Trichobisabolins A-H, eight new bisabolane derivatives from the marine-alga-epiphytic fungus Trichoderma asperellum Y6-2

Fitoterapia. 2019 Apr:134:372-377. doi: 10.1016/j.fitote.2019.03.010. Epub 2019 Mar 14.

Abstract

Eight new bisabolane derivatives, trichobisabolins A-H, along with two known ones, (3R,6R,7R)-1,10-bisaboladien-3-ol (9) and (3R,6R,7S)-1,10-bisaboladien-3,6-diol (10) were isolated from the culture of Trichoderma asperellum Y6-2, obtained from the surface of the marine red alga Chondrus ocellatus. Their structures and relative configurations were identified by interpretation of 1D/2D NMR and MS data. Compounds 1-8 were assayed for inhibiting the growth of some marine-derived organisms, including four marine phytoplankton species, one marine zooplankton species, and five pathogenic bacteria. All of them exhibited inhibition against the marine phytoplanktons with IC50 values ranging from 2.1-78 μg/mL, compounds 4 and 8 showed weak lethality to the marine zooplankton, and none of them had inhibition against the five pathogenic bacteria.

Keywords: Bisabolane; Norsesquiterpene; Sesquiterpene; Trichoderma asperellum.

MeSH terms

  • Bacteria / drug effects*
  • China
  • Chondrus / microbiology*
  • Cyclohexanes / isolation & purification
  • Cyclohexanes / pharmacology*
  • Molecular Structure
  • Phytoplankton / drug effects*
  • Structure-Activity Relationship
  • Trichoderma / chemistry*

Substances

  • Cyclohexanes