Back to Search Start Over

Acorane sesquiterpenes from the deep-sea derived Penicillium bilaiae fungus with anti-neuroinflammatory effects

Authors :
Wenfang Zhang
Qingyu Meng
Jingshuai Wu
Wei Cheng
Dong Liu
Jian Huang
Aili Fan
Jing Xu
Wenhan Lin
Source :
Frontiers in Chemistry, Vol 10 (2022)
Publication Year :
2022
Publisher :
Frontiers Media S.A., 2022.

Abstract

Acorane-type sesquiterpenes comprise a unique class of natural products with a range of pharmaceutical effects. Genome sequencing and gene annotation, along with qRT-PCR detection, demonstrate that the deep-sea derived Penicillium bilaiae F-28 fungus shows potential to produce acorane sesquiterpenes. Chromatographic manipulation resulted in the isolation of 20 acorane sesquiterpenes from the large-scale fermented fungal strain. Their structures were established by the interpretation of spectroscopic data, together with X-ray diffraction, chemical conversion, and ECD data for configurational assignments. A total of 18 new sesquiterpenes, namely, bilaiaeacorenols A–R (1–18), were identified. Bilaiaeacorenols A and B represent structurally unique tricyclic acoranes. Compound 18 exhibited efficient reduction against NO production in LPS-induced BV-2 macrophages in a dose-dependent manner, and it abolished LPS-induced NF-κB in the nucleus of BV-2 microglial cells. In addition, marked reductions of iNOS and COX-2 in protein and mRNA levels were observed. This study extends the chemical diversity of acorane-type sesquiterpenoids and suggests that compound 18 is a promising lead for anti-neuroinflammation.

Details

Language :
English
ISSN :
22962646
Volume :
10
Database :
Directory of Open Access Journals
Journal :
Frontiers in Chemistry
Publication Type :
Academic Journal
Accession number :
edsdoj.7e068251948404fb85b0c78954897cb
Document Type :
article
Full Text :
https://doi.org/10.3389/fchem.2022.1036212