Design, Synthesis, In Silico and In Vitro Studies for New Nitric Oxide-Releasing Indomethacin Derivatives with 1,3,4-oxadiazole-2-thiol Scaffold.


Journal

International journal of molecular sciences
ISSN: 1422-0067
Titre abrégé: Int J Mol Sci
Pays: Switzerland
ID NLM: 101092791

Informations de publication

Date de publication:
30 Jun 2021
Historique:
received: 25 05 2021
revised: 25 06 2021
accepted: 25 06 2021
entrez: 2 7 2021
pubmed: 3 7 2021
medline: 22 7 2021
Statut: epublish

Résumé

Starting from indomethacin (IND), one of the most prescribed non-steroidal anti-inflammatory drugs (NSAIDs), new nitric oxide-releasing indomethacin derivatives with 1,3,4-oxadiazole-2-thiol scaffold (NO-IND-OXDs,

Identifiants

pubmed: 34209248
pii: ijms22137079
doi: 10.3390/ijms22137079
pmc: PMC8267937
pii:
doi:

Substances chimiques

Oxadiazoles 0
1,3,4-oxadiazole 20O2F20OUR
Nitric Oxide 31C4KY9ESH
Cyclooxygenase 2 EC 1.14.99.1
PTGS2 protein, human EC 1.14.99.1
Indomethacin XXE1CET956

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Subventions

Organisme : AUF-IFA
ID : 28/2019
Organisme : University of Medicine and Pharmacy "Grigore T. Popa" of Iasi
ID : 6985/2020
Organisme : FEDER under projects Valbiocosm FEDER-FSE
ID : 2017-EX003202
Organisme : CHembio FEDER-FSE 2014-2020-EX003677
ID : EX003677
Organisme : Techsab FEDER-FSE 2014-2020-EX011313
ID : EX011313
Organisme : the SFR neuroimagerie (SFR FED 4224), the Labex programs SYNORG
ID : ANR-11-LABX-0029
Organisme : IRON
ID : ANR-11-LABX-0018-01

Références

Eur J Med Chem. 2020 Aug 15;200:112338
pubmed: 32497960
J Med Chem. 2007 Apr 5;50(7):1658-67
pubmed: 17335187
Mini Rev Med Chem. 2018;18(3):216-233
pubmed: 28137242
Am J Prev Cardiol. 2020 Nov 21;4:100130
pubmed: 34327481
Bioorg Med Chem Lett. 2017 Sep 15;27(18):4298-4301
pubmed: 28838690
Mini Rev Med Chem. 2012 Jul;12(8):789-801
pubmed: 22512560
Langmuir. 2011 Sep 6;27(17):10977-85
pubmed: 21744819
Molecules. 2018 Dec 18;23(12):
pubmed: 30567416
Arthritis Res Ther. 2008;10 Suppl 2:S4
pubmed: 19007429
Mol Cell Proteomics. 2017 Feb;16(2):310-326
pubmed: 27913581
Bioorg Med Chem. 2017 Apr 1;25(7):2167-2176
pubmed: 28284866
Bioorg Chem. 2021 Mar;108:104551
pubmed: 33353807
Methods Mol Biol. 2011;704:1-13
pubmed: 21161625
Eur J Med Chem. 2017 Jan 27;126:369-383
pubmed: 27907875
RSC Adv. 2020 Aug 20;10(51):30848-30857
pubmed: 35516063
Biomed Pharmacother. 2021 Jul;139:111678
pubmed: 33964802
Bioorg Med Chem Lett. 2019 Apr 1;29(7):873-877
pubmed: 30755337
Methods Enzymol. 1997;277:208-30
pubmed: 18488311
Anal Sci. 2014;30(7):717-21
pubmed: 25007929
Alzheimers Dement (N Y). 2018 Sep 06;4:575-590
pubmed: 30406177
Curr Opin Pharmacol. 2014 Dec;19:17-23
pubmed: 24956584
Clin Chim Acta. 2019 Mar;490:194-199
pubmed: 30201373
Nat Rev Drug Discov. 2016 Aug;15(8):551-67
pubmed: 27020098
Methods Enzymol. 2008;436:3-19
pubmed: 18237624
Bioorg Chem. 2020 Dec;105:104439
pubmed: 33161252
Drug Discov Today. 2015 Jul;20(7):863-73
pubmed: 25794602
J Comput Chem. 2009 Dec;30(16):2785-91
pubmed: 19399780
J Med Chem. 2007 Dec 13;50(25):6367-82
pubmed: 17994684
Bioorg Chem. 2019 Mar;83:6-19
pubmed: 30339863
Trends Cardiovasc Med. 2016 Nov;26(8):675-680
pubmed: 27238053
Eur J Med Chem. 2017 Dec 1;141:306-321
pubmed: 29031075
Molecules. 2020 Mar 10;25(5):
pubmed: 32164357
Future Med Chem. 2017 Aug;9(12):1361-1376
pubmed: 28771028
Molecules. 2017 Sep 09;22(9):
pubmed: 28891941
J Med Chem. 2012 Jul 26;55(14):6582-94
pubmed: 22716043
Br J Cancer. 2014 Jul 8;111(1):61-7
pubmed: 24874482
Inflammopharmacology. 2007 Dec;15(6):252-9
pubmed: 18236016
Eur Cardiol. 2019 Apr;14(1):50-59
pubmed: 31131037
Headache. 2016 Feb;56(2):436-46
pubmed: 26865183
Nat Protoc. 2016 May;11(5):905-19
pubmed: 27077332
Life Sci. 2020 Nov 1;260:118258
pubmed: 32818542
Bioorg Chem. 2019 Nov;92:103220
pubmed: 31493708
Bioorg Med Chem. 2012 Feb 15;20(4):1442-60
pubmed: 22269278
Bioorg Med Chem. 2013 May 1;21(9):2462-70
pubmed: 23541836
Drug Discov Today. 2014 Dec;19(12):1871-82
pubmed: 25172801
Nature. 2008 Jul 24;454(7203):428-35
pubmed: 18650913
Front Oncol. 2018 Mar 19;8:42
pubmed: 29616186
Eur J Med Chem. 2017 Dec 1;141:427-439
pubmed: 29040953
Nitric Oxide. 2015 Feb 15;45:35-42
pubmed: 25681154
Bioorg Med Chem. 2017 Oct 15;25(20):5468-5476
pubmed: 28835350
J Med Chem. 2012 Mar 8;55(5):1817-30
pubmed: 22185670
J Pharm Pharmacol. 1968 Mar;20(3):169-73
pubmed: 4385045
Bioorg Med Chem. 2009 Jun 1;17(11):3829-37
pubmed: 19419878
Sci Rep. 2021 Jun 17;11(1):12740
pubmed: 34140558
Heart Lung Circ. 2021 Feb;30(2):197-206
pubmed: 33039279
Bioorg Med Chem Lett. 2020 Apr 15;30(8):127028
pubmed: 32085970
Bioorg Med Chem Lett. 2009 Mar 15;19(6):1647-9
pubmed: 19233650
J Agric Food Chem. 2006 Oct 4;54(20):7429-36
pubmed: 17002404
Nat Med. 2019 Dec;25(12):1822-1832
pubmed: 31806905
EMBO Mol Med. 2021 Jan 11;13(1):e12828
pubmed: 33159417
Environ Pollut. 2020 Oct 20;273:115891
pubmed: 33497943
Proteins. 1992 Apr;12(4):345-64
pubmed: 1579569
Nat Metab. 2020 Oct;2(10):1113-1125
pubmed: 32989316
Dig Liver Dis. 2021 May;53(5):558-565
pubmed: 33541800
Aging Dis. 2018 Feb 1;9(1):143-150
pubmed: 29392089
BMC Chem. 2020 Dec 7;14(1):70
pubmed: 33372629
Neuropharmacology. 2012 Jun;62(7):2154-68
pubmed: 22361232
Arch Pharm (Weinheim). 2014 Dec;347(12):923-35
pubmed: 25303727
Assay Drug Dev Technol. 2019 Aug;17(6):285-291
pubmed: 31532713
Future Med Chem. 2019 Mar;11(6):499-510
pubmed: 30892944
Rheumatol Int. 2012 Jun;32(6):1491-502
pubmed: 22193214
Eur J Med Chem. 2018 May 10;151:158-172
pubmed: 29609121
Pharmacol Ther. 2021 Feb;218:107670
pubmed: 32891711
Structure. 2017 Dec 5;25(12):1916-1927
pubmed: 29174494
Eur J Pharmacol. 2020 Dec 5;888:173585
pubmed: 32971092
J Nat Prod. 1998 May;61(5):706-8
pubmed: 9599286
Biomed Pharmacother. 2018 Nov;107:1302-1310
pubmed: 30257345
Bioorg Chem. 2019 Jun;87:765-772
pubmed: 30974299
Heliyon. 2020 Mar 31;6(3):e03683
pubmed: 32258501
Mol Med Rep. 2009 Jul-Aug;2(4):533-7
pubmed: 21475861
Free Radic Biol Med. 2015 Oct;87:204-25
pubmed: 26117324
Chirality. 2014 Sep;26(9):497-501
pubmed: 25042763
Biomed Pharmacother. 2017 Oct;94:499-513
pubmed: 28780468
J Agric Food Chem. 2002 Jun 19;50(13):3713-7
pubmed: 12059148
Int J Mol Sci. 2020 Nov 30;21(23):
pubmed: 33266208
Molecules. 2020 Dec 10;25(24):
pubmed: 33322054
Altern Lab Anim. 2001 May-Jun;29(3):309-24
pubmed: 11387026
Biomed Pharmacother. 2017 Jan;85:182-201
pubmed: 27940398
Sci Rep. 2019 May 23;9(1):7737
pubmed: 31123286
Chemphyschem. 2013 Aug 5;14(11):2441-9
pubmed: 23780704
Altern Lab Anim. 2007 Mar;35(1):123-36
pubmed: 17411361
J Med Chem. 2009 Aug 27;52(16):5058-68
pubmed: 20560642
Int J Immunopathol Pharmacol. 2016 Dec;29(4):562-571
pubmed: 27707958
Biomed Pharmacother. 2018 May;101:553-562
pubmed: 29514128
Eur J Med Chem. 2020 Nov 15;206:112672
pubmed: 32798790
J Biol Chem. 2003 Nov 14;278(46):45763-9
pubmed: 12925531
Org Lett. 2011 May 20;13(10):2516-9
pubmed: 21506595
Pharm Pract (Granada). 2016 Jan-Mar;14(1):648
pubmed: 27011773
Therapie. 2019 Apr;74(2):271-277
pubmed: 30477749
J Biol Chem. 2010 Nov 5;285(45):34950-9
pubmed: 20810665
Neuron. 2002 Aug 1;35(3):419-32
pubmed: 12165466
BMJ. 2016 Sep 28;354:i4857
pubmed: 27682515
Bioorg Med Chem. 2008 Apr 15;16(8):4523-31
pubmed: 18328715
Eur J Med Chem. 2011 Sep;46(9):4178-83
pubmed: 21745701
Bioorg Chem. 2016 Dec;69:102-120
pubmed: 27750057

Auteurs

Alexandru Sava (A)

Department of Analytical Chemistry, Faculty of Pharmacy, "Grigore T. Popa" University of Medicine and Pharmacy of Iași, 16 University Street, 700115 Iasi, Romania.
Institut de Chimie Organique et Analytique ICOA, CNRS UMR 7311, Université d'Orléans, 45067 Orléans, France.

Frederic Buron (F)

Institut de Chimie Organique et Analytique ICOA, CNRS UMR 7311, Université d'Orléans, 45067 Orléans, France.

Sylvain Routier (S)

Institut de Chimie Organique et Analytique ICOA, CNRS UMR 7311, Université d'Orléans, 45067 Orléans, France.

Alina Panainte (A)

Department of Analytical Chemistry, Faculty of Pharmacy, "Grigore T. Popa" University of Medicine and Pharmacy of Iași, 16 University Street, 700115 Iasi, Romania.

Nela Bibire (N)

Department of Analytical Chemistry, Faculty of Pharmacy, "Grigore T. Popa" University of Medicine and Pharmacy of Iași, 16 University Street, 700115 Iasi, Romania.

Sandra Mădălina Constantin (SM)

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, "Grigore T. Popa" University of Medicine and Pharmacy of Iași, 16 University Street, 700115 Iasi, Romania.

Florentina Geanina Lupașcu (FG)

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, "Grigore T. Popa" University of Medicine and Pharmacy of Iași, 16 University Street, 700115 Iasi, Romania.

Alin Viorel Focșa (AV)

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, "Grigore T. Popa" University of Medicine and Pharmacy of Iași, 16 University Street, 700115 Iasi, Romania.

Lenuţa Profire (L)

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, "Grigore T. Popa" University of Medicine and Pharmacy of Iași, 16 University Street, 700115 Iasi, Romania.

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Classifications MeSH