Bisabolanoic acid A, a new polychiral sesquiterpene with AChE inhibitory activity from a mangrove-derived fungus Colletotrichum sp.

Abstract

A new polychiral bisabolane sesquiterpene, bisabolanoic acid A (1), was isolated from the mangrove-derived fungus Colletotrichum sp. SCSIO KcB3-2. Its planar structure was identified on the basis of spectroscopic data analysis (HRESIMS, 1D, and 2D NMR), and the absolute configurations of three chiral carbons were determined by experimental and calculated electronic circular dichroism (ECD) and optical rotatory dispersion (ORD), together with Mo₂(OAc)₄-induced ECD methods. Bisabolanoic acid A (1) showed moderate inhibitory activity against acetylcholinesterase (AChE) with IC₅₀ value of 2.2 μM, and the in silico molecular docking was also performed.

Graphical abstract

Keywords:

• Bisabolanoic acid A
• mangrove-derived fungus
• AChE inhibitory
• absolute configuration

Acknowledgements

The authors gratefully acknowledge the assistance of Dr. Xiao, Dr. Zheng, Ms. Sun, and Ms. Zhang in the analytical facility center of the SCSIO for recording spectroscopic data.

Disclosure statement

No potential conflict of interest was reported by the author(s).

Additional information

Funding

This work was financially supported by grants from the National Natural Science Foundation of China (81973235, 21977102), Guangdong Basic and Applied Basic Research Foundation (2019B151502042), Guangdong Local Innovation Team Program (2019BT02Y262), Key Special Project for Introduced Talents Team of Southern Marine Science and Engineering Guangdong Laboratory (Guangzhou) (GML2019ZD0406), Liao Ning Revitalization Talents Program (XLYC1802037), and Open Project of Guangdong Key Laboratory of Marine Materia Medica (LMM2020-8).