TY - JOUR
T1 - Design and synthesis of hydrazinecarbothioamide sulfones as potential antihyperglycemic agents
AU - Aly, Ashraf A.
AU - Hassan, Alaa A.
AU - Makhlouf, Maysa M.
AU - Alshammari, Mohammed B.
AU - Mohamed Naguib Abdel Hafez, Sara
AU - Refaie, Marwa M.M.
AU - Bräse, Stefan
AU - Nieger, Martin
AU - Ramadan, Mohamed
N1 - Publisher Copyright:
© 2021 Deutsche Pharmazeutische Gesellschaft
PY - 2021/5
Y1 - 2021/5
N2 - New hydrazinecarbothioamides with a phenylsulfonyl group were synthesized and their structures were identified by different spectroscopic data (1H NMR, 13C 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.
AB - New hydrazinecarbothioamides with a phenylsulfonyl group were synthesized and their structures were identified by different spectroscopic data (1H NMR, 13C 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.
KW - 4-substituted hydrazinecarbothioamides
KW - antihyperglycemic activity
KW - bis(2-(phenylsulfonyl)-ethyl)sulfane
KW - glutathione
KW - malondialdehyde
KW - sulfonylalkylthiosemicarbazide
UR - http://www.scopus.com/inward/record.url?scp=85099262360&partnerID=8YFLogxK
U2 - 10.1002/ardp.202000336
DO - 10.1002/ardp.202000336
M3 - Article
C2 - 33410162
AN - SCOPUS:85099262360
SN - 0365-6233
VL - 354
JO - Archiv der Pharmazie
JF - Archiv der Pharmazie
IS - 5
M1 - 2000336
ER -
