Meroterpenoids from a Tropical Dysidea sp. Sponge

J Nat Prod. 2015 Nov 25;78(11):2814-21. doi: 10.1021/acs.jnatprod.5b00867. Epub 2015 Nov 9.

Abstract

Six new meroterpenoids (1-6), along with arenarol (7), a known rearranged drimane sesquiterpene hydroquinone, were isolated from a Dysidea sp. sponge collected from the Federated States of Micronesia. On the basis of the results of combined spectroscopic analysis, compound 1 was determined to be the cyclic ether derivative of 7, whereas 2 and 3 were assigned as the corresponding sesquiterpene quinones containing taurine-derived substituents. Compounds 4-6 possess a novel tetracyclic skeleton formed by a direct linkage between the quinone and sesquiterpene moieties. The configurations of these new compounds were assigned on the basis of combined NOESY and ECD analysis. These compounds exhibited cytotoxic and antimicrobial activities and weak inhibition against Na(+)/K(+)-ATPase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cytotoxins / chemistry
  • Cytotoxins / isolation & purification*
  • Cytotoxins / pharmacology
  • Dysidea / chemistry*
  • Humans
  • K562 Cells
  • Micronesia
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology
  • Sodium-Potassium-Exchanging ATPase / antagonists & inhibitors
  • Terpenes / chemistry
  • Terpenes / isolation & purification*

Substances

  • Cytotoxins
  • Sesquiterpenes
  • Terpenes
  • arenarol
  • Sodium-Potassium-Exchanging ATPase