The synthesis of axially disubstituted silicon phthalocyanines,their quaternized derivatives and first inhibitory effect on human cytosolic carbonic anhydrase isozymes hCA I and II |
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| Authors: | Tayfun Arslan,Zekeriya Biyiklioglu,Murat Ş entü rk |
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| Affiliation: | Department of Chemistry, Faculty of Sciences, 28200 Giresun Turkey, +90 454 310 15 04 ; Department of Textile, Technical Sciences Vocational School, Giresun University, 28049 Giresun Turkey, +90 454 310 15 04 ; Department of Chemistry, Faculty of Science, Karadeniz Technical University, 61080 Trabzon Turkey, +90 462 377 36 64 ; Department of Basic Sciences of Pharmacy, Faculty of Pharmacy, Agri Ibrahim Cecen University, 04100 Agri Turkey, +90 0472 215 98 63 |
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| Abstract: | In this study a novel silicon(iv) phthalocyanine bearing [(2E)-3-[4-(dimethylamino)phenyl]-1-(4-phenoxy)prop-2-en-1-one] group and its quaternized derivative at their axial positions were synthesized for the first time. Axially disubstituted silicon(iv) phthalocyanines were also characterized by various spectroscopic techniques. The inhibition of two human cytosolic carbonic anhydrase (hCA, EC 4.2.1.1) isozymes I and II, with axially disubstituted silicon phthalocyanines and their quaternized derivatives were investigated by using the esterase assay, with 4-nitrophenyl acetate as substrate. Silicon phthalocyanines ZM-1-Si, ZM-5-Si, ZT-Si and their quaternized derivatives ZM-1-SiQ, ZM-5-SiQ, ZT-SiQ showed IC50 values in the range of 0.0178–0.1653 μM for hCA I and of 0.0172–0.1212 μM against hCA II, respectively. This study is the first example of carbonic anhydrase enzyme inhibition of phthalocyanines.In this study a novel silicon(iv) phthalocyanine bearing [(2E)-3-[4-(dimethylamino)phenyl]-1-(4-phenoxy)prop-2-en-1-one] group and its quaternized derivative at their axial positions were synthesized for the first time. |
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