Two new usnic acid derivatives from the endophytic fungus Mycosphaerella sp

Djalma M de Oliveira; Cristiane B Pereira; Graziele Mendes; Jochen Junker; Markus Kolloff; Luiz H Rosa; Carlos A Rosa; Tânia M A Alves; Carlos L Zani; Susana Johann; Betania B Cota

doi:10.1515/znc-2017-0162

Two new usnic acid derivatives from the endophytic fungus Mycosphaerella sp

Z Naturforsch C J Biosci. 2018 Nov 27;73(11-12):449-455. doi: 10.1515/znc-2017-0162.

Authors

Affiliations

¹ Department of Sciences and Technologies, State University of Bahia Southwest, Jequié, Bahia, Brazil.
² Department of Microbiology, Institute of Biological Sciences, Federal University of Minas Gerais, Belo Horizonte, Minas Gerais, Brazil.
³ Center for Technological Development in Health, Oswaldo Cruz Fundation, Rio de Janeiro, Brazil.
⁴ Laboratory of Chemistry of Natural Bioactive Products, René Rachou Institute, Oswaldo Cruz Foundation, Belo Horizonte, Minas Gerais, Brazil.
⁵ Laboratory of Chemistry of Natural Bioactive Products, René Rachou Institute, Oswaldo Cruz Foundation, Belo Horizonte, 30190-009 Minas Gerais, Brazil, Phone: +55 31 33497845, Fax: +55 31 32953115.

PMID: 30179857
DOI: 10.1515/znc-2017-0162

Abstract

The endophytic fungus Mycosphaerella sp. (UFMGCB2032) was isolated from the healthy leaves of Eugenia bimarginata, a plant from the Brazilian savanna. Two novel usnic acid derivatives, mycousfuranine (1) and mycousnicdiol (2), were isolated from the ethyl acetate extract, and their structure was elucidated by NMR and MS analyses. Compounds 1 and 2 exhibited moderate antifungal activities against Cryptococcus neoformans and Cryptococcus gattii, each with minimum inhibitory concentration values of 50.0 μg/mL and 250.0 μg/mL, respectively.

Keywords: Cryptococcus sp.; Eugenia bimarginata; Mycosphaerella sp.; endophytic fungi; usnic acid derivatives.

MeSH terms

Antifungal Agents / analysis
Antifungal Agents / pharmacology*
Ascomycota / chemistry*
Ascomycota / pathogenicity
Benzofurans / analysis
Benzofurans / pharmacology*
Cryptococcus / drug effects
Eugenia / microbiology

Substances

Antifungal Agents
Benzofurans
usnic acid