Novel naphthoquinones from a Streptomyces sp

P Kulanthaivel; T J Perun Jr; M D Belvo; R J Strobel; D C Paul; D C Williams

doi:10.7164/antibiotics.52.256

Novel naphthoquinones from a Streptomyces sp

J Antibiot (Tokyo). 1999 Mar;52(3):256-62. doi: 10.7164/antibiotics.52.256.

Authors

P Kulanthaivel¹, T J Perun Jr, M D Belvo, R J Strobel, D C Paul, D C Williams

Affiliation

¹ Natural Products Research and Development, Lilly Research Laboratories, Eli Lilly and Company, Indianapolis, Indiana 46285, USA.

PMID: 10348040
DOI: 10.7164/antibiotics.52.256

Abstract

Cdc25A assay-guided fractionation of a fermentation broth derived from a Streptomyces sp. resulted in the isolation of four novel naphthoquinones 1-4. Structures of these compounds were deduced by NMR and mass spectrometry. Two of them, 3 and 4, incorporate a modified cysteine residue which is observed for the first time in this class of natural products. Naphthoquinones 1-4 showed weak activity against cdc25A phosphatase.

MeSH terms

Chromatography, High Pressure Liquid
Enzyme Inhibitors / isolation & purification*
Enzyme Inhibitors / pharmacology
Fermentation
Gas Chromatography-Mass Spectrometry
Magnetic Resonance Spectroscopy
Naphthoquinones / isolation & purification*
Naphthoquinones / pharmacology
Protein Tyrosine Phosphatases / antagonists & inhibitors*
Spectrometry, Mass, Fast Atom Bombardment
Spectrophotometry, Ultraviolet
Streptomyces / metabolism*
cdc25 Phosphatases*

Substances

Enzyme Inhibitors
Naphthoquinones
Protein Tyrosine Phosphatases
cdc25 Phosphatases