(9<i>S</i>)-12-亚甲基红霉素衍生物的合成及体外抗菌活性

(9S)-12-亚甲基红霉素衍生物的合成及体外抗菌活性

摘要: 目的合成新的具有抗菌活性的红霉素衍生物。方法以红霉素为原料，合成中间体2′-O,4″-O-二苯甲酰基-(9S)-9-O,11-O-异丙基-12-亚甲基红霉素与6,7-去氢-2′-O,4″-O-二苯甲酰基-(9S)-9-O,11-O-异丙基-12-亚甲基红霉素，进而合成相应(9S)-9-O,11-O-亚乙基-12-亚甲基衍生物。产物结构经¹³C NMR,FAB-MS确证。对所得化合物进行体外抗菌活性测定。结果制备11个红霉素衍生物，其中5个未见文献报道。化合物9和12进行了体外抗菌活性测定。结论化合物9和12表现出较弱的抗菌活性。

Abstract: AimTo synthesizs of derivatives of (9S)-12-methylene erythromycin possessed potent antibacterial activity.MethodsUsing 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.ResultsEleven derivatives of erythromycin were synthesized.Five of them were unknown compounds.ConclusionThe preliminary biological test showed that two target compounds exhibited less potent antibacterial activity in vitro.