Boerechalasins A-G, cytochalasans from the fungus Boeremia exigua with anti-inflammatory and cytotoxic activities.

Si-Qiong Teng, Xiao-Fang Zhang, Hong-Fei Li, Xin-Wen Luo, Yang-Sha Zhou, Hui Liu, Ji-Kai Liu, Tao Feng

Journal: Phytochemistry 2023;215():113861

PMID: 37726084

Full Text on Elsevier Science View on PubMed

Abstract

Seven previously undescribed cytochalasans, namely, boerechalasins A-G, together with one analogue, were characterized from the solid culture of the fungus Boeremia exigua. Their structures and absolute configurations were elucidated on the basis of extensive spectroscopic analysis as well as electronic circular dichroism calculations. Remarkably, boerechalasin F possessed an unusual sulfoxide moiety that might be derived from methionine, while boerechalasin G had an unusual 5-methylcyclohexane-1,2,3-triol substituent at N-2 position. Boerechalasins A and E exhibited inhibitory activities against nitric oxide production in LPS-induced RAW264.7 macrophages with IC values of 21.9 and 5.7 μM, respectively. Boerechalasin F displayed cytotoxicity against human MCF‒7 cells with an IC value of 22.8 μM.

Address: School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, 430074, China.; School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, 430074, China. Electronic address: [email protected].; School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, 430074, China; National Demonstration Center for Experimental Ethnopharmacology Education, South-Central Minzu University, Wuhan, 430074, China. Electronic address: [email protected].; School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan, 430074, China; National Demonstration Center for Experimental Ethnopharmacology Education, South-Central Minzu University, Wuhan, 430074, China; International Cooperation Base for Active Substances in Traditional Chinese Medicine in Hubei Province, Wuhan, 430074, China. Electronic address: [email protected].

DOI: 10.1016/j.phytochem.2023.113861

Link outs

Subscription / membership required

Full Text Sources:

https://linkinghub.elsevier.com/retrieve/pii/S0031...

MeSH Terms: Humans, Ascomycota, Anti-Inflammatory Agents, Macrophages, Cytochalasins, Molecular Structure