Probing phenylcarbamoylazinane-1,2,4-triazole amides derivatives as lipoxygenase inhibitors along with cytotoxic, ADME and molecular docking studies.


Journal

Bioorganic chemistry
ISSN: 1090-2120
Titre abrégé: Bioorg Chem
Pays: United States
ID NLM: 1303703

Informations de publication

Date de publication:
02 2021
Historique:
received: 02 09 2020
revised: 24 10 2020
accepted: 30 11 2020
pubmed: 16 12 2020
medline: 14 9 2021
entrez: 15 12 2020
Statut: ppublish

Résumé

Hunting small molecules as anti-inflammatory agents/drugs is an expanding and successful approach to treat several inflammatory diseases such as cancer, asthma, arthritis, and psoriasis. Besides other methods, inflammatory diseases can be treated by lipoxygenase inhibitors, which have a profound influence on the development and progression of inflammation. In the present study, a series of new N-alkyl/aralky/aryl derivatives (7a-o) of 2-(4-phenyl-5-(1-phenylcarbamoyl)piperidine-4H-1,2,4-triazol-3-ylthio)acetamide was synthesized and screened for their inhibitory potential against the enzyme 15-lipoxygenase. The simple precursor ethyl piperidine-4-carboxylate (a) was successively converted into phenylcarbamoyl derivative (1), hydrazide (2), semicarbazide (3) and N-phenylated 5-(1-phenylcarbamoyl)piperidine-1,2,4-triazole (4), then in combination with electrophiles (6a-o) through further multistep synthesis, final products (7a-o) were generated. All the synthesized compounds were characterized by FTIR,

Identifiants

pubmed: 33317840
pii: S0045-2068(20)31823-X
doi: 10.1016/j.bioorg.2020.104525
pii:
doi:

Substances chimiques

Acetanilides 0
Lipoxygenase Inhibitors 0
Soybean Proteins 0
Triazoles 0
Arachidonate 15-Lipoxygenase EC 1.13.11.33

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

104525

Informations de copyright

Copyright © 2020 Elsevier Inc. All rights reserved.

Auteurs

Saima Muzaffar (S)

Department of Chemistry, Baghdad-ul-Jadeed Campus, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan.

Wardah Shahid (W)

Department of Chemistry, Baghdad-ul-Jadeed Campus, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan.

Naheed Riaz (N)

Department of Chemistry, Baghdad-ul-Jadeed Campus, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan. Electronic address: nrch322@yaoo.com.

Muhammad Saleem (M)

Department of Chemistry, Baghdad-ul-Jadeed Campus, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan.

Muhammad Ashraf (M)

Department of Chemistry, Baghdad-ul-Jadeed Campus, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan. Electronic address: dr.m.ashraf@gmail.com.
Department of Chemistry, Government College University Lahore, Lahore 54000, Pakistan.

Bushra Bashir (B)

Department of Chemistry, Baghdad-ul-Jadeed Campus, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan.

Ayesha Kaleem (A)

Department of Chemistry, Baghdad-ul-Jadeed Campus, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan.

Mariya Al-Rashida (M)

Department of Chemistry, Forman Christian College (A Chartered University), Ferozepur Road Lahore, Lahore 54600, Pakistan.

Bikash Baral (B)

Department of Biochemistry, University of Turku, Tykistökatu 6, Finland.

Keshab Bhattarai (K)

Department of Pharmaceutical Biology, Auf der Morgenstelle 8, 72076, University of Tuebingen, Tuebingen, Germany.

Harald Gross (H)

Department of Pharmaceutical Biology, Auf der Morgenstelle 8, 72076, University of Tuebingen, Tuebingen, Germany.

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Classifications MeSH