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Additional file 1 of Thiazolopyrimidine derivatives as novel class of small molecule tyrosinase inhibitor

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posted on 2023-11-20, 05:20 authored by Nastaran Ghasemi, Shahram Moradi, Aida Iraji, Mohammad Mahdavi
Additional file 1: Fig. S1. 1H NMR (400 MHz, DMSO-d6); Ethyl 3,7-dimethyl-5-phenyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6a). Fig. S2. 13C NMR (100 MHz, DMSO-d6); Ethyl 3,7-dimethyl-5-phenyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6a). Fig. S3. 1H NMR (400 MHz, DMSO-d6); Ethyl 5-(2-fluorophenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6b). Fig. S4. 13C NMR (100 MHz, DMSO-d6); Ethyl 5-(2-fluorophenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6b). Fig. S5. 1H NMR (400 MHz, DMSO-d6); Ethyl 5-(3-fluorophenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6c). Fig. S6. 13C NMR (100 MHz, DMSO-d6); Ethyl 5-(3-fluorophenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6c). Fig. S7. 1H NMR (400 MHz, DMSO-d6); Ethyl 5-(2-chlorophenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6d). Fig. S8. 13C NMR (100 MHz, DMSO-d6); Ethyl 5-(2-chlorophenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6d). Fig. S9. 1H NMR (400 MHz, DMSO-d6); Ethyl 5-(4-chlorophenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6e). Fig. S10. 13C NMR (100 MHz, DMSO-d6); Ethyl 5-(4-chlorophenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6e). Fig. S11. 1H NMR (400 MHz, DMSO-d6); Ethyl 5-(3-bromophenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6f). Fig. S12. 13C NMR (100 MHz, DMSO-d6); Ethyl 5-(3-bromophenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6f). Fig. S13. 1H NMR (400 MHz, DMSO-d6); Ethyl 3,7-dimethyl-5-(3-nitrophenyl)-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6g). Fig. S14. 13C NMR (100 MHz, DMSO-d6); Ethyl 3,7-dimethyl-5-(3-nitrophenyl)-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6g). Fig. S15. 1H NMR (400 MHz, DMSO-d6); Ethyl 3,7-dimethyl-5-(p-tolyl)-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6h). Fig. S16. 13C NMR (100 MHz, DMSO-d6); Ethyl 3,7-dimethyl-5-(p-tolyl)-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6h). Fig. S17. 1H NMR (400 MHz, DMSO-d6); Ethyl 5-(4-methoxyphenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6i). Fig. S18. 13C NMR (100 MHz, DMSO-d6); Ethyl 5-(4-methoxyphenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6i). Fig. S19. 1H NMR (400 MHz, DMSO-d6); Ethyl 5-(4-hydroxy-3-methoxyphenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6j). Fig. S20. 13C NMR (100 MHz, DMSO-d6); Ethyl 5-(4-hydroxy-3-methoxyphenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (6j). Table S1. Results of molecular docking study of 6a–j against tyrosinase binding site.

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Vice-Chancellor for Research, Shiraz University of Medical Sciences

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