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

doi:10.1007/s13659-017-0147-5

应用天然产物 ›› 2018, Vol. 8 ›› Issue (1): 37-45.DOI: 10.1007/s13659-017-0147-5

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

He-Ping Chen¹, Meng-Yuan Jiang², Zhen-Zhu Zhao¹, Tao Feng¹, Zheng-Hui Li¹, Ji-Kai Liu¹

1 School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan 430074, People's Republic of China;
2 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

收稿日期:2017-10-22 修回日期:2017-11-23 出版日期:2018-02-24 发布日期:2018-02-27
基金资助:
This work was financially supported by National Natural Science Foundation of China (No. 81561148013).

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

He-Ping Chen¹, Meng-Yuan Jiang², Zhen-Zhu Zhao¹, Tao Feng¹, Zheng-Hui Li¹, Ji-Kai Liu¹

1 School of Pharmaceutical Sciences, South-Central University for Nationalities, Wuhan 430074, People's Republic of China;
2 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

Received:2017-10-22 Revised:2017-11-23 Online:2018-02-24 Published:2018-02-27
Contact: Ji-Kai Liu

摘要/Abstract

摘要： A scale-up fermentation of the fungus Boreostereum vibrans facilitated the isolation of six new vibralactone biogenesisassociated 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 vibralactoneassociated compounds.

关键词: Basidiomycete, Boreostereum vibrans, Vibralactone, Structure revision, Snatzke's method

Abstract: A scale-up fermentation of the fungus Boreostereum vibrans facilitated the isolation of six new vibralactone biogenesisassociated 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 vibralactoneassociated compounds.

Key words: Basidiomycete, Boreostereum vibrans, Vibralactone, Structure revision, Snatzke's method

He-Ping Chen, Meng-Yuan Jiang, Zhen-Zhu Zhao, Tao Feng, Zheng-Hui Li, Ji-Kai Liu. Vibralactone Biogenesis-Associated Analogues from Submerged Cultures of the Fungus Boreostereum vibrans[J]. 应用天然产物, 2018, 8(1): 37-45.

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

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

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