Sesterterpenes from the tropical sponge Coscinoderma sp

J Nat Prod. 2011 Aug 26;74(8):1805-11. doi: 10.1021/np200492k. Epub 2011 Aug 9.

Abstract

Eight new sesterterpenes (2, 5, and 10-15), including structurally related pentaprenyl hydroquinones (2 and 5), and seven known ones of the same structural classes were isolated from the sponge Coscinoderma sp., collected from Chuuk Island, Micronesia. On the basis of the results of combined spectroscopic analyses, the new compounds were determined to be derivatives of the halisulfates and suvanine. These compounds exhibited moderate cytotoxicity against the K562 cell line and inhibitory activities against isocitrate lyase, sortase A, and Na+/K+-ATPase; significant structure-activity relationships were evident.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aminoacyltransferases / antagonists & inhibitors
  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Bacterial Proteins / antagonists & inhibitors
  • Cysteine Endopeptidases
  • Drug Screening Assays, Antitumor
  • Humans
  • Isocitrate Lyase / antagonists & inhibitors
  • K562 Cells
  • Micronesia
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Porifera / chemistry*
  • Sesterterpenes / chemistry
  • Sesterterpenes / isolation & purification*
  • Sesterterpenes / pharmacology
  • Sodium-Potassium-Exchanging ATPase / antagonists & inhibitors
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Bacterial Proteins
  • Sesterterpenes
  • Aminoacyltransferases
  • sortase A
  • Cysteine Endopeptidases
  • Isocitrate Lyase
  • Sodium-Potassium-Exchanging ATPase