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Arch Pharm (Weinheim) ; 354(5): e2000336, 2021 May.
Article in English | MEDLINE | ID: mdl-33410162

ABSTRACT

New hydrazinecarbothioamides with a phenylsulfonyl group were synthesized and their structures were identified by different spectroscopic data (1 H NMR, 13 C NMR, two-dimensional NMR, mass spectrometry, elemental analysis, and single-crystal X-ray analysis). The mechanism describing the formation of the products was also discussed. The antidiabetic activity of the isolated products was investigated histochemically. The synthesized sulfonylalkylthiosemicarbazide exhibited antihyperglycemic activity in streptozotocin-induced diabetic mice. Compounds 5a and 5c significantly lowered the blood glucose level to 103.3 ± 1.8 and 102 ± 3.9 mg/dl, respectively. Also, they caused a significant decrease in malondialdehyde levels and normalized the glutathione levels in streptozotocin-induced diabetic mice, compared with the diabetic group. The results suggest that the synthesized hydrazinocarbothioamides may effectively inhibit the development of oxidative stress in diabetes.


Subject(s)
Diabetes Mellitus, Experimental/drug therapy , Drug Design , Hydrazines/pharmacology , Hypoglycemic Agents/pharmacology , Thioamides/pharmacology , Animals , Diabetes Mellitus, Experimental/chemically induced , Diabetes Mellitus, Experimental/metabolism , Dose-Response Relationship, Drug , Hydrazines/chemical synthesis , Hydrazines/chemistry , Hypoglycemic Agents/chemical synthesis , Hypoglycemic Agents/chemistry , Male , Mice , Molecular Structure , Oxidative Stress/drug effects , Streptozocin , Structure-Activity Relationship , Thioamides/chemical synthesis , Thioamides/chemistry
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