Synthesis and antimicrobial activity of clindamycin analogs: pirlimycin, a potent antibacterial agent

RD Birkenmeyer, SJ Kroll, C Lewis…

Index: Birkenmeyer; Kroll; Lewis; et al. Journal of Medicinal Chemistry, 1984 , vol. 27, # 2 p. 216 - 223

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Citation Number: 51

Abstract

The preparation of a series of analogues of clindamycin is described in which the naturally occurring five-membered cyclic amino acid amide portion of the molecule is replaced by a four-, six-, or seven-membered cyclic amino acid amide. The most interesting compound is pirlimycin (7e, U-57,930 E), in which the (2S-trans)-4-n-propylhygramide portion of clindamycin is replaced by (2S-cis)-4-ethylpipecolamide. This structural modification ...