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

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 (2 E ,4 R )-2,4-dimethylnon-2-enoic acid ( 4 ), along with three known compounds (2 E ,4 S )-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.