Spiroindimicins A-D: new bisindole alkaloids from a deep-sea-derived actinomycete

Org Lett. 2012 Jul 6;14(13):3364-7. doi: 10.1021/ol301343n. Epub 2012 Jun 13.

Abstract

A PCR-based screening approach led to the identification of a deep-sea-derived Streptomyces sp. SCSIO 03032 capable of producing new bisindole alkaloids spiroindimicins A-D (1-4). Structural elucidation of these compounds revealed the presence of unusual [5,6] or [5,5] spiro-ring containing skeletons. Spiroindimicins B-D (2-4) with a [5,5] spiro-ring exhibited moderate cytotoxicities against several cancer cell lines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology*
  • Cell Line, Tumor
  • Cell Proliferation / drug effects
  • Crystallography, X-Ray
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • Indole Alkaloids / chemistry
  • Indole Alkaloids / isolation & purification
  • Indole Alkaloids / pharmacology*
  • Models, Molecular
  • Molecular Conformation
  • Molecular Sequence Data
  • Stereoisomerism
  • Streptomyces / chemistry*
  • Structure-Activity Relationship

Substances

  • Antineoplastic Agents
  • Indole Alkaloids

Associated data

  • GENBANK/JN798514