Design, Synthesis, and Biological Evaluation of a Novel Series of 4-Guanidinobenzoate Derivatives as Enteropeptidase Inhibitors with Low Systemic Exposure for the Treatment of Obesity.


Journal

Journal of medicinal chemistry
ISSN: 1520-4804
Titre abrégé: J Med Chem
Pays: United States
ID NLM: 9716531

Informations de publication

Date de publication:
23 06 2022
Historique:
pubmed: 11 6 2022
medline: 25 6 2022
entrez: 10 6 2022
Statut: ppublish

Résumé

To discover a novel series of potent inhibitors of enteropeptidase, a membrane-bound serine protease localized to the duodenal brush border, 4-guanidinobenzoate derivatives were evaluated with minimal systemic exposure. The

Identifiants

pubmed: 35686954
doi: 10.1021/acs.jmedchem.2c00463
pmc: PMC9234964
doi:

Substances chimiques

Benzoates 0
Guanidines 0
4-guanidinobenzoate 16060-65-4
Enteropeptidase EC 3.4.21.9

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

8456-8477

Références

ACS Med Chem Lett. 2010 Jun 18;1(6):290-4
pubmed: 24900210
Eur J Intern Med. 2015 Mar;26(2):89-94
pubmed: 25634851
Curr Opin Chem Biol. 2016 Oct;34:110-116
pubmed: 27599186
Protein Expr Purif. 2003 Sep;31(1):133-9
pubmed: 12963350
Biochim Biophys Acta. 1956 May;20(2):433-4
pubmed: 13328891
ACS Med Chem Lett. 2012 Apr 04;3(5):411-5
pubmed: 24900485
Curr Gastroenterol Rep. 2014;16(6):394
pubmed: 24828101
JAMA. 2014 Jan 1;311(1):74-86
pubmed: 24231879
Curr Pharm Des. 2012;18(10):1434-45
pubmed: 22300258
Proc Natl Acad Sci U S A. 1994 Aug 2;91(16):7588-92
pubmed: 8052624
J Pharmacol Exp Ther. 2020 Dec;375(3):510-521
pubmed: 33033171
Acta Crystallogr A. 2008 Jan;64(Pt 1):112-22
pubmed: 18156677
Pharmacotherapy. 2000 Mar;20(3):270-9
pubmed: 10730683
Int J Obes (Lond). 2005 Oct;29(10):1168-74
pubmed: 15925949
PLoS One. 2012;7(11):e49612
pubmed: 23185382
JAMA. 2003 Jan 1;289(1):76-9
pubmed: 12503980
Front Biosci (Elite Ed). 2009 Jun 01;1(1):242-9
pubmed: 19482641
Obes Surg. 2015 Oct;25(10):1822-32
pubmed: 25835983
Chem Rev. 2002 Dec;102(12):4501-24
pubmed: 12475199
Pharmacol Res Perspect. 2019 Sep 04;7(5):e00517
pubmed: 31508234
Circulation. 1998 Oct 6;98(14):1472-6
pubmed: 9760304
Bioorg Med Chem Lett. 2009 Sep 15;19(18):5329-33
pubmed: 19674896
Diabetes Care. 2003 Jan;26(1):125-31
pubmed: 12502668
Pharm Res. 2006 Jul;23(7):1460-72
pubmed: 16779700
Am J Surg. 1995 Mar;169(3):361-7
pubmed: 7879845
Pharmacol Res. 2021 Jan;163:105337
pubmed: 33276106
Bioorg Med Chem Lett. 2007 Dec 1;17(23):6638-42
pubmed: 17937983
Diabetes Care. 2004 Jan;27(1):155-61
pubmed: 14693982
Diabetes Obes Metab. 2019 Oct;21(10):2228-2239
pubmed: 31144422
J Med Chem. 2013 Jun 27;56(12):5094-114
pubmed: 23678871
Curr Opin Endocrinol Diabetes Obes. 2013 Oct;20(5):407-11
pubmed: 23974768
Lancet. 1969 Apr 19;1(7599):812-3
pubmed: 4180366
Proteins. 2012 Jul;80(7):1907-10
pubmed: 22488687
FEBS Lett. 1968 Nov;2(1):69-73
pubmed: 11946271
Bioorg Med Chem. 2016 Feb 15;24(4):820-6
pubmed: 26777299

Auteurs

Zenichi Ikeda (Z)

Research, Takeda Pharmaceutical Company Limited, 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Keiko Kakegawa (K)

Research, Takeda Pharmaceutical Company Limited, 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Fumiaki Kikuchi (F)

Research, Takeda Pharmaceutical Company Limited, 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Sachiko Itono (S)

Research, Takeda Pharmaceutical Company Limited, 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Hideyuki Oki (H)

Research, Takeda Pharmaceutical Company Limited, 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Hiroaki Yashiro (H)

Research, Takeda Pharmaceutical Company Limited, 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Hideyuki Hiyoshi (H)

Research, Takeda Pharmaceutical Company Limited, 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Kazue Tsuchimori (K)

Research, Takeda Pharmaceutical Company Limited, 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Kenichi Hamagami (K)

Research, Takeda Pharmaceutical Company Limited, 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Masanori Watanabe (M)

Research Division, SCOHIA PHARMA, Inc., 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Masako Sasaki (M)

Research, Takeda Pharmaceutical Company Limited, 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Youko Ishihara (Y)

Pharmaceutical Sciences, Takeda Pharmaceutical Company Limited, 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Kimio Tohyama (K)

Research, Takeda Pharmaceutical Company Limited, 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Tomoyuki Kitazaki (T)

Research, Takeda Pharmaceutical Company Limited, 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Tsuyoshi Maekawa (T)

Research Division, SCOHIA PHARMA, Inc., 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

Minoru Sasaki (M)

Research, Takeda Pharmaceutical Company Limited, 26-1, Muraokahigashi 2-chome, Fujisawa, Kanagawa 251-8555, Japan.

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Classifications MeSH