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

Publication date: September 2016 Source:Phytochemistry Letters, Volume 17 Author(s): Juliana R. Gubiani, Cláudio R. Nogueira, Marcos D.P. Pereira, Maria C.M. Young, Paulo M.P. Ferreira, Manoel O. de Moraes, Cláudia Pessoa, Vanderlan S. Bolzani, Angela R. Araujo 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-enoic acid (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. Graphical abstract
Source: Phytochemistry Letters - Category: Chemistry Source Type: research