title: Synthesis and antibacterial activities of some novel 17, 18-unsaturated carbonyl compounds derivated from josamycin.
abstract: Some novel josamycin derivatives bearing an arylalkyl-type side chain were designed and synthesized. By HWE or Wittig reaction, 16-aldehyde group of josamycin analogs were converted into unsaturated carbonyl compounds. They were evaluated for their in vitro antibacterial activities against a panel of respiratory pathogens. 8b and 8e exhibited comparable activities against a panel of respiratory pathogens, especially to resistant ones in the series of desmycarosyl josamycin analogs. Among of all the target molecules, 21 showed the best antibacterial activities.
authors.affiliation: a State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing Key Laboratory of Active Substances Discovery and Drugability Evaluation, Department of Medicinal Chemistry, Institute of Materia Medica , Peking Union Medical College & Chinese Academy of Medical Sciences , Beijing 100050 , China.
authors.forename: Zhe-Hui
authors.initials: ZH
authors.lastname: Zhao
authors.affiliation: a State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing Key Laboratory of Active Substances Discovery and Drugability Evaluation, Department of Medicinal Chemistry, Institute of Materia Medica , Peking Union Medical College & Chinese Academy of Medical Sciences , Beijing 100050 , China.
authors.forename: Long-Long
authors.initials: LL
authors.lastname: Jin
authors.affiliation: a State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing Key Laboratory of Active Substances Discovery and Drugability Evaluation, Department of Medicinal Chemistry, Institute of Materia Medica , Peking Union Medical College & Chinese Academy of Medical Sciences , Beijing 100050 , China.
authors.forename: Yan-Peng
authors.initials: YP
authors.lastname: Xu
authors.affiliation: a State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing Key Laboratory of Active Substances Discovery and Drugability Evaluation, Department of Medicinal Chemistry, Institute of Materia Medica , Peking Union Medical College & Chinese Academy of Medical Sciences , Beijing 100050 , China.
authors.forename: Chao
authors.initials: C
authors.lastname: Liu
authors.affiliation: a State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing Key Laboratory of Active Substances Discovery and Drugability Evaluation, Department of Medicinal Chemistry, Institute of Materia Medica , Peking Union Medical College & Chinese Academy of Medical Sciences , Beijing 100050 , China.
authors.forename: A-Peng
authors.initials: AP
authors.lastname: Wang
authors.affiliation: a State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing Key Laboratory of Active Substances Discovery and Drugability Evaluation, Department of Medicinal Chemistry, Institute of Materia Medica , Peking Union Medical College & Chinese Academy of Medical Sciences , Beijing 100050 , China.
authors.forename: Ping-Sheng
authors.initials: PS
authors.lastname: Lei
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D015570:Josamycin / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D013211:Staphylococcus aureus / Q000187:drug effects
chemical_list: D000900:Anti-Bacterial Agents; D007659:Ketones; D015570:Josamycin
keywords: HWE reaction; Macrolide; antibacterial activity; josamycin