Microbial conversion of EM574 and EM523, gastrointestinal motor stimulating agents

Journal of Antibiotics

Volumn 49, Issue 8, 1996, Pages 802-810

  Funabashi, Yasunori ^a   Hakoda, Seui ^a   Inatomi, Nobuhiro ^a   Koyama, Katsuo ^a   Tanida, Seiichi ^a   Harada, Setsuo ^a   Itoh, Zen ^b   Omura, Satoshi ^c  

^a TAKEDA PHARMACEUTICAL COMPANY LIMITED   (Japan)

^b GUNMA UNIVERSITY   (Japan)

^c KITASATO INSTITUTE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

8,9 ANHYDRO N ETHYLNORERYTHROMYCIN A 6,9 HEMIACETAL; 8,9 ANHYDRO N ISOPROPYLNORERYTHROMYCIN A 6,9 HEMIACETAL; DRUG METABOLITE; INTESTINE CONTRACTION STIMULATING AGENT; UNCLASSIFIED DRUG;

ACTINOBACTERIA; ANIMAL TISSUE; ARTICLE; DEMETHYLATION; DRUG OXIDATION; DRUG POTENCY; DRUG STRUCTURE; DRUG TRANSFORMATION; DUODENUM; GASTROINTESTINAL MOTILITY; INTESTINE CONTRACTION; NONHUMAN; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; RABBIT;

EID: 0029824678     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.7164/antibiotics.49.802     Document Type: Article

References (15)

1. ITOH, Z.; T. SUZUKI, M. NAKAYA, M. INOUE & S. MITSUHASHI: Gastrointestinal motor-stimulating activity or macrolide antibiotics and analysis of their side effects on the canine gut. Antimicrob. Agents Chemother. 26: 863-869, 1984
2. ITOH, Z.; M. NAKAYA, T. SUZUKI, H. ARAI & K. WAKABAYASHI: Erythromycin mimics exogenous motilin in gastrointestinal contractile activity in the dog. Amer, J. Physiol. 247: G688-694, 1984
3. TOMOMASA, T.; T. KUROUME, H. ARAI, K WAKABAYASHI & Z. ITOH: Erythromycin induces migrating motor complex in human gastrointestinal tract. Dig. Dis. Sci. 31: 157-161, 1986
4. PEETERS, T. L.: Erythromycin and other macrolides as prokinetic agents. Gastroenterology 105: 1886-1899, 1993
5. 125I-motilin to duodenal muscle. Biochem. Biophys. Res. Comm. 150: 877-882, 1988
6. PEETERS, T. L.; G. MATTHIJS, I. DEPOORTERE, T. CACHET, J. HOOGMARTENS & G. VANTRAPPEN: Erythromycin is a motilin receptor agonist. Amer. J. Physiol. 257: G470-474, 1989
7. SATOH, M.; T. SAKAI, I. SANO, K. FUJIKURA, H. KOYAMA, K. OHSHIMA, Z. ITOH & S. ŌMURA: EM574, an erythromycin derivative, is a potent motilin receptor agonist in human gastric antrum. J. Pharm. Exp. Ther. 271: 574-579, 1994
8. ŌMURA, S.; K. TSUZUKI, T. SUNAZUKA, S. MARUI, H. TOYODA, N. INATOMI & Z. ITOH: Macrolides with gastrointestinal motor stimulating activity. J. Med. Chem. 30: 1941-1943, 1987
9. TSUZUKI, K.; T. SUNAZUKA, S. MARUI, H. TOYODA, S. ŌMURA, N. INATOMI & Z. ITOH: Motilides, Macrolides with gastrointestinal motor stimulating activity I. O-substituted and tertiary N-substituted derivatives of 8,9-anhydroerythromycin A hemiacetal. Chem. Pharm. Bull. 37: 2687-2700, 1989
10. FUNABASHI, Y.; Y. MAESHIBA, N. INATOMI, S. TANAYAMA, S. HARADA, Z. ITOH & S. ŌMURA: Bioactive metabolites of EM574 and EM 523, erythromycin derivatives having strong gastrointestinal moter stimulating activity. J. Antibiotics 49: 794-801, 1996
11. HARADA, S.; Y. FUNABASHI, N. INATOMI, S. TANIDA, S. TANAYAMA & S. ŌMURA: Bioactive metabolites of a motilide (EM 574), gastrointestinal motor stimulators in in vivo therapy. Abstracts of the International Conference on Microbial Secondary Metabolism (Interlaken) P3, 1994
12. YASUKOCHI, T.; H. KOGA, Y. SAGARA & T. HORIUCHI: Bacterial cytochrome P-450. Nippon Nogeikagaku Kaishi 66: 145-148, 1992
13. JONES, P. H.; T. J. PERUM, E. K. ROWLEY & E. J. BAKER: Chemical modification of erythromycin antibiotics. 3. Synthesis of 4″ and 11 esters of erythromycin A and B. J. Med. Chem. 15: 631-634, 1972
14. ADACHI, T.; S. MORIMOTO, H. KONDOH, T. NAGATE, Y. WATANABE & K. SOTA: 14-Hydroxy-6-O-methylery-thromycin A, active metabolites of 6-O-methylery-thromycin A on human. J. Antibiotics 41: 966-975, 1988
15. SASAKI, J.; K. MIZOUE, S. MORIMOTO, T. ADACHI & S. ŌMURA: Microbial transformation of 6-0-methylerythromycin derivatives. J. Antibiotics 41: 908-915, 1988