Nitrosopurines en route to potently cytotoxic asmarines

Kanny K. Wan, Kotaro Iwasaki, Jeffrey C. Umotoy, Dennis W. Wolan, Ryan A. Shenvi

Research output: Contribution to journalArticlepeer-review

15 Citations (Scopus)

Abstract

A nitrosopurine ene reaction easily assembles the asmarine pharmacophore and transmits remote stereochemistry to the diazepine-purine hetereocycle. This reaction generates potent cytotoxins which exceed the potency of asmarine A (1.2 μM IC50) and supersede the metabolites as useful leads for biological discovery.

Original languageEnglish
Pages (from-to)2410-2415
Number of pages6
JournalAngewandte Chemie - International Edition
Volume54
Issue number8
DOIs
Publication statusPublished - 2015 Feb 16
Externally publishedYes

Keywords

  • Alkaloids
  • Ene reaction
  • Natural products
  • Structure-activity relationships
  • Terpenoids

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Fingerprint

Dive into the research topics of 'Nitrosopurines en route to potently cytotoxic asmarines'. Together they form a unique fingerprint.

Cite this