Design and synthesis of sulfonamide derivatives of pyrrolidine and piperidine as anti-diabetic agents.

Design and synthesis of sulfonamide derivatives of pyrrolidine and piperidine as anti-diabetic agents.

European journal of medicinal chemistry (2014-12-02)

Radhika Sharma, Shubhangi S Soman

RESUMEN

Type 2 diabetes (T2D) is a lifestyle disease affecting millions of people worldwide. Various therapies are available for the management of T2D and dipeptidyl peptidase-IV (DPP-IV) inhibition has emerged as a promising therapy for the treatment of type 2 diabetes (T2D). Here we report design, synthesis and in vitro efficacy of sulfonamide derivatives of pyrrolidine and piperidine as anti-diabetic agents. Amongst all the compounds synthesized in this series, 9a, is the most potent (IC50 = 41.17 nM).

MATERIALES

Número de producto

Marca

Descripción del producto

34860

Sigma-Aldrich

Metanol, suitable for HPLC, ≥99.9%

179337

Sigma-Aldrich

Metanol, ACS reagent, ≥99.8%

151874

Sigma-Aldrich

Dimetil sulfóxido-d₆, 99.9 atom % D

34856

Sigma-Aldrich

Diclorometano, suitable for HPLC, ≥99.8%, contains amylene as stabilizer

319902

Sigma-Aldrich

Acetato de etilo, ACS reagent, ≥99.5%

34885

Sigma-Aldrich

Metanol, suitable for HPLC, gradient grade, ≥99.9%

34858

Sigma-Aldrich

Acetato de etilo, suitable for HPLC, ≥99.7%

D65100

Sigma-Aldrich

Diclorometano, contains 40-150 ppm amylene as stabilizer, ACS reagent, ≥99.5%

239313

Sigma-Aldrich

Sulfato de sodio, ACS reagent, ≥99.0%, anhydrous, granular

650463

Sigma-Aldrich

Diclorometano, HPLC Plus, for HPLC, GC, and residue analysis, ≥99.9%, contains 50-150 ppm amylene as stabilizer

238597

Sigma-Aldrich

Sulfato de sodio, ACS reagent, ≥99.0%, anhydrous, powder

646377

Sigma-Aldrich

Metanol, HPLC Plus, ≥99.9%

650528

Sigma-Aldrich

Acetato de etilo, HPLC Plus, for HPLC, GC, and residue analysis, 99.9%

270997

Sigma-Aldrich

Diclorometano, anhydrous, ≥99.8%, contains 40-150 ppm amylene as stabilizer

221864

Sigma-Aldrich

Bromuro de potasio, ≥99% trace metals basis

296147

Sigma-Aldrich

Dimetil sulfóxido-d₆, 99.9 atom % D, contains 0.03 % (v/v) TMS

322415

Sigma-Aldrich

Metanol, anhydrous, 99.8%

243418

Sigma-Aldrich

Bromuro de potasio, ACS reagent, ≥99.0%

179957

Sigma-Aldrich

Metanol, Laboratory Reagent, ≥99.6%

439193

Sigma-Aldrich

Metanol, suitable for HPLC, gradient grade, suitable as ACS-grade LC reagent, ≥99.9%

175943

Sigma-Aldrich

Dimetil sulfóxido-d₆, 99.5 atom % D

32213

Sigma-Aldrich

Metanol, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥99.8% (GC)

32222

Sigma-Aldrich

Diclorometano, puriss. p.a., ACS reagent, reag. ISO, ≥99.9% (GC)

E9884

Sigma-Aldrich

Ethylenediaminetetraacetic acid, ACS reagent, 99.4-100.6%, powder

320269

Sigma-Aldrich

Diclorometano, ACS reagent, ≥99.5%, contains 40-150 ppm amylene as stabilizer

154903

Sigma-Aldrich

Metanol, ACS spectrophotometric grade, ≥99.9%

S9627

Sigma-Aldrich

Sulfato de sodio, ReagentPlus^®, ≥99.0%

320390

Sigma-Aldrich

Metanol, ACS reagent, ≥99.8%

E6758

Sigma-Aldrich

Ethylenediaminetetraacetic acid, anhydrous, crystalline, BioReagent, suitable for cell culture

33211

Sigma-Aldrich

Acetato de etilo, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥99.5% (GC)