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Chetocochliodins A-I, Epipoly(thiodioxopiperazines) from Chaetomium cochliodes.
Journal of Natural Products ( IF 5.1 ) Pub Date : 2020-03-02 , DOI: 10.1021/acs.jnatprod.9b00239
Meng-Hua Wang 1 , Xiao-Yan Zhang 1 , Xian-Mei Tan 1 , Shu-Bin Niu 2 , Bing-Da Sun 3 , Meng Yu 1 , Gang Ding 1 , Zhong-Mei Zou 1
Affiliation  

Nine new epipoly(thiodioxopiperazine) (ETP) analogues, chetocochliodins A-I (1-9), along with two known ones, chetoseminudins E and C (10 and 11), were purified from the fungus Chaetomium cochliodes. The planar structures and absolute configurations of these new compounds were determined by extensive NMR spectroscopic analysis, CD spectra, and chemical reactions. Shielding effects from the indole on the 3-SCH3/3-OCH3/3-OCH2- groups facilitated the determination of relative configuration of the analogues. Compound 9 was cytotoxic, suggesting the importance of the sulfide bridge for the diketopiperazine bioactivities.

中文翻译:

Chetocochliodins AI,得自Chaetomium cochliodes的Epipoly(thiodioxopiperazines)。

从真菌Chaetomium cochliodes中纯化了九种新的三聚(thiodioxopiperazine)(ETP)类似物,chetocochliodins AI(1-9),以及两种已知的,chetoseminudins E和C(10和11)。这些新化合物的平面结构和绝对构型是通过广泛的NMR光谱分析,CD光谱和化学反应确定的。吲哚对3-SCH3 / 3-OCH3 / 3-OCH2-基团的屏蔽作用有助于确定类似物的相对构型。化合物9具有细胞毒性,表明硫化物桥对于二酮哌嗪生物活性的重要性。
更新日期:2020-03-02
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