Absolute configuration of cytotoxic anthraquinones from a Brazilian cave soil‐derived fungus, Aspergillus sp. SDC28

Autor:	Juliana R. Gubiani, Darlon I. Bernardi, Caio C. P. De Paula, Mirna H. R. Seleghim, Antonio G. Ferreira, Andrea N. L. Batista, João M. Batista, Lucianne F. P. Oliveira, Simone P. Lira, Joanna E. Burdette, Roberto G. S. Berlinck
Rok vydání:	2022
Předmět:	Ovarian Neoplasms Molecular Structure Circular Dichroism Pharmaceutical Science Anthraquinones Apoptosis Thionucleotides Article Caves Soil Structure-Activity Relationship Aspergillus RESSONÂNCIA MAGNÉTICA NUCLEAR Oligodeoxyribonucleotides Cell Line Tumor Drug Discovery Humans Female Brazil
Zdroj:	Repositório Institucional da USP (Biblioteca Digital da Produção Intelectual) Universidade de São Paulo (USP) instacron:USP Arch Pharm (Weinheim)
Popis:	Microbial strains isolated from extreme and understudied environments, such as caves, are still poorly investigated for the production of bioactive secondary metabolites. Investigation of the ethyl acetate extract from the growth medium produced by the soil-derived fungus Aspergillus sp. SDC28, isolated from a Brazilian cave, yielded two anthraquinones: versicolorin C (1) and versiconol (2). The complete assignment of nuclear magnetic resonance and mass spectroscopic data of 1 and 2 was performed for the first time. Moreover, the yet unreported absolute configuration of both compounds was unambiguously established by analysis of experimental and theoretical electronic circular dichroism data. Vibrational circular dichroism was also applied to confirm the absolute stereochemistry of 2. Compounds 1 and 2 showed cytotoxic activity against human ovarian cancer cells (OVCAR3).
Databáze:	OpenAIRE
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