Chemical transformations of antibiotic x-537A and their effect on antibacterial activity

John W. Westley, Eugene P. Oliveto, Julius Berger, Ralph H. Evans, Richard S Glass, Arthur Stempel, Voldemar Toome, Thomas Williams

Research output: Contribution to journalArticle

45 Citations (Scopus)

Abstract

A number of derivatives of the polyether antibiotic X-537A have been tested in vitro vs. Bacillus E and Bacillus TA and the results clearly indicate that all the oxygen functions involved in ligand formation with cations and intramolecular hydrogen bonding (as revealed by X-ray analysis) contribute to the biological activity of the antibiotic. In addition, a number of derivatives at the C-5 position of the aromatic chromophore exhibited a qualitative correlation between their partition coefficients (octanol-water) and in vitro activity.

Original languageEnglish (US)
Pages (from-to)397-403
Number of pages7
JournalJournal of Medicinal Chemistry
Volume16
Issue number4
StatePublished - 1973
Externally publishedYes

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Bacilli
Bacillus
Lasalocid
Anti-Bacterial Agents
Derivatives
Octanols
Polyethers
X ray analysis
Hydrogen Bonding
Chromophores
Bioactivity
Cations
Hydrogen bonds
X-Rays
Oxygen
Ligands
Water
In Vitro Techniques

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Westley, J. W., Oliveto, E. P., Berger, J., Evans, R. H., Glass, R. S., Stempel, A., ... Williams, T. (1973). Chemical transformations of antibiotic x-537A and their effect on antibacterial activity. Journal of Medicinal Chemistry, 16(4), 397-403.

Chemical transformations of antibiotic x-537A and their effect on antibacterial activity. / Westley, John W.; Oliveto, Eugene P.; Berger, Julius; Evans, Ralph H.; Glass, Richard S; Stempel, Arthur; Toome, Voldemar; Williams, Thomas.

In: Journal of Medicinal Chemistry, Vol. 16, No. 4, 1973, p. 397-403.

Research output: Contribution to journalArticle

Westley, JW, Oliveto, EP, Berger, J, Evans, RH, Glass, RS, Stempel, A, Toome, V & Williams, T 1973, 'Chemical transformations of antibiotic x-537A and their effect on antibacterial activity', Journal of Medicinal Chemistry, vol. 16, no. 4, pp. 397-403.
Westley, John W. ; Oliveto, Eugene P. ; Berger, Julius ; Evans, Ralph H. ; Glass, Richard S ; Stempel, Arthur ; Toome, Voldemar ; Williams, Thomas. / Chemical transformations of antibiotic x-537A and their effect on antibacterial activity. In: Journal of Medicinal Chemistry. 1973 ; Vol. 16, No. 4. pp. 397-403.
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