Integrative Biology Journals

Natural Products and Bioprospecting ›› 2018, Vol. 8 ›› Issue (1): 37-45.DOI: 10.1007/s13659-017-0147-5

• ORIGINAL ARTICLES • Previous Articles     Next Articles

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. 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:2018-02-27 Published:2018-02-24
  • Contact: Ji-Kai Liu

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. 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
  • 基金资助:
    This work was financially supported by National Natural Science Foundation of China (No. 81561148013).

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

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