Journal of Medicinal Chemistry p. 960 - 963 (1985)
Update date:2022-08-03
Topics:
Marchi, Egidio
Montecchi, Laura
Venturini, Anna Paola
Mascellani, Giuseppe
Brufani, Mario
Cellai, Luciano
A series of 4-deoxypyrido<1',2':1,2>imidazo<5,4-c>rifamycin SV derivatives (6-11) were prepared that demonstrated high antibacterial activity suitable for an intestinal disinfectant.These compounds are zwitterionic in nature and are poorly absorbed through the gastroenteric tract but maintain the ability to cross the bacterial cell wall.X-ray crystallogrphic data are presented to demonstrate the zwitterionic nature of these compounds.The structure-activity relationship of this novel series of antibiotics is discussed and the derivative with the highest ratio between subcutaneous and oral activity (6) was selected for clinical development.At the outset of this work several 3-(quarternary ammonium bromides) (1-5) were prepared and tested for antibacterial activity.These compounds were demonstrated to be too polar to even cross the bacterial cell wall but led to the synthesis of 6-11.
View MoreSuzhou CarbonWell Pharma-Tech Co., Ltd
Contact:Tel: + 86 (0)512-8898-1216; + 86-18606258602
Address:2358 Changan Road, Wujiang Scientific Innovation Park, Wujiang, Jiangsu Province, P. R. China 215200
Jinan Hongfangde Pharmatech Co.,Ltd
Contact:86-531-88870908
Address:F Bldg. West Unit North Area of Univ. Tech. Garden Xinyu Rd. Jinan New & High Tech Industry Development Zone Shandong, China
Hangzhou Showland Technology Co., Ltd.
Contact:86-571-88920516
Address:ROOM2118,NO.553,WENSAN ROAD,HANGZHOU,CHINA
Changzhou Hopschain Chemical Co.,Ltd
Contact:86-519-85528066
Address:Room 710, Unit A, Xingbei Development Mansion, Tongjiang Road, Changzhou City,213000, China
Tianjin Anda North Industrial & Business Co.Ltd.
Contact:86-22-24999306
Address:No.11 Erwei Road,Dongli Development Area,Tianjin,China
Doi:10.1021/acs.inorgchem.9b01153
(2019)Doi:10.1002/jlac.19677070128
(1967)Doi:10.1016/S0040-4020(01)86861-7
(1987)Doi:10.1016/S0022-1139(00)81044-1
(1988)Doi:10.1016/S0040-4039(00)96567-5
(1987)Doi:10.1002/jhet.5570240512
(1987)