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https://ir.swu.ac.th/jspui/handle/123456789/12289| ชื่อเรื่อง: | Synthesis, molecular docking, and QSAR study of bis-sulfonamide derivatives as potential aromatase inhibitors |
| ผู้แต่ง: | Leechaisit R. Pingaew R. Prachayasittikul V. Worachartcheewan A. Prachayasittikul S. Ruchirawat S. Prachayasittikul V. |
| Keywords: | androstenedione aromatase benzenesulfonamide derivative doxorubicin letrozole n,n' (1,3 phenylene)bis(4 chlorobenzenesulfonamide) n,n' (1,3 phenylene)bis(4 methoxybenzenesulfonamide) n,n' [1,3 phenylenebis(methylene)]bis(2 nitrobenzenesulfonamide) n,n' [1,3 phenylenebis(methylene)]bis(2,3,5,6 tetramethylbenzenesulfonamide) n,n' [1,3 phenylenebis(methylene)]bis(3 aminobenzenesulfonamide) n,n' [1,3 phenylenebis(methylene)]bis(3 nitrobenzenesulfonamide) n,n' [1,3 phenylenebis(methylene)]bis(4 acetylbenzenesulfonamide) n,n' [1,3 phenylenebis(methylene)]bis(4 bromobenzenesulfonamide) n,n' [1,3 phenylenebis(methylene)]bis(4 chlorobenzenesulfonamide) n,n' [1,3 phenylenebis(methylene)]bis(4 cyanobenzenesulfonamide) n,n' [1,3 phenylenebis(methylene)]bis(4 fluorobenzenesulfonamide) n,n' [1,3 phenylenebis(methylene)]bis(4 methoxybenzenesulfonamide) n,n' [1,3 phenylenebis(methylene)]bis(4 methylbenzenesulfonamide) n,n' [1,3 phenylenebis(methylene)]bis(4 nitrobenzenesulfonamide) n,n' [1,3 phenylenebis(methylene)]bis(4 trifluoromethylbenzenesulfonamide) n,n' [1,3 phenylenebis(methylene)]bis(naphthalene 2 sulfonamide) n,n' [1,4 phenylenebis(methylene)]bis(2,3,5,6 tetramethylbenzenesulfonamide) n,n' [1,4 phenylenebis(methylene)]bis(4 cyanobenzenesulfonamide) sulfonamide unclassified drug aromatase aromatase inhibitor protein binding sulfonamide Article breast cancer controlled study drug cytotoxicity drug potency drug safety drug structure drug synthesis enzyme inhibition hydrophobicity IC50 molecular docking MRC-5 cell line quantitative structure activity relation structure activity relation T-47D cell line binding site chemical structure chemistry human metabolism molecular library pharmacology synthesis tumor cell line Aromatase Aromatase Inhibitors Binding Sites Cell Line, Tumor Humans Molecular Docking Simulation Molecular Structure Protein Binding Quantitative Structure-Activity Relationship Small Molecule Libraries Sulfonamides |
| วันที่เผยแพร่: | 2019 |
| บทคัดย่อ: | A library of bis-sulfonamides (9–26) were synthesized and tested for their aromatase inhibitory activities. Interestingly, all bis-sulfonamide derivatives inhibited the aromatase with IC50 range of 0.05–11.6 μM except for compound 23. The analogs 15 and 16 bearing hydrophobic chloro and bromo groups exhibited the potent aromatase inhibitory activity in sub-micromolar IC50 values (i.e., 50 and 60 nM, respectively) with high safety index. Molecular docking revealed that the chloro and bromo benzenesulfonamides (15 and 16) may play role in the hydrophobic interaction with Leu477 of the aromatase to mimic steroidal backbone of the natural substrate, androstenedione. QSAR study also revealed that the most potent activity of compounds was governed by van der Waals volume (GATS6v) and mass (Mor03m) descriptors. Finally, the two compounds (15 and 16) were highlighted as promising compounds to be further developed as novel aromatase inhibitors. © 2019 Elsevier Ltd |
| URI: | https://ir.swu.ac.th/jspui/handle/123456789/12289 https://www.scopus.com/inward/record.uri?eid=2-s2.0-85070395327&doi=10.1016%2fj.bmc.2019.08.001&partnerID=40&md5=6bf733408e7c36b895365a553545d17e |
| ISSN: | 9680896 |
| Appears in Collections: | Scopus 1983-2021 |
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