Anthracyclinones from Micromonospora sp

J Nat Prod. 2012 Mar 23;75(3):489-93. doi: 10.1021/np200795p. Epub 2012 Jan 17.

Abstract

Four new anthracyclinones, 4,6,11-trihydroxy-9-propyltetracene-5,12-dione (1), 1-methoxy-9-propyltetracene-6,11-dione (2), 7,8,9,10-tetrahydro-9-hydroxy-1-methoxy-9-propyltetracene-6,11-dione (3), and 10β-carbomethoxy-7,8,9,10-tetrahydro-4,6,7α,9α,11-pentahydroxy-9-propyltetracene-5,12-dione (4), were isolated from a strain of Micromonospora sp. associated with the tunicate Eudistoma vannamei. All structures were established by 1D and 2D NMR (COSY, HSQC, HMBC, NOESY) and HRESIMS experiments. Compounds 1 and 4 were cytotoxic against the HCT-8 human colon adenocarcinoma cell line, with IC(50) values of 12.7 and 6.2 μM, respectively, while compounds 2 and 3 were inactive.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anthracyclines / chemistry
  • Anthracyclines / isolation & purification*
  • Anthracyclines / pharmacology
  • Anthraquinones / chemistry
  • Anthraquinones / isolation & purification*
  • Anthraquinones / pharmacology
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Drug Screening Assays, Antitumor
  • Humans
  • Micromonospora / chemistry*
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Urochordata

Substances

  • Anthracyclines
  • Anthraquinones
  • Antineoplastic Agents