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Synthesis and structure-activity relationship of a novel class of 15-membered macrolide antibiotics known as '11a-azalides'.

Abstract：

:Macrolide antibiotics are widely prescribed for the treatment of respiratory tract infections; however, the increasing prevalence of macrolide-resistant pathogens is a public health concern. Therefore, the development of new macrolide scaffolds with activities against resistant pathogens is urgently needed. An efficient method for reconstructing the erythromycin A macrolactone skeleton has been established. Based on this methodology, novel 15-membered macrolides, known as '11a-azalides', with substituents at the C12, C13, or C4″ positions were synthesized and their antibacterial activities were evaluated. These derivatives showed promising antibacterial activities against erythromycin-resistant Streptococcus pneumoniae. Among them, the C4″ substituted derivatives had the most potent activity against erythromycin-resistant S. pneumoniae.

journal_name

Bioorg Med Chem

journal_title

Bioorganic & medicinal chemistry

authors

Sugimoto T,Tanikawa T,Suzuki K,Yamasaki Y

doi

10.1016/j.bmc.2012.08.007

subject

Has Abstract

pub_date

2012-10-01 00:00:00

pages

5787-801

issue

19

eissn

0968-0896

issn

1464-3391

pii

S0968-0896(12)00629-3

journal_volume

20

pub_type

杂志文章

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