Streptocarbazoles A and B, two novel indolocarbazoles from the marine-derived actinomycete strain Streptomyces sp. FMA

Org Lett. 2012 May 4;14(9):2422-5. doi: 10.1021/ol3008638. Epub 2012 Apr 20.

Abstract

Streptocarbazoles A (1) and B (2), two novel indolocarbazoles featuring unprecedented cyclic N-glycosidic linkages between 1,3-carbon atoms of the glycosyl moiety and two indole nitrogen atoms of the indolocarbazole core, were isolated from the marine-derived actinomycetes strain Streptomyces sp. FMA. Their structures were established by spectroscopic methods, CD spectra, and ECD quantum mechanical calculations. Compound 1 was cytotoxic on HL-60 and A-549 cell lines and could arrest the cell cycle of Hela cells at the G(2)/M phase.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification*
  • Antineoplastic Agents / pharmacology
  • Carbazoles / chemistry
  • Carbazoles / isolation & purification*
  • Carbazoles / pharmacology
  • Drug Screening Assays, Antitumor
  • HL-60 Cells
  • Humans
  • Indoles / chemistry
  • Indoles / isolation & purification*
  • Indoles / pharmacology
  • Marine Biology
  • Molecular Structure
  • Streptomyces / chemistry*

Substances

  • Antineoplastic Agents
  • Carbazoles
  • Indoles
  • streptocarbazole A
  • streptocarbazole B