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Chemical Compound Review

Cladinose     (3S,4R,5R)-4,5-dihydroxy-3- methoxy-3...

Synonyms: AC1MIWSL, 470-12-2
 
 
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High impact information on Cladinose

 

Biological context of Cladinose

  • These results, together with previous findings, suggest that biotransformation pathways elucidated for RXM include: 1) isomerization of RXM derivatives, from E-isomer to Z-isomer; 2) O-demethylation; 3) N-demethylation; 4) hydrolysis of the cladinose moiety; and 5) dealkylation of the oxime ether side chain [6].
  • 1) hydroxylation at the 14-position to form the R and S epimers, 2) N-demethylation, and 3) hydrolysis of the cladinose sugar [7].
  • Cladinose analogues of sixteen-membered macrolide antibiotics. I. Synthesis of 4-O-alkyl-L-cladinose analogues via glycosylation [8].

References

  1. Accelerated transformation and deactivation of erythromycin in superheated water. 2. Transformation reactions and bioassays. Butler, M.N., Weber, W.J. Environ. Sci. Technol. (2005) [Pubmed]
  2. pH-dependent geometric isomerization of roxithromycin in simulated gastrointestinal fluids and in rats. Zhang, S., Xing, J., Zhong, D. Journal of pharmaceutical sciences. (2004) [Pubmed]
  3. Erythromycin series. V. Quantitative analysis of cladinose and methylcladinoside by densitometry of thin-layer chromatograms. Lazarevski, T., Tamburasev, Z., Djokić, S. J. Chromatogr. (1977) [Pubmed]
  4. Cladinose analogues of sixteen-membered macrolide antibiotics. II. Preparation of pharmacokinetically improved analogues via biotransformation. Ajito, K., Kurihara, K., Shibahara, S., Hara, O., Shimizu, A., Araake, M., Omoto, S. J. Antibiot. (1997) [Pubmed]
  5. Cladinose analogues of sixteen-membered macrolide antibiotics. III. Efficient synthesis of 4-O-alkyl-L-cladinose analogues: improved antibacterial activities compatible with pharmacokinetics. Kurihara, K., Kikuchi, N., Ajito, K. J. Antibiot. (1997) [Pubmed]
  6. Identification of the metabolites of roxithromycin in humans. Zhong, D., Li, X., Wang, A., Xu, Y., Wu, S. Drug Metab. Dispos. (2000) [Pubmed]
  7. Metabolism and disposition of clarithromycin in man. Ferrero, J.L., Bopp, B.A., Marsh, K.C., Quigley, S.C., Johnson, M.J., Anderson, D.J., Lamm, J.E., Tolman, K.G., Sanders, S.W., Cavanaugh, J.H. Drug Metab. Dispos. (1990) [Pubmed]
  8. Cladinose analogues of sixteen-membered macrolide antibiotics. I. Synthesis of 4-O-alkyl-L-cladinose analogues via glycosylation. Kurihara, K., Ajito, K., Shibahara, S., Ishizuka, T., Hara, O., Araake, M., Omoto, S. J. Antibiot. (1996) [Pubmed]
 
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