Synthesis of Bi-heterocyclic sulfonamides as tyrosinase inhibitors: Lineweaver-burk plot evaluation and computational ascriptions
The designed bi-heterocyclic sulfonamides were synthesized through a two-step protocol and their structures were ascertained by spectral techniques including IR, 1H NMR and 13C NMR along with CHN analysis. The in vitro inhibitory effects of these sulfonamides were evaluated against tyrosinase and ki...
| الحاوية / القاعدة: | Acta Chimica Slovenica |
|---|---|
| المؤلف الرئيسي: | |
| التنسيق: | مقال |
| اللغة: | English |
| منشور في: |
Slovensko Kemijsko Drustvo
2020
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| الوصول للمادة أونلاين: | https://www.scopus.com/inward/record.uri?eid=2-s2.0-85090662930&doi=10.17344%2fACSI.2019.5283&partnerID=40&md5=b378f2b1e81b0fe11c87f82ad6bf8510 |
| id |
Abbasi M.M.; Zia-Ur-Rehman; Aziz-Ur-Rehman; Siddiqui S.Z.; Nazir M.; Hassan M.; Raza H.; Shah S.A.A.; Seo S.-Y. |
|---|---|
| spelling |
Abbasi M.M.; Zia-Ur-Rehman; Aziz-Ur-Rehman; Siddiqui S.Z.; Nazir M.; Hassan M.; Raza H.; Shah S.A.A.; Seo S.-Y. 2-s2.0-85090662930 Synthesis of Bi-heterocyclic sulfonamides as tyrosinase inhibitors: Lineweaver-burk plot evaluation and computational ascriptions 2020 Acta Chimica Slovenica 67 2 10.17344/ACSI.2019.5283 https://www.scopus.com/inward/record.uri?eid=2-s2.0-85090662930&doi=10.17344%2fACSI.2019.5283&partnerID=40&md5=b378f2b1e81b0fe11c87f82ad6bf8510 The designed bi-heterocyclic sulfonamides were synthesized through a two-step protocol and their structures were ascertained by spectral techniques including IR, 1H NMR and 13C NMR along with CHN analysis. The in vitro inhibitory effects of these sulfonamides were evaluated against tyrosinase and kinetics mechanism was analyzed by Lineweaver- Burk plots. The binding modes of these molecules were ascribed through molecular docking studies. These synthesized bi-heterocyclic molecules were identified as potent inhibitors relative to the standard (kojic acid) and compound 5 inhibited the tyrosinase non-competitively by forming an enzyme-inhibitor complex. The inhibition constant Ki(0.09 μM) for compound 5 was calculated from Dixon plots. Computational results also displayed that all compounds possessed good binding profile against tyrosinase and interacted with core residues of target protein. © 2020 Slovensko Kemijsko Drustvo. All rights reserved. Slovensko Kemijsko Drustvo 13180207 English Article All Open Access; Gold Open Access |
| author |
2-s2.0-85090662930 |
| spellingShingle |
2-s2.0-85090662930 Synthesis of Bi-heterocyclic sulfonamides as tyrosinase inhibitors: Lineweaver-burk plot evaluation and computational ascriptions |
| author_facet |
2-s2.0-85090662930 |
| author_sort |
2-s2.0-85090662930 |
| title |
Synthesis of Bi-heterocyclic sulfonamides as tyrosinase inhibitors: Lineweaver-burk plot evaluation and computational ascriptions |
| title_short |
Synthesis of Bi-heterocyclic sulfonamides as tyrosinase inhibitors: Lineweaver-burk plot evaluation and computational ascriptions |
| title_full |
Synthesis of Bi-heterocyclic sulfonamides as tyrosinase inhibitors: Lineweaver-burk plot evaluation and computational ascriptions |
| title_fullStr |
Synthesis of Bi-heterocyclic sulfonamides as tyrosinase inhibitors: Lineweaver-burk plot evaluation and computational ascriptions |
| title_full_unstemmed |
Synthesis of Bi-heterocyclic sulfonamides as tyrosinase inhibitors: Lineweaver-burk plot evaluation and computational ascriptions |
| title_sort |
Synthesis of Bi-heterocyclic sulfonamides as tyrosinase inhibitors: Lineweaver-burk plot evaluation and computational ascriptions |
| publishDate |
2020 |
| container_title |
Acta Chimica Slovenica |
| container_volume |
67 |
| container_issue |
2 |
| doi_str_mv |
10.17344/ACSI.2019.5283 |
| url |
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85090662930&doi=10.17344%2fACSI.2019.5283&partnerID=40&md5=b378f2b1e81b0fe11c87f82ad6bf8510 |
| description |
The designed bi-heterocyclic sulfonamides were synthesized through a two-step protocol and their structures were ascertained by spectral techniques including IR, 1H NMR and 13C NMR along with CHN analysis. The in vitro inhibitory effects of these sulfonamides were evaluated against tyrosinase and kinetics mechanism was analyzed by Lineweaver- Burk plots. The binding modes of these molecules were ascribed through molecular docking studies. These synthesized bi-heterocyclic molecules were identified as potent inhibitors relative to the standard (kojic acid) and compound 5 inhibited the tyrosinase non-competitively by forming an enzyme-inhibitor complex. The inhibition constant Ki(0.09 μM) for compound 5 was calculated from Dixon plots. Computational results also displayed that all compounds possessed good binding profile against tyrosinase and interacted with core residues of target protein. © 2020 Slovensko Kemijsko Drustvo. All rights reserved. |
| publisher |
Slovensko Kemijsko Drustvo |
| issn |
13180207 |
| language |
English |
| format |
Article |
| accesstype |
All Open Access; Gold Open Access |
| record_format |
scopus |
| collection |
Scopus |
| _version_ |
1828987872894517248 |