Sesquiterpenoids and a steroid from the algicolous Trichoderma brevicompactum

Fitoterapia. 2021 Sep:153:104983. doi: 10.1016/j.fitote.2021.104983. Epub 2021 Jun 28.

Abstract

Six new sesquiterpenoids including three bisabolane derivatives, trichobisabolins O1, O2, and P (1-3), two nerolidol derivatives, trichonerolins A and B (4 and 5), one acorane, trichoacorin A (6), along with one new steroid, isoergokonin B (7), were isolated from the culture of Trichoderma brevicompactum A-DL-9-2 obtained from the inner tissue of the red alga Chondria tenuissima. Their structures and relative configurations were assigned by interpretation of 1D/2D NMR and MS data. As acyclic sesquiterpenoids, compounds 4 and 5 were discovered from Trichoderma for the first time. Compounds 1-7 were evaluated for the inhibition of some marine-derived organisms, in which, 3 and 4/5 exhibited potent inhibition against Amphidinium carterae and Chattonella marina with IC50 of 1.8 μg/mL and 1.2 μg/mL, respectively. In addition, compound 7 could inhibit the growth of Pseudoalteromonas citrea with an MIC value of 64 μg/mL.

Keywords: Acorane; Acyclic sesquiterpenoid; Bisabolane; Sesquiterpenoid; Steroid; Trichoderma.

MeSH terms

  • Anti-Infective Agents / isolation & purification
  • Anti-Infective Agents / pharmacology*
  • Biological Products / isolation & purification
  • Biological Products / pharmacology*
  • Hypocreales
  • Molecular Structure
  • Phytoplankton / drug effects*
  • Pseudoalteromonas / drug effects
  • Rhodophyta / microbiology*
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology*
  • Trichoderma / chemistry*

Substances

  • Anti-Infective Agents
  • Biological Products
  • Sesquiterpenes
  • nerolidol

Supplementary concepts

  • Pseudoalteromonas citrea
  • Trichoderma brevicompactum