Isolation, antimicrobial and antitumor activities of a new polyhydroxysteroid and a new diterpenoid from the soft coral Xenia umbellata

Z Naturforsch C J Biosci. 2017 Jan 1;72(1-2):27-34. doi: 10.1515/znc-2015-0228.

Abstract

A new C-30 steroid, 3β-,5α-,6β-,11α-,20β-pentahydroxygorgosterol (1), and a new diterpenoid, xeniumbellal (2), along with three known aromadendrane-type sesquiterpenes, aromadendrene (3), palustrol (4) and viridiflorol (5), were isolated from the soft coral Xenia umbellata. Chemical structures were determined by analyzing their NMR and MS data. The antimicrobial and antitumor activities of the isolated compounds were examined. Both 1 and 2 showed moderate antibacterial activities, especially against the multidrug-resistant Acinetobacter baumannii (MIC 0.22 and 0.28 mM, respectively); while 2 showed antitumor activity against a lymphoma cell line with LD50 0.57 mM and was nontoxic to Artemia salina at all tested concentrations up to about 4 mM.

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Anti-Infective Agents / isolation & purification*
  • Anti-Infective Agents / pharmacology
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Artemia / drug effects
  • Carbohydrate Conformation
  • Cell Line, Tumor
  • Cholesterol / analogs & derivatives*
  • Cholesterol / isolation & purification
  • Cholesterol / pharmacology
  • Diterpenes / isolation & purification*
  • Diterpenes / pharmacology
  • Dose-Response Relationship, Drug
  • Drug Evaluation, Preclinical
  • Drug Resistance, Multiple, Bacterial
  • Drug Screening Assays, Antitumor
  • Gram-Negative Bacteria / drug effects
  • Gram-Positive Bacteria / drug effects
  • Humans
  • Lethal Dose 50
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Sesquiterpenes / isolation & purification
  • Sesquiterpenes / pharmacology
  • Yeasts / drug effects

Substances

  • 3,5,6,11,20-pentahydroxygorgosterol
  • Anti-Infective Agents
  • Antineoplastic Agents
  • Diterpenes
  • Sesquiterpenes
  • xeniumbellal
  • Cholesterol