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Journal of Asian Natural Products Research Volume 21, 2019 - Issue 7
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Articles

Synthesis and Antibacterial Activity of Novel 4″-O-desosaminyl clarithromycin derivatives with 11, 12-arylalkyl side chains

Zhe-Hui ZhaoState 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, Beijing100050, ChinaCorrespondence[email protected]
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Di ZhuState 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, Beijing100050, China
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Xiao-Xi ZhangState 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, Beijing100050, China
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Zhi-Gang LuoState 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, Beijing100050, China
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Ping-Sheng LeiState 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, Beijing100050, China
Pages 610-618 | Received 24 Dec 2017, Accepted 04 Apr 2018, Published online: 18 Apr 2018
 
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Abstract

A series of novel 4″-O-desosaminyl clarithromycin derivatives with 11, 12-arylalkyl side chains was synthesized by coupling 6-deoxy-desosamine donors (18, 19) with 4″-OH of compounds 5a–c. The activities of the target compounds were tested against a series of macrolide-sensitive and macrolide-resistant pathogens. Some of them showed activities against macrolide sensitive and resistant pathogens, and compounds 21d and 21e displayed significant improvement of activities against resistant pathogens.

Acknowledgments

We are grateful to the Department of Instrumental Analysis of our institute for performing the NMR and mass spectroscopy measurements.

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