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Design and synthesis of hydrazinecarbothioamide sulfones as potential antihyperglycemic agents
Author(s) -
Aly Ashraf A.,
Hassan Alaa A.,
Makhlouf Maysa M.,
Alshammari Mohammed B.,
Mohamed Naguib Abdel Hafez Sara,
Refaie Marwa M. M.,
Bräse Stefan,
Nieger Martin,
Ramadan Mohamed
Publication year - 2021
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.202000336
Subject(s) - streptozotocin , malondialdehyde , chemistry , oxidative stress , glutathione , diabetes mellitus , proton nmr , antioxidant , stereochemistry , pharmacology , biochemistry , endocrinology , medicine , enzyme
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.