Synthesis of 2-methyl 16-membered macrolide derived from tylosin.
To improve the metabolic stability of a 16-membered macrolide, 2-methylated derivatives of desmycosin were synthesized. Among these derivatives, 2beta-methyldesmycosin retained antibacterial activity and showed improved stability in rat serum compared to desmycosin.
Terui
Yuichi
Y
Medicinal Research Laboratories, Taisho Pharmaceutical Co., Ltd., 1-403, Yoshinocho, Kita-ku, Saitama-shi, Saitama 331-9530, Japan. yuichi.terui@po.rd.taisho.co.jp
Kinoshita
Kenji
K
Kaneda
Yoshie
Y
Akashi
Toshi
T
Hamaguchi
Takuya
T
Kawashima
Akira
A
D000818:Animals; D043182:Carboxylesterase / Q000378:metabolism; D006193:Haemophilus influenzae / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D051381:Rats; D044967:Serum / Q000201:enzymology; D013296:Streptococcus pneumoniae / Q000187:drug effects; D015645:Tylosin / Q000031:analogs & derivatives* / Q000096:biosynthesis / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology
C052318:tylosin B; D043182:Carboxylesterase; D015645:Tylosin