangrove endophytic fungus Penicillium janthinellum HDN13-309. All structures including absolute configurations were elucidated on the basis of comprehensive spectroscopic data and ECD calculations. They belong to the unusual family of ETPs containing sulfur atoms on both α- and β-positions of amino acid residues and a rare 1,2-oxazadecaline core moiety. In addition, compounds 1-6 also possess a rare spiro-furan ring and 1-3 showed cytotoxicity with IC values ranging from 0.1 to 3.9 μM.

摘要

从红树林内生真菌桔青霉HDN13 - 309中分离出六种新的表硫代二氧哌嗪(ETP)生物碱,即青霉硫呋喃醇A - F(1 - 6)。基于全面的光谱数据和电子圆二色(ECD)计算确定了所有化合物的结构,包括绝对构型。它们属于不同寻常的ETP家族,在氨基酸残基的α和β位置均含有硫原子,且具有罕见的1,2 - 恶唑并十氢化萘核心部分。此外,化合物1 - 6还具有罕见的螺呋喃环,化合物1 - 3表现出细胞毒性,IC值范围为0.1至3.9 μM。

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