Issue 2, 2019

Biosynthesis of an anti-tuberculosis sesterterpenoid asperterpenoid A

Abstract

A putative three-gene cluster for asperterpenoid A was identified. Step-wise reconstitution of this gene cluster in Aspergillus oryzae reveals that astC encodes a sesterterpene cyclase to synthesize preasperterpenoid A, which is dually oxidized by a P450 enzyme AstB to give asperterpenoid A along with a minor product asperterpenoid B, and asperterpenoid A is further oxidized by another P450 eznyme AstA to afford a new sesterterpenoid asperterpenoid C. Unexpectedly, asperterpenoids A and B, but not the final product asperterpenoid C, exhibit potent inhibitory activity against Mycobacterium tuberculosis protein tyrosine phosphatase B with IC50 values of 3–6 μM.

Graphical abstract: Biosynthesis of an anti-tuberculosis sesterterpenoid asperterpenoid A

Supplementary files

Article information

Article type
Communication
Submitted
14 Nov 2018
Accepted
11 Dez 2018
First published
11 Dez 2018

Org. Biomol. Chem., 2019,17, 248-251

Biosynthesis of an anti-tuberculosis sesterterpenoid asperterpenoid A

J. Huang, J. Lv, Q. Wang, J. Zou, Y. Lu, Q. Wang, D. Chen, X. Yao, H. Gao and D. Hu, Org. Biomol. Chem., 2019, 17, 248 DOI: 10.1039/C8OB02832J

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