Synthesis and antimycobacterial activity of capuramycin analogues. Part 2: acylated derivatives of capuramycin-related compounds

Hitoshi Hotoda; Makiko Daigo; Miyuki Furukawa; Kazuhiro Murayama; Chikako Akiyama Hasegawa; Masakatsu Kaneko; Yasunori Muramatsu; Michiko Miyazawa Ishii; Shun-ichi Miyakoshi; Toshio Takatsu; Masatoshi Inukai; Masayo Kakuta; Tomomi Abe; Takashi Fukuoka; Yukio Utsui; Satoshi Ohya

doi:10.1016/s0960-894x(03)00597-3

Synthesis and antimycobacterial activity of capuramycin analogues. Part 2: acylated derivatives of capuramycin-related compounds

Bioorg Med Chem Lett. 2003 Sep 1;13(17):2833-6. doi: 10.1016/s0960-894x(03)00597-3.

Authors

Hitoshi Hotoda¹, Makiko Daigo, Miyuki Furukawa, Kazuhiro Murayama, Chikako Akiyama Hasegawa, Masakatsu Kaneko, Yasunori Muramatsu, Michiko Miyazawa Ishii, Shun-ichi Miyakoshi, Toshio Takatsu, Masatoshi Inukai, Masayo Kakuta, Tomomi Abe, Takashi Fukuoka, Yukio Utsui, Satoshi Ohya

Affiliation

¹ Exploratory Chemistry Research Laboratories, Sankyo Co., Ltd., Tokyo, Japan. hotoda@hq.sankyo.co.jp

PMID: 14611839
DOI: 10.1016/s0960-894x(03)00597-3

Abstract

Acylated derivatives of capuramycin and A-500359A were synthesized and tested for antimycobacterial activity. Compound 20 having a decanoyl group showed very potent activity.

MeSH terms

Acylation
Aminoglycosides / chemical synthesis*
Aminoglycosides / chemistry
Aminoglycosides / pharmacology*
Anti-Bacterial Agents / chemical synthesis*
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology*
Enzyme Inhibitors / chemical synthesis
Enzyme Inhibitors / pharmacology
Inhibitory Concentration 50
Isomerism
Microbial Sensitivity Tests
Mycobacterium / drug effects
Prodrugs / chemistry
Prodrugs / pharmacology
Structure-Activity Relationship
Transferases / antagonists & inhibitors

Substances

Aminoglycosides
Anti-Bacterial Agents
Enzyme Inhibitors
Prodrugs
capuramycin
Transferases