Isolation of cytotoxic chondropsins, macrolide lactams from the New-Caledonian marine sponge Psammoclemma sp. and electrospray ion trap multiple stage MS study of these macrolides

Nat Prod Res. 2004 Oct;18(5):479-84. doi: 10.1080/14786410310001626811.

Abstract

Psammoclemma sp. (Phoriospongiidae) was selected for study through biological screening carried out in New Caledonia. The crude extract of Psammoclemma sp. was highly active on KB cells and its fractionation led to the isolation of two macrolides chondropsin A 1 and 73-deoxychondropsin A 2. The complex structures were elucidated by a combination of spectroscopic methods (NMR, ESI-MS/MS). These known compounds were evaluated for their cytotoxic activity towards several tumor cell lines and exhibited an IC50 of approximately 10(-10) M. Flow-cytometric analysis revealed that chondropsin A 1 and 73-deoxychondropsin A 2 blocked the entry of HL 60 and KB cells into G2/M phase, leading to cell death by apoptosis.

MeSH terms

  • Animals
  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / pharmacology*
  • Cell Cycle / drug effects
  • Cell Line, Tumor / drug effects
  • Flow Cytometry
  • HL-60 Cells / drug effects
  • Humans
  • Inhibitory Concentration 50
  • KB Cells / drug effects
  • Lactams / chemistry
  • Lactams / pharmacology
  • Macrolides / chemistry
  • Macrolides / pharmacology
  • Mass Spectrometry
  • Porifera*

Substances

  • Antineoplastic Agents, Phytogenic
  • Lactams
  • Macrolides