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As new antifungal drug candidates, the sampangines should be studied thoroughly, particularly their metabolism. As explained previously, sampangine is inactive in vivo and this could perhaps be due to its metabolism. This problem might be solved by developing a good understanding of its pharmacokinetics. Metabolism is one important parameter of pharmacokinetics, so by careful study of the metabolism of sampangine we might be able to solve this in vivo inactivity obstacle. , metabolites with better pharmacokinetics, toxicokinetics, pharamacodynamics, and/or pharmaceutical properties than sampangines.
Dihydrosampangine SAM ' 4'-0-Methylglucose HO l[ II J ^ O. ^^ '' P^^^^^^^oH^^"^ SAMMl I II ^ O. II I OH OH SAMM2 Fig. (6). The proposed mechanism involved in the formation of SAMMl and SAMM2. Tautomerism of SAMMl andSAMM2 The structure of SAMMl/SAMM2 suggested a possible tautomerism of the proton on N-6 to N-1 and vice versa (Fig. (7)). To test the validity of this concept acetylation of the "N-H" moiety was pursued in SAMM2 since this metabolite was available in larger quantities. N-acetylation of SAMM2 SAMM2 contains five acetylation-liable sites, four hydroxyl groups and one amino group.
31 MICROBIAL MODELS Table 4. 9(0) 1 Carbon No. 1 (0) 32 KHALED Y. ORABI (Table 4). contd.. 1 Carbon No. 0 (0) ^Spectra recorded in CDCI3 with TMS as internal standard. ^Spectra recorded in CD3OD with TMS as internal standard. *^Spectra recorded in DMSO-d^ with TMS as internal standard. ^Number of attached protons determined by DEPTGL. ^Interchangeable. Hydrolysis of SAMM2 using HCl: A known procedure  with minor modifications was applied. In this procedure SAMM2 was incubated with 6M hydrochloric acid for 2 days (till the red color of SAMM2 changed into yellow color).