Identification and Biological Activities of Long-Chain Peptaibols Produced by a Marine-Derived Strain of Trichoderma longibrachiatum

Chem Biodivers. 2016 May;13(5):521-30. doi: 10.1002/cbdv.201500159.

Abstract

Six long-chain peptaibols, 1 - 6, were identified from agar cultures of a marine-derived Trichoderma longibrachiatum Rifai strain (MMS151) isolated from blue mussels. The structure elucidation was carried out using electrospray ionization ion trap mass spectrometry (ESI-IT-MS) and GC/EI-MS. The long-chain peptaibols exhibited the general building scheme Ac-Aib-Ala-Aib-Ala-Aib-XXX-Gln-Aib-Vxx-Aib-Gly-XXX-Aib-Pro-Vxx-Aib-XXX-Gln-Gln-Pheol and were similar or identical to recurrent 20-residue peptaibols produced by Trichoderma spp. Three new sequences were identified and were called longibrachins A-0, A-II-a, and A-IV-b. The isolated peptaibols were assayed for cytotoxic, antibacterial, and antifungal activities, and acute toxicity on Dipteran larvae.

Keywords: Long-chain peptaibols; Longibrachins A-0, A-II-a, and A-IV-b; Marine-derived fungi; Trichoderma longibrachiatum.

MeSH terms

  • Animals
  • Anti-Bacterial Agents / chemistry
  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Antifungal Agents / chemistry
  • Antifungal Agents / isolation & purification
  • Antifungal Agents / pharmacology*
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Bacteria / drug effects
  • Biological Products / chemistry
  • Biological Products / isolation & purification
  • Biological Products / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Diptera / drug effects
  • Diptera / embryology
  • Drug Screening Assays, Antitumor
  • Fungi / drug effects
  • Microbial Sensitivity Tests
  • Peptaibols / chemistry
  • Peptaibols / isolation & purification
  • Peptaibols / pharmacology*
  • Trichoderma / chemistry*

Substances

  • Anti-Bacterial Agents
  • Antifungal Agents
  • Antineoplastic Agents, Phytogenic
  • Biological Products
  • Peptaibols

Associated data

  • GENBANK/DQ125467
  • GENBANK/JQ653057