Synthesis and antimicrobial properties of substituted .beta.-aminoxypropionyl penicillins and cephalosporins

Journal of Medicinal Chemistry
1989.0

Abstract

Some beta-aminoxypropionyl penicillins (3) and cephalosporins (4 and 5), planned on the basis of the hypothesis that the (methyleneaminoxy)methyl group (greater than C = NOCH2) could be a "bioisoster" of either aryls or other aromatic groups, were synthesized and assayed for their antimicrobial properties. Compounds 3-5, tested on Gram-positive and Gram-negative bacteria, both sensitive to enzyme inactivation and otherwise, exhibited an activity trend that was not substantially different from that of the corresponding phenylacetamido derivatives taken as terms of comparison.

Knowledge Graph

Similar Paper

Synthesis and antimicrobial properties of substituted .beta.-aminoxypropionyl penicillins and cephalosporins
Journal of Medicinal Chemistry 1989.0
Structure-activity relations in cephalosporins prepared from penicillins. 1. 7.beta.-Acylamino derivatives of 3-benzyl- and 3-(3-pyridylmethyl)ceph-3-em-4-carboxylic acids
Journal of Medicinal Chemistry 1977.0
New N-substituted 7-aminocephalosporanic acid derivatives as potential agents against Streptococcus pneumoniae. Synthesis and in vitro activity
Bioorganic & Medicinal Chemistry Letters 1999.0
Synthesis of .DELTA.3-1-methylene-1-carbacephems
Journal of Medicinal Chemistry 1986.0
Orally active cephalosporins and penicillins
Journal of Medicinal Chemistry 1980.0
Oral absorption of cephalosproin antibiotics 2. Expanded structure-activity relationships of 7-arylacetamido-3-substituted cephalosporins
Journal of Medicinal Chemistry 1988.0
Structure-activity relations in cephalosporins prepared from penicillins. 2. Analogs of cephalexin substituted in the 3-methyl group
Journal of Medicinal Chemistry 1977.0
Quaternary heterocyclylamino .beta.-lactams: a generic alternative to the classical acylamino side chain
Journal of Medicinal Chemistry 1982.0
Synthesis and biological activity of some broad-spectrum N-acylphenylglycine cephalosporins
Journal of Medicinal Chemistry 1977.0
2-Substituted Penems with Amino Acid-Related Side Chains: Synthesis and Antibacterial Activity of a New Series of .beta.-Lactam Antibiotics
Journal of Medicinal Chemistry 1995.0