Rearranged Sesquiterpenes and Branched Polyketides Produced by the Endophyte Camarops sp.

Author(s)

Gubiani, Juliana R. ; Nogueira, Claudio R. ; Pereira, Marcos D. P. ; Young, Maria C. M. ; Ferreira, Paulo M. P. ; de Moraes, Manoel O. ; Pessoa, Claudia ; Bolzani, Vanderlan S. ; Araujo, Angela R.

• Document type: Journal article
• Source: PHYTOCHEMISTRY LETTERS; v. 17, p. 251-257, SEP 2016.
• Web of Science Citations: 2

Abstract

Two rearranged sesquiterpenes, 3,5,9-trihydroxy presilphiperfolane (1) and 4-deoxy-10-oxodihydrobotrydial (2), and two branched polyketides, 4-((E)-pent-1-enyl)-3-((1'S,2'S)-1',2'-dihydroxybut-3-enyl)5H- furan-2-one (3) and (2E,4R)-2,4-dimethylnon-2-enoic acid (4), along with three known compounds (2E,4S)-2,4-dimethyloct-2-enoicacid (5), xylarenone C (6), xylarenone D (7), were isolated from solid substrate cultures of Camarops sp., an endophyte of Alibertia macrophylla (Rubiaceae). The structures were established by means of NMR and HRESIMS analyses. The absolute stereochemistry of 3 was determined through the application of the modified Mosher method. Compounds 6 and 7 exhibited cytotoxic activity against leukemia (HL-60), melanoma (MDA/MB-435), colon (HCT-8) and glioblastoma (SF-295) human tumor lines, while compounds 4-7 presented acetylcholinesterase inhibition. (C) 2016 Phytochemical Society of Europe. Published by Elsevier Ltd. All rights reserved. (AU)

• 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