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来自真菌振动拟层孔菌深层培养物的与振动内酯生物合成相关的类似物。

Vibralactone Biogenesis-Associated Analogues from Submerged Cultures of the Fungus Boreostereum vibrans.

作者信息

Chen He-Ping, Jiang Meng-Yuan, Zhao Zhen-Zhu, Feng Tao, Li Zheng-Hui, Liu Ji-Kai

机构信息

School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan, 430074, People's Republic of China.

Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, School of Ethnic Medicine, Yunnan Minzu University, Kunming, 650504, People's Republic of China.

出版信息

Nat Prod Bioprospect. 2018 Feb;8(1):37-45. doi: 10.1007/s13659-017-0147-5. Epub 2017 Dec 5.

DOI:10.1007/s13659-017-0147-5
PMID:29209983
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5803143/
Abstract

A scale-up fermentation of the fungus Boreostereum vibrans facilitated the isolation of six new vibralactone biogenesis-associated analogues, namely vibralactamide A (1), vibralactone T (2), 13-O-lactyl vibralactone (3), 10-O-acetyl vibralactone G (4), (11R,12R)- and (11S,12R)-vibradiol (5, 6). Their structures were established via extensive spectroscopic analyses, specific optical rotation comparison, and Snatzke's method. The biosynthetic pathway for vibralactamide A was postulated. The absolute configuration of vibralactone B was revised by single crystal X-ray diffraction analysis. This work puts the divergent vibralactone biosynthesis pathway one step further and expands the structural diversity of vibralactone-associated compounds.

摘要

对真菌振动拟层孔菌进行放大发酵，有助于分离出六种与振动内酯生物合成相关的新类似物，即振动乳酰胺A（1）、振动内酯T（2）、13 - O - 乳酰基振动内酯（3）、10 - O - 乙酰基振动内酯G（4）、（11R，12R）- 和（11S，12R）- 振动二醇（5，6）。通过广泛的光谱分析、比旋光度比较和施纳茨克方法确定了它们的结构。推测了振动乳酰胺A的生物合成途径。通过单晶X射线衍射分析修正了振动内酯B的绝对构型。这项工作使不同的振动内酯生物合成途径又向前迈进了一步，并扩大了与振动内酯相关化合物的结构多样性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3dd2/5803143/958c15d3a69a/13659_2017_147_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3dd2/5803143/e1b1981c7109/13659_2017_147_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3dd2/5803143/bf058761a547/13659_2017_147_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3dd2/5803143/b88537567e11/13659_2017_147_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3dd2/5803143/c51bc10d0154/13659_2017_147_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3dd2/5803143/f00c2d9e4531/13659_2017_147_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3dd2/5803143/958c15d3a69a/13659_2017_147_Fig5_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3dd2/5803143/e1b1981c7109/13659_2017_147_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3dd2/5803143/bf058761a547/13659_2017_147_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3dd2/5803143/b88537567e11/13659_2017_147_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3dd2/5803143/c51bc10d0154/13659_2017_147_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3dd2/5803143/f00c2d9e4531/13659_2017_147_Fig4_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3dd2/5803143/958c15d3a69a/13659_2017_147_Fig5_HTML.jpg

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A Monooxygenase from Boreostereum vibrans Catalyzes Oxidative Decarboxylation in a Divergent Vibralactone Biosynthesis Pathway.
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