Academic Journal
Design, Synthesis, in Vitro, and in Silico Evaluation of N‐Phenylacetamide‐Oxindole‐Thiosemicarbazide Hybrids as New Potential Tyrosinase Inhibitors
| العنوان: | Design, Synthesis, in Vitro, and in Silico Evaluation of N‐Phenylacetamide‐Oxindole‐Thiosemicarbazide Hybrids as New Potential Tyrosinase Inhibitors |
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| المؤلفون: | Yari Boroujeni, Shahriar, Haghighijoo, Zahra, Mohammadi‐Khanaposhtani, Maryam, Mosadeghkhah, Ali, Moazzam, Ali, Yavari, Ali, Hajimahmoodi, Manan, Sabourian, Reyhaneh, Hosseini, Samesadat, Larijani, Bagher, Hamedifar, Halleh, Ansari, Samira, Mahdavi, Mohammad |
| المصدر: | Chemistry & Biodiversity ; volume 19, issue 4 ; ISSN 1612-1872 1612-1880 |
| بيانات النشر: | Wiley |
| سنة النشر: | 2022 |
| المجموعة: | Wiley Online Library (Open Access Articles via Crossref) |
| الوصف: | A novel series of N ‐phenylacetamide‐oxindole‐thiosemicarbazide hybrids were synthesized and evaluated for their tyrosinase inhibitory activity. According to tyrosinase inhibition results, all the synthesized compounds showed high tyrosinase inhibitory activity with IC 50 values ranging from 0.8 to 3.88 μM in comparison to positive control kojic acid with IC 50 value of 36.32 μM. Among tested compounds, analog 7o , containing the 2‐methyl‐4‐nitrophenyl on N ‐phenylacetamide moiety displayed superior tyrosinase inhibition. This compound was around 45‐fold more potent than kojic acid. The kinetic analysis of compound 7o demonstrated that this compound is a competitive inhibitor against tyrosinase. Docking study of this compound demonstrated that compound 7o interacted with critical histidine residues within tyrosinase active site. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| DOI: | 10.1002/cbdv.202100666 |
| الاتاحة: | http://dx.doi.org/10.1002/cbdv.202100666 https://onlinelibrary.wiley.com/doi/pdf/10.1002/cbdv.202100666 https://onlinelibrary.wiley.com/doi/full-xml/10.1002/cbdv.202100666 |
| Rights: | http://onlinelibrary.wiley.com/termsAndConditions#vor |
| رقم الانضمام: | edsbas.8BFE95F6 |
| قاعدة البيانات: | BASE |
| DOI: | 10.1002/cbdv.202100666 |
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