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Vol.2 , No. 3, Publication Date: Sep. 3, 2016, Page: 17-27
: Spectroscopic and Molecular Docking Investigations&description=(2<i>E</i>)-3-(furan-2-yl)-1-(pyridin-4-yl)prop-2-en-1-one1 reacted with 2-cyanoethane-thioamide (2) to afford the corresponding 4-(furan-2-yl)-6-thioxo-1,6-dihydro-2,3'-bipyridine-5-carbonitriles 6. The synthetic potentiality of compounds 6 were investigated in the present study via their reactions with active-hydrogen containing compounds ethyl chloroacetate 8 aiming to synthesize 4-(furan-2-yl)-6-(pyridin-4-yl)thieno[2,3-<i>b</i>]pyridin-3-amines 10 <i>via</i> 6-(alkylthio)-4-(furan-2-yl)-2,3'-bipyridine-5-carbonitriles 9. Compounds 9&10 reacted hydrazine hydrate in EtOH to afford the corresponding 3-amino-4-(furan-2-yl)-6-(pyridin-4-yl)thieno[2,3-<i>b</i>]pyridine-2-carbohydrazide 11. The structures of all newly synthesized heterocyclic compounds were elucidated by considering the data of IR, 1H NMR, mass spectra as well as that of elemental analyses. The binding studies of interaction compound 11 as therapeutic agent with human serum albumin (HSA) has been examined by using of various spectroscopic methods (fluorescence, CD and FTIR) and molecular docking technique which revealed that compound 11 has a strong affinity to binding with HSA. The results of fluorescence titration showed that the compound 11 was quench the intrinsic fluorescence of HSA through a static quenching procedure. Binding constants (K<sub>b</sub>), the number of binding sites and corresponding thermodynamic parameters ∆G, ∆H and ∆S at different temperatures were calculated. The molecular docking technique was utilized to ascertain the mechanism and mode of action towards the molecular target HSA indicating that compound 11 was located at the entrance of site I by hydrophobic and hydrogen bonding forces.&picture=http://www.aascit.org/aascit/decorators/img/journal/890.jpg)
| [1] | Labeeb M. Shaif, Department of Chemistry, Ibb University, Ibb, Yemen. |
| [2] | Ahmed Ali Al-Hazmi, Department of Chemistry, Ibb University, Ibb, Yemen. |
| [3] | Sabah Ahmed Abdo Esmail, Department of Chemistry, Ibb University, Ibb, Yemen. |
| [4] | Waddhaah M. Al-Asbahy, Department of Chemistry, Ibb University, Ibb, Yemen. |
| [5] | Rowida A. Al-Fkeeh, Department of Chemistry, Ibb University, Ibb, Yemen. |
(2E)-3-(furan-2-yl)-1-(pyridin-4-yl)prop-2-en-1-one1 reacted with 2-cyanoethane-thioamide (2) to afford the corresponding 4-(furan-2-yl)-6-thioxo-1,6-dihydro-2,3'-bipyridine-5-carbonitriles 6. The synthetic potentiality of compounds 6 were investigated in the present study via their reactions with active-hydrogen containing compounds ethyl chloroacetate 8 aiming to synthesize 4-(furan-2-yl)-6-(pyridin-4-yl)thieno[2,3-b]pyridin-3-amines 10 via 6-(alkylthio)-4-(furan-2-yl)-2,3'-bipyridine-5-carbonitriles 9. Compounds 9&10 reacted hydrazine hydrate in EtOH to afford the corresponding 3-amino-4-(furan-2-yl)-6-(pyridin-4-yl)thieno[2,3-b]pyridine-2-carbohydrazide 11. The structures of all newly synthesized heterocyclic compounds were elucidated by considering the data of IR, 1H NMR, mass spectra as well as that of elemental analyses. The binding studies of interaction compound 11 as therapeutic agent with human serum albumin (HSA) has been examined by using of various spectroscopic methods (fluorescence, CD and FTIR) and molecular docking technique which revealed that compound 11 has a strong affinity to binding with HSA. The results of fluorescence titration showed that the compound 11 was quench the intrinsic fluorescence of HSA through a static quenching procedure. Binding constants (Kb), the number of binding sites and corresponding thermodynamic parameters ∆G, ∆H and ∆S at different temperatures were calculated. The molecular docking technique was utilized to ascertain the mechanism and mode of action towards the molecular target HSA indicating that compound 11 was located at the entrance of site I by hydrophobic and hydrogen bonding forces.
Keywords
Carbohydrizide Drugs, Human Serum Albumin (HSA), Fluorescence, Thermodynamic Parameters, Molecular Docking
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