Halogenated and Nonhalogenated Metabolites from the Marine-Alga-Endophytic Fungus Trichoderma asperellum cf44-2

Abstract

One new bisabolane sesquiterpene, bisabolan-1,10,11-triol (1), one new norbisabolane sesquiterpene, 12-nor-11-acetoxybisabolen-3,6,7-triol (2), two new naturally occurring monoterpenes, (7S)- and (7R)-1-hydroxy-3-p-menthen-9-oic acids (3 and 4), one new naturally occurring trichodenone, dechlorotrichodenone C (5), one new chlorine-containing trichodenone, 3-hydroxytrichodenone C (6), one new diketopiperazine, methylcordysinin A (7), and one new naturally occurring oxazole derivative, 4-oxazolepropanoic acid (8), were isolated from the culture of a marine brown alga-endophytic strain (cf44-2) of Trichoderma asperellum. Their structures and relative configurations were determined by extensive 1D/2D NMR and mass spectrometric data, and the absolute configurations of 3–6 were assigned by analysis of the ECD spectra aided by quantum chemical computations. Compounds 1, 2, 5, and 6 showed growth inhibition of some marine phytoplankton species and pathogenic bacteria.

Screening of five marine-derived fungal strains for their potential to produce oxidases with laccase activities suitable for biotechnological applications

“…Although Trichoderma species are usually found in terrestrial habitats, some isolates have been collected from marine environments, where they live in association with algae [31] and sponges [32], in coastal sediments [33], or as endophytes in mangroves [34]. Among these marine-derived species we found T. asperellum, which was further studied for its production of secondary metabolites, such as sesquiterpenes [35] and antibacterial peptides [36].…”

Non-Volatile Metabolites from Trichoderma spp.

“…Additionally, compounds 17 , 18 , 21 and 22 showed weak antibacterial activities against the four Vibrio species, with inhibitory zone diameters of 6.2–8.5 mm at 20 µg/disk. Among them, compound 18 had the highest antibacterial activity [8].…”

Three nitrogen-containing metabolites from an algicolous isolate of Trichoderma asperellum

“…Cyclo(L-5-MeO-Pro-L-5-MeO-Pro) (1) was obtained as colorless crystals. (Song et al 2018c), 1 possesses the NMR data corresponding to a 5-methoxyproline residue. COSY correlations from H-2(2′) to H-5(5′) via H 2 -3(3′) and H 2 -4(4′) and HMBC correlations from H-2(2′) to C-1(1′), from H-5(5′) to C-2(2′) and C-3(3′), and from H-6(6′) to C-5(5′) confirmed the linkage of this residue (Fig.…”