Semicarbazones, thiosemicarbazone, thiazole and oxazole analogues as monoamine oxidase inhibitors: Synthesis, characterization, biological evaluation, molecular docking, and kinetic studies
A series of semicarbazone, thiosemicarbazone, thiazole, and oxazole derivatives were designed, synthesized, and examined for monoamine oxidase inhibition using two isoforms, i.e., MAO-A and MAO-B. Among all the analogues, 3c and 3j possessed substantial activity against MAO-A with IC50 values of 5.6...
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2021
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2-s2.0-85111864760 Qazi S.U.; Naz A.; Hameed A.; Osra F.A.; Jalil S.; Iqbal J.; Shah S.A.A.; Mirza A.Z. Semicarbazones, thiosemicarbazone, thiazole and oxazole analogues as monoamine oxidase inhibitors: Synthesis, characterization, biological evaluation, molecular docking, and kinetic studies 2021 Bioorganic Chemistry 115 10.1016/j.bioorg.2021.105209 https://www.scopus.com/inward/record.uri?eid=2-s2.0-85111864760&doi=10.1016%2fj.bioorg.2021.105209&partnerID=40&md5=3fe1ec1423acfbc4cbcfbad2b2205f25 A series of semicarbazone, thiosemicarbazone, thiazole, and oxazole derivatives were designed, synthesized, and examined for monoamine oxidase inhibition using two isoforms, i.e., MAO-A and MAO-B. Among all the analogues, 3c and 3j possessed substantial activity against MAO-A with IC50 values of 5.619 ± 1.04 µM and 0.5781 ± 0.1674 µM, respectively. Whereas 3d and 3j were active against monoamine oxidase B with the IC50 values of 9.952 ± 1.831 µM and 3.5 ± 0.7 µM, respectively. Other derivatives active against MAO-B were 3c and 3g with the IC50 values of 17.67 ± 5.6 µM and 37.18 ± 2.485 µM. Moreover, molecular docking studies were achieved for the most potent compound (3j) contrary to human MAO-A and MAO-B. Kinetic studies were also performed for the most potent analogue to evaluate its mode of interaction with MAO-A and MAO-B. © 2021 Elsevier Inc. Academic Press Inc. 452068 English Article |
author |
Qazi S.U.; Naz A.; Hameed A.; Osra F.A.; Jalil S.; Iqbal J.; Shah S.A.A.; Mirza A.Z. |
spellingShingle |
Qazi S.U.; Naz A.; Hameed A.; Osra F.A.; Jalil S.; Iqbal J.; Shah S.A.A.; Mirza A.Z. Semicarbazones, thiosemicarbazone, thiazole and oxazole analogues as monoamine oxidase inhibitors: Synthesis, characterization, biological evaluation, molecular docking, and kinetic studies |
author_facet |
Qazi S.U.; Naz A.; Hameed A.; Osra F.A.; Jalil S.; Iqbal J.; Shah S.A.A.; Mirza A.Z. |
author_sort |
Qazi S.U.; Naz A.; Hameed A.; Osra F.A.; Jalil S.; Iqbal J.; Shah S.A.A.; Mirza A.Z. |
title |
Semicarbazones, thiosemicarbazone, thiazole and oxazole analogues as monoamine oxidase inhibitors: Synthesis, characterization, biological evaluation, molecular docking, and kinetic studies |
title_short |
Semicarbazones, thiosemicarbazone, thiazole and oxazole analogues as monoamine oxidase inhibitors: Synthesis, characterization, biological evaluation, molecular docking, and kinetic studies |
title_full |
Semicarbazones, thiosemicarbazone, thiazole and oxazole analogues as monoamine oxidase inhibitors: Synthesis, characterization, biological evaluation, molecular docking, and kinetic studies |
title_fullStr |
Semicarbazones, thiosemicarbazone, thiazole and oxazole analogues as monoamine oxidase inhibitors: Synthesis, characterization, biological evaluation, molecular docking, and kinetic studies |
title_full_unstemmed |
Semicarbazones, thiosemicarbazone, thiazole and oxazole analogues as monoamine oxidase inhibitors: Synthesis, characterization, biological evaluation, molecular docking, and kinetic studies |
title_sort |
Semicarbazones, thiosemicarbazone, thiazole and oxazole analogues as monoamine oxidase inhibitors: Synthesis, characterization, biological evaluation, molecular docking, and kinetic studies |
publishDate |
2021 |
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Bioorganic Chemistry |
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115 |
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doi_str_mv |
10.1016/j.bioorg.2021.105209 |
url |
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85111864760&doi=10.1016%2fj.bioorg.2021.105209&partnerID=40&md5=3fe1ec1423acfbc4cbcfbad2b2205f25 |
description |
A series of semicarbazone, thiosemicarbazone, thiazole, and oxazole derivatives were designed, synthesized, and examined for monoamine oxidase inhibition using two isoforms, i.e., MAO-A and MAO-B. Among all the analogues, 3c and 3j possessed substantial activity against MAO-A with IC50 values of 5.619 ± 1.04 µM and 0.5781 ± 0.1674 µM, respectively. Whereas 3d and 3j were active against monoamine oxidase B with the IC50 values of 9.952 ± 1.831 µM and 3.5 ± 0.7 µM, respectively. Other derivatives active against MAO-B were 3c and 3g with the IC50 values of 17.67 ± 5.6 µM and 37.18 ± 2.485 µM. Moreover, molecular docking studies were achieved for the most potent compound (3j) contrary to human MAO-A and MAO-B. Kinetic studies were also performed for the most potent analogue to evaluate its mode of interaction with MAO-A and MAO-B. © 2021 Elsevier Inc. |
publisher |
Academic Press Inc. |
issn |
452068 |
language |
English |
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Article |
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record_format |
scopus |
collection |
Scopus |
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1809677596609216512 |