Targeted Isolation of a Cytotoxic Cyclic Hexadepsipeptide from the Mesophotic Zone Sponge-Associated Fungus Cymostachys sp. NBUF082

Mar Drugs. 2021 Oct 11;19(10):565. doi: 10.3390/md19100565.

Abstract

LC-MS/MS-based molecular networking facilitated the targeted isolation of a new cyclic hexadepsipeptide, cymodepsipeptide (1), and two known analogues, RF-2691A (2) and RF-2691B (3), from the fungus Cymostachys sp. NBUF082 that was derived from a mesophotic zone Aaptos sponge collected near Apo Island. The constitution and configuration of 1 was elucidated through 1D and 2D NMR-spectroscopy, high resolution mass-spectrometry, and chemical degradations including Marfey's analysis and chiral HPLC. It was observed that 1 was moderately cytotoxic against CCRF-CEM human acute lymphocytic leukemia cells in vitro with the IC50 value of 9.2 ± 1.1 μM.

Keywords: cytotoxicity; hexadepsipeptide; mesophotic zone; sponge-associated fungi; sponges.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Aquatic Organisms
  • Cell Line, Tumor / drug effects
  • Chromatography, Liquid
  • Drug Screening Assays, Antitumor
  • Humans
  • Hypocreales / chemistry*
  • Peptides, Cyclic / chemistry
  • Peptides, Cyclic / pharmacology*
  • Porifera / microbiology*
  • Tandem Mass Spectrometry

Substances

  • Antineoplastic Agents
  • Peptides, Cyclic