Design, Synthesis And Physico-Chemical Property Activitees Of Derivatives Of Lincomycin

Objective: Study the synthetic process and physico-chemical property of derivatives of lincomycin, combine the related literature with the result of experiments, chose and modify the synthetic route. Confirm the structure.Methods: (1 )Lincomycin-2,7-mem ether hydrochloride was synthesized by raw material of Lincomycin hydrochloride by five steps, via condensation, etherification, hydrolysis, salification and recrystallization. Clindamycin-2-mem ether hydrochloride was synthesized by raw material of Clindamycin hydrochloride synthesized from Lincomycin hydrochloride by reaction of Vilsmeier, followed condensation, etherification, hydrolysis, salification and recrystallization. Lincomycin hydrochloride (Clindamycin hydrochloride) was reacted with sulfoxide chloride to get acetal of pyranose, firstly, under the neutral conditions, reacted with MEMC1, hydrolyzed under basic conditions , eventually lincomycin-2,7-mem ether hydrochloride (clindamycin-2-mem ether hydrochloride) was got by recrystallized in acetone and water, and the optimization of reaction route is by Orthogonal design . (2)Confirm its structure by IR, ¹H-NMR and MS. (3) Determination durg concentration of the system of Octanol and H₂O, and calculate partition coefficient by P =C_o/ C w. (4) the inhibition zone size of Clindamycin against Sarcina lutea was Compared with that of lincomycin-2,7-mem ether hydrochloride and clindamycin-2-mem ether hydrochloride by paper disk method to determine the titer of the sample.