Novel series of 3-amino-N-(4-aryl-1,1-dioxothian-4-yl)butanamides as potent and selective dipeptidyl peptidase IV inhibitors
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References and notes (22)
- et al.
J. Med. Chem.
(2005)Curr. Opin. Investig. Drugs
(2005) - et al.
Eur. J. Biochem.
(1993) Curr. Pharm. Des.
(2001)et al.Diabetologia
(2004)et al.Am. J. Physiol. Endocrinol. Metab.
(2004)J. Med. Chem.
(2004)- et al.
Eur. J. Pharmacol.
(2000)et al.Diabetes
(1998)et al.Diabetes
(2002) - et al.
Diabetes
(1998)Expert Opin. Investig. Drugs
(2003)et al.Expert Opin. Investig. Drugs
(2004)et al.Expert Opin. Emerg. Drugs
(2006) - et al.
Curr. Med. Chem.
(1999)et al.Expert Opin. Ther. Pat.
(2003)J. Med. Chem.
(2004)et al.Expert Opin. Ther. Pat.
(2005) - et al.
J. Med. Chem.
(2003)Expert Opin. Investig. Drugs
(2006) - et al.
J. Med. Chem.
(2005)et al.Bioorg. Med. Chem. Lett.
(2007) - et al.
J. Med. Chem.
(2007)
Diabetes Obes. Metab.
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2021, Bioorganic and Medicinal ChemistryCitation Excerpt :In vivo assay was carried out using ICR mice and it was found that compound 64c at a dose of 1, 3 and 10 mg/kg decrease the blood glucose level in dose dependent manner. Further, it was concluded that investigation of these compounds can lead to a novel DPP-4 inhibitor115. Zhu et al., studied the crystal structure of DPP-4 with sitagliptin and found that a sub pocket is formed by catalytic residue of Ser630 and hydrophobic ring of sitagliptin i.e. trifluorobenzyl group occupied nearby residues.
Drug discovery approaches targeting the incretin pathway
2020, Bioorganic ChemistryCitation Excerpt :They represent another binding conformation as we call it type B. Sitagliptin was the first DPP-4 inhibitor available in the market, and the first β-amino acid analog that has inspired scientist to further structural modifications. Myriad studies based on β-amino acid skeleton have derived a lot of novel potent DPP-4 inhibitors [69–78]. With the expansion of chemical library, different core structures other than β-amino acid were discovered [47,48,79–87].
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2018, European Journal of Medicinal ChemistryCitation Excerpt :Compound 19 (0.48 nM) showed strong DPP-4 inhibitory activity compared to marketed DPP-4 inhibitors with excellent selectivity against various DPP-4 homologues. Series of compounds were synthesized and evaluated for their inhibitory activity toward DPP-4 [45]. Among them, compound 20 (36 nM) exhibited comparable activity with a positive control, Sitagliptin (16 nM).
Organocatalytic Asymmetric Synthesis of Tetrahydrothiophenes and Tetrahydrothiopyrans
2017, European Journal of Organic ChemistryInhibition activity of new thiazole hydrazones towards mild steel corrosion in acid media by thermodynamic, electrochemical and quantum chemical methods
2016, Journal of the Taiwan Institute of Chemical EngineersCitation Excerpt :Detailed procedure for the synthesis of inhibitors and spectral data are provided briefly in Section 1 of the supplementary data. Synthesis of 4-(4-methoxy-phenyl)-thiazole-2-carboxylic acid ethyl ester (Compound 3): Compound 3 was synthesized from 2-bromo-1-(4-methoxy-phenyl)-ethanone (compound 1) and amino-thioxo-acetic acid ethyl ester (compound 2) according to the reported procedure [22]. Synthesis of 4-(4-methoxy-phenyl)-thiazole-2-carboxylic acid hydrazide (Compound 4): Reported procedure [23] from literature was used to synthesize compound 4 from compound 3.