Microbial transformation of osthole by human intestinal fungi and anti-osteoporosis activities of its metabolites

Xin He; Min Nie; Mengyuan Wang; Shifei Wu; Xuemei Wei; Jiayuan Li; Changliang Yao; Chao Wang; Xiaochi Ma; De-An Guo

doi:10.1016/j.fitote.2023.105510

Microbial transformation of osthole by human intestinal fungi and anti-osteoporosis activities of its metabolites

Fitoterapia. 2023 Jun:167:105510. doi: 10.1016/j.fitote.2023.105510. Epub 2023 Apr 17.

Authors

Xin He¹, Min Nie¹, Mengyuan Wang², Shifei Wu², Xuemei Wei², Jiayuan Li², Changliang Yao², Chao Wang³, Xiaochi Ma³, De-An Guo⁴

Affiliations

¹ School of Chinese Materia Medica, Nanjing University of Chinese Medicine, Nanjing 210023, China; National Engineering Research Center of TCM Standardization Technology, Shanghai Research Center for Modernization of Traditional Chinese Medicine, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
² National Engineering Research Center of TCM Standardization Technology, Shanghai Research Center for Modernization of Traditional Chinese Medicine, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
³ College of Integrative Medicine, College of Pharmacy, Dalian Medical University, Dalian 116044, China.
⁴ School of Chinese Materia Medica, Nanjing University of Chinese Medicine, Nanjing 210023, China; National Engineering Research Center of TCM Standardization Technology, Shanghai Research Center for Modernization of Traditional Chinese Medicine, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China; NMPA Key Laboratory for Quality Control of Traditional Chinese Medicine, Shanghai 201203, China. Electronic address: daguo@simm.ac.cn.

PMID: 37075985
DOI: 10.1016/j.fitote.2023.105510

Abstract

Osthole is one of the major constituents in Cnidium monnieri (L.) Cuss. and possesses anti-osteoporosis activity. In this work, the biotransformation of osthole was performed based on the human intestinal fungi Mucor circinelloides. Six metabolites including three new metabolites (S2, S3, S4) were obtained, and their chemical structures were elucidated by spectroscopic data analysis. The major biotransformation reactions involved hydroxylation and glycosylation. In addition, all metabolites were evaluated for their anti-osteoporosis activity using MC3T3-E1 cells. The results demonstrated that S4, S5 and S6 could significantly promote MC3T3-E1 cell growth compared to osthole.

Keywords: Anti-osteoporosis activity; Microbial transformation; Mucor circinelloides; Osthole.

MeSH terms

Cell Proliferation
Coumarins* / pharmacology
Fungi*
Humans
Molecular Structure

Substances

osthol
Coumarins