Topsensterols A-C, Cytotoxic Polyhydroxylated Sterol Derivatives from a Marine Sponge Topsentia sp

Mar Drugs. 2016 Aug 1;14(8):146. doi: 10.3390/md14080146.

Abstract

Three new polyhydroxylated sterol derivatives topsensterols A-C (1-3) have been isolated from a marine sponge Topsentia sp. collected from the South China Sea. Their structures were elucidated by detailed analysis of the spectroscopic data, especially the NOESY spectra. Topsensterols A-C (l-3) possess novel 2β,3α,4β,6α-tetrahydroxy-14α-methyl Δ(9(11)) steroidal nuclei with unusual side chains. Compound 2 exhibited cytotoxicity against human gastric carcinoma cell line SGC-7901 with an IC50 value of 8.0 μM. Compound 3 displayed cytotoxicity against human erythroleukemia cell line K562 with an IC50 value of 6.0 μM.

Keywords: Topsentia sp.; cytotoxicity; marine sponge; polyhydroxylated sterol; topsensterol.

MeSH terms

  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology*
  • Antineoplastic Agents / therapeutic use
  • Humans
  • Inhibitory Concentration 50
  • K562 Cells
  • Leukemia, Erythroblastic, Acute / drug therapy*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Porifera / chemistry*
  • Sterols / chemistry
  • Sterols / isolation & purification
  • Sterols / pharmacology*
  • Sterols / therapeutic use
  • Stomach Neoplasms / drug therapy*

Substances

  • Antineoplastic Agents
  • Sterols
  • topsensterol A
  • topsensterol B
  • topsensterol C