An unusual sesquiterpene glycoside trichoacorside A (1) and two novel sorbicillinoid glycosides sorbicillisides A (2) and B (3), together with a known compound sorbicillin (4), were isolated and identified from the culture extract of an endophytic fungus Trichoderma longibrachiatum EN-586, obtained from the marine red alga Laurencia obtusa. Trichoacorside A (1) is the first representative of a glucosamine-coupled acorane-type sesquiterpenoid. Their structures were elucidated based on detailed interpretation of NMR and mass spectroscopic data. The absolute configurations were determined by X-ray crystallographic analysis, chemical derivatization, and DP4+ probability analysis. The antimicrobial activities of compounds 1-4 against several human, aquatic, and plant pathogens were evaluated.
antimicrobial activity, secondary metabolites, sesquiterpene glycoside, Trichoderma longibrachiatum
NCBI PubMed ID: 35323476Publication DOI: 10.3390/md20030177Journal NLM ID: 101213729Publisher: Basel, Switzerland: Molecular Diversity Preservation International
Correspondence: H.L. Li
; L.H. Meng
Institutions: CAS and Shandong Province Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, China
Methods: 13C NMR, 1H NMR, NMR-2D, X-ray, TLC, acid hydrolysis, GC, HPLC, optical rotation measurement, CC, computational methods, HR-ESI-MS, antimicrobial assay, ECD, UV-vis
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