Ring-opening dynamics of jadomycin A and B and dalomycin T

Ray T Syvitski; Charles N Borissow; Cathy L Graham; David L Jakeman

doi:10.1021/ol052814w

Ring-opening dynamics of jadomycin A and B and dalomycin T

Org Lett. 2006 Feb 16;8(4):697-700. doi: 10.1021/ol052814w.

Authors

Ray T Syvitski¹, Charles N Borissow, Cathy L Graham, David L Jakeman

Affiliation

¹ College of Pharmacy, 5968 College Street, Dalhousie University, Halifax, Nova Scotia, Canada B3H 3J5.

PMID: 16468745
DOI: 10.1021/ol052814w

Abstract

[structure: see text] A novel oxazolone ring-opening and interconversion process between the two jadomycin diastereomeric forms has been characterized by NMR spectroscopy. An analogue, dalomycin T, has been isolated for the first time and does not undergo interconversion.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Isoquinolines / chemistry
Molecular Structure
Naphthoquinones
Stereoisomerism
Streptomyces / chemistry
Streptomyces / metabolism

Substances

Isoquinolines
Naphthoquinones
dalomycin T
jadomycin A
jadomycin B