Sesquiterpenes and lipids from the algicolous fungus Trichoderma atroviride RR-dl-3-9

Abstract

• Metabolites of the algicolous Trichoderma atroviride are reported for the first time. • Trichobisabolins M and N are the first bisabolane derivatives from Trichoderma atroviride . • Two lauric acid derivatives feature antibacterial activities. Two new bisabolane derivatives, trichobisabolins M ( 1 ) and N ( 2 ), one new steroid derivative, 4-(p-hydroxyphenethoxy)demethylincisterol A 3 ( 3 ), and one new lauric acid derivative, methyl 3,5-dihydroxydodecanoate ( 4 ), as well as (3 R ,5 R )-3-hydroxy-5-dodecanolide ( 5 ) were isolated from the marine-alga-endophytic Trichoderma atroviride RR-dl-3−9. Their structures and relative configurations were assigned mainly by NMR and mass spectroscopic techniques, and their absolute configurations were confirmed on the basis of specific optical rotation, ECD, and X-ray crystallographic data. Compounds 1 and 2 represent the first occurrence of bisabolane derivatives from this species. The five isolates were assayed for inhibiting four marine phytoplankton and five marine-derived bacteria, and the two lauric acid derivatives showed antibacterial activities with MIC values ranging from 13 to 50 μg/mL.