Semicarbazones, thiosemicarbazone, thiazole and oxazole analogues as monoamine oxidase inhibitors: Synthesis, characterization, biological evaluation, molecular docking, and kinetic studies

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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Published in:Bioorganic Chemistry
Main Author: Qazi S.U.; Naz A.; Hameed A.; Osra F.A.; Jalil S.; Iqbal J.; Shah S.A.A.; Mirza A.Z.
Format: Article
Language:English
Published: Academic Press Inc. 2021
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-85111864760&doi=10.1016%2fj.bioorg.2021.105209&partnerID=40&md5=3fe1ec1423acfbc4cbcfbad2b2205f25
id 2-s2.0-85111864760
spelling 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
container_title Bioorganic Chemistry
container_volume 115
container_issue
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
format Article
accesstype
record_format scopus
collection Scopus
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