Nakijiquinone S and nakijinol C, new meroterpenoids from a marine sponge of the family spongiidae

Chem Pharm Bull (Tokyo). 2014;62(2):209-12. doi: 10.1248/cpb.c13-00810.

Abstract

New meroterpenoids, nakijiquinone S (1) and nakijinol C (2), have been isolated from an Okinawan marine sponge of the family Spongiidae. The gross structures and relative stereochemistries of 1 and 2 were elucidated on the basis of their spectral data. Nakijiquinone S (1) and nakijinol C (2) were new meroterpenoids consisting of a clerodane-type decalin ring connected to a 2-butoxy-5-hydroxy-benzoquinone unit or methyl 2,3,4-trihydroxybenzoate unit through a methylene, respectively. Nakijiquinone S (1) and nakijinol C (2) showed antimicrobial activities against several bacteria and fungi.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / isolation & purification
  • Anti-Infective Agents / pharmacology*
  • Bacteria / drug effects
  • Bacterial Infections / drug therapy
  • Benzoquinones / chemistry*
  • Benzoquinones / isolation & purification
  • Benzoquinones / pharmacology*
  • Fungi / drug effects
  • Models, Molecular
  • Mycoses / drug therapy
  • Porifera / chemistry*
  • Pyrogallol / analogs & derivatives*
  • Pyrogallol / chemistry
  • Pyrogallol / isolation & purification
  • Pyrogallol / pharmacology
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology*

Substances

  • Anti-Infective Agents
  • Benzoquinones
  • Sesquiterpenes
  • nakijinol C
  • nakijiquinone S
  • Pyrogallol