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Synthesis of derivatives of (9S) -12-methylene erythromycin and their antibacterial activity in vitro

Liu, L.; Yang, Y.; Shi, Y.; Xu, P.; Lei, P-sheng.

Yao Xue Xue Bao 40(5): 423-427

2005

ISSN/ISBN: 0513-4870
PMID: 16220785
Document Number: 589771
Aim To synthesizs of derivatives of (9S)-12-methylene erythromycin possessed potent antibacterial activity. Methods 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 C-13 NMR and MS-FAB. Their antibacterial activity in vitro was tested. Results Eleven derivatives of erythromycin were synthesized. Five of them were unknown compounds. Conclusion The preliminary biological test showed that two target compounds exhibited less potent antibacterial activity in vitro.

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