Liu Lu, Yang Yao, Shi Yang, Xu Peng, Lei Ping-sheng
Institute of Material Medica, Chinese Academy of Medical Sciences, China.
Yao Xue Xue Bao. 2005 May;40(5):423-7.
To synthesizs of derivatives of (9S)-12-methylene erythromycin possessed potent antibacterial activity.
Using erythromycin A as a starting material, via two intermediate compounds protected 12,21-dehydroerythromycin A and 6,7: 12,21-didehydro erythromycin A, several 9-O, 11-O-ethylidene compounds were obtained. During this process, benzyl and isopropyl have been selected as the protecting group. The structures of compounds obtained were confirmed with 13C NMR and MS-FAB. Their antibacterial activity in vitro was tested.
Eleven derivatives of erythromycin were synthesized. Five of them were unknown compounds.
The preliminary biological test showed that two target compounds exhibited less potent antibacterial activity in vitro.
合成具有强效抗菌活性的(9S)-12-亚甲基红霉素衍生物。
以红霉素A为起始原料,经12,21-脱氢红霉素A和6,7:12,21-二脱氢红霉素A两种中间体化合物,得到几种9-O、11-O-亚乙基化合物。在此过程中,选择苄基和异丙基作为保护基团。所得化合物的结构经13C NMR和MS-FAB确证。测试了它们的体外抗菌活性。
合成了11种红霉素衍生物。其中5种为未知化合物。
初步生物学试验表明,两种目标化合物在体外表现出较弱的抗菌活性。