Sesquiterpenes from the Saudi Red Sea: Litophyton arboreum with their cytotoxic and antimicrobial activities

Z Naturforsch C J Biosci. 2018 Jan 26;73(1-2):9-14. doi: 10.1515/znc-2017-0037.

Abstract

A new pseudoguaiane-type sesquiterpene named litopharbol (1) was isolated from the methanolic extract of the Red Sea soft coral Litophyton arboreum, along with known sesquiterpenoids alismol (2), alismorientol B (3), teuhetenone A (4), and calamusin I (5); steroid, 24-methyl-cholesta-5,24(28)-diene-3β-ol (6), alkyl glyceryl ether, chimyl alcohol (7); sphingolipid, erythro-N-dodecanoyl-docosasphinga-(4E,8E)-dienine (8); and nitrogenous bases, thymine (9) and thymidine (10). The structures were determined on the basis of nuclear magnetic resonance (NMR) spectroscopic (1D and 2D NMR data including heteronuclear single quantum coherence spectroscopy, heteronuclear multiple-bond correlation spectroscopy, and nuclear Overhauser effect spectroscopy) and mass spectrometric analyses. Compounds 1-5 were explored for antimicrobial activity and cancer cell line sensitivity tests. Compound 1 exhibited antibacterial activity against Bacillus cereus with a minimum inhibition concentration of 1.8 μg/mL, whereas compound 3 showed significant potent cytotoxic effect against MCF-7 (breast cancer cells) with IC50 4.32 μM.

Keywords: Litophyton arboreum; Red Sea; antimicrobial; cytotoxic activity; sesquiterpenes.

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology
  • Bacillus subtilis / drug effects
  • Cytotoxins / chemistry*
  • Cytotoxins / pharmacology
  • Humans
  • MCF-7 Cells
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / toxicity

Substances

  • Anti-Infective Agents
  • Cytotoxins
  • Sesquiterpenes