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Synthesis and Antibacterial Evaluation of Cephalosporin Isosteres
Author(s) -
Cesta Drew J.,
Somersan Karakaya Selin,
Saito Kohta,
Javidnia Prisca E.,
Roberts Julia,
Ling Yan,
Gold Ben S.,
Lopez Quezada Landys,
Zhang David,
Abramyan Tigran M.,
Kireev Dmitri B.,
Aubé Jeffrey,
Scarry Sarah M.
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900058
Subject(s) - chemistry , chemotype , cephalosporin , combinatorial chemistry , indole test , ring (chemistry) , indoline , stereochemistry , organic chemistry , antibiotics , biochemistry , chromatography , essential oil
Abstract As part of a program to explore the chemistry of β‐lactams and their derivatives, we prepared a focused set of benzazetidine, indoline, and indole heterocycles, as well as flexible unconstrained variations of the four‐membered heterocyclic compounds. These analogues mimic the three‐dimensional shape of cephalosporins but are not prone to covalent binding via ring opening. Although these analogues were inactive against the ESKAPE pathogens and Mtb , they represent unique and underexplored chemotypes for future biological screening.