New perylenequinone derivatives from the endophytic fungus Alternaria tenuissima SS77

Author(s)

Chagas, Fernanda O. ; Dias, Luis G. ; Pupo, Monica T.

• Document type: Journal article
• Source: Tetrahedron Letters; v. 57, n. 29, p. 3185-3189, JUL 20 2016.
• Web of Science Citations: 4

Abstract

Three new natural products, 1,4,6b,7,10-pentahydroxy-1,2,6b,7,8,12b-hexahydroperylene-3,9-dione (1), 1,4,9,12a-tetrahydroxy-12-methoxy-1,2,11,12,12a,12b-hexahydroperylene-3, 10-dione (2) and 1,4,9-tri-hydroxy-1,2-dihydroperylene-3,10-dione (3), were obtained from cultures of the endophytic fungus Alternaria tenuissima SS77. Their chemical structures were determined by combined analysis of one and two-dimensional NMR spectra, UV and ESIHRMS data. Compound 3 is likely an intermediate in the biosynthetic pathway of some perylenequinones produced by this fungus. A new hypothesis for the biosynthesis of partially reduced perylenequinones is suggested. (C) 2016 Elsevier Ltd. All rights reserved. (AU)

• FAPESP's process: 08/09540-0 - New strategies in the search of natural antibiotics: symbiotic microorganisms as sources of compounds and in vivo assay based on Caenorhabditis elegans infection model
• Grantee: Mônica Tallarico Pupo
• Support Opportunities: Regular Research Grants
• FAPESP's process: 09/17695-6 - New strategies to access microbial natural products: mixed cultures of endophytes, chemical and epigenetic remodeling of biosynthetic pathways
• Grantee: Fernanda Oliveira das Chagas
• Support Opportunities: Scholarships in Brazil - Doctorate
• FAPESP's process: 13/07600-3 - CIBFar - Center for Innovation in Biodiversity and Drug Discovery
• Grantee: Glaucius Oliva
• Support Opportunities: Research Grants - Research, Innovation and Dissemination Centers - RIDC
• FAPESP's process: 13/08166-5 - Interfacial chemistry: drugs, peptides and ezymes interactions with membrane models
• Grantee: Iolanda Midea Cuccovia
• Support Opportunities: Research Projects - Thematic Grants