Muyocopronones A and B: azaphilones from the endophytic fungus Muyocopron laterale

Ken-Ichi Nakashima; Junko Tomida; Tomoe Tsuboi; Yoshiaki Kawamura; Makoto Inoue

doi:10.3762/bjoc.16.177

Muyocopronones A and B: azaphilones from the endophytic fungus Muyocopron laterale

Beilstein J Org Chem. 2020 Aug 28:16:2100-2107. doi: 10.3762/bjoc.16.177. eCollection 2020.

Authors

Ken-Ichi Nakashima¹, Junko Tomida², Tomoe Tsuboi¹, Yoshiaki Kawamura², Makoto Inoue¹

Affiliations

¹ Laboratory of Medicinal Resources, School of Pharmacy, Aichi Gakuin University, 1-100 Kusumoto-cho, Chikusa-ku, Nagoya, Aichi, Japan.
² Department of Microbiology, School of Pharmacy, Aichi Gakuin University, 1-100 Kusumoto-cho, Chikusa-ku, Nagoya, Aichi, Japan.

Abstract

Two new azaphilones, namely muyocopronones A (1) and B (2), were isolated from the cultures of an endophytic fungus Muyocopron laterale ECN279. Their structures were elucidated by extensive spectroscopic analysis. Their absolute configurations were determined using the modified Mosher's method and through comparisons of experimental and calculated electronic circular dichroism data. In addition, muyocopronone B (2) was found to exhibit a weak antibacterial activity against some Gram-positive bacteria.

Keywords: Muyocopron laterale; azaphilones; endophytic fungus; modified Mosher’s method; polyketides.

Grants and funding

This study was supported by JSPS KAKENHI Grant Number JP18K14939.