Paraminabeolides A-F, cytotoxic and anti-inflammatory marine withanolides from the soft coral Paraminabea acronocephala

J Nat Prod. 2011 May 27;74(5):1132-41. doi: 10.1021/np2000705. Epub 2011 Mar 22.

Abstract

Six new withanolides, paraminabeolides A-F (1-6), along with five known compounds, minabeolides-1, -2, -4, -5, and -8 (7-11), were isolated from a Formosan soft coral, Paraminabea acronocephala. The structures of these compounds were elucidated by extensive spectroscopic analysis and chemical transformation. The absolute configuration of 4 was determined by the application of Mosher's method. Compounds 1 and 7 were cytotoxic toward Hep G2 cancer cells. Compounds 1-4 and 7-10 were found to significantly inhibit the accumulation of the pro-inflammatory iNOS protein. Compounds 7-10 also could effectively reduce the expression of COX-2 protein.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthozoa / chemistry*
  • Anti-Inflammatory Agents / chemistry
  • Anti-Inflammatory Agents / isolation & purification*
  • Anti-Inflammatory Agents / pharmacology*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology*
  • Cyclooxygenase 2 Inhibitors / chemistry
  • Cyclooxygenase 2 Inhibitors / isolation & purification*
  • Cyclooxygenase 2 Inhibitors / pharmacology*
  • Drug Screening Assays, Antitumor
  • Hep G2 Cells
  • Humans
  • Molecular Structure
  • Nitric Oxide Synthase Type II / drug effects*
  • Nuclear Magnetic Resonance, Biomolecular
  • Withanolides / chemistry
  • Withanolides / isolation & purification*
  • Withanolides / pharmacology*

Substances

  • Anti-Inflammatory Agents
  • Antineoplastic Agents
  • Cyclooxygenase 2 Inhibitors
  • Withanolides
  • Nitric Oxide Synthase Type II