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Synthesis and Evaluation of New Bis‐1,3,4,2‐triazaphospholinoalkane Derivatives as In Vitro α‐Amylase and Lipase Inhibitors
Author(s) -
Hamzaoui Salwa,
Ben Salah Bochra,
Hamden Khaled,
Rekik Awatef,
Kossentini Mohamed
Publication year - 2015
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.201400283
Subject(s) - chemistry , lipase , amylase , proton nmr , enzyme , stereochemistry , in vitro , carbon 13 nmr , alkyl , organic chemistry , biochemistry
A series of new 1,ω‐bis‐(5‐alkyl‐2‐oxide‐3‐tosyl‐1,3,4,2‐triazaphospholino)alkanes 2 and 3 were prepared in good yields by the treatment of 1,ω‐bis‐(1‐tosylamidrazone)alkanes 1 with two molar equivalents of phosphoryl trichloride and phenylphosphonic dichloride, respectively. All the newly synthesized compounds were characterized by IR, 1 H NMR, 13 C NMR, 31 P NMR, and elemental analysis. All the new compounds were screened for their inhibitory effect on the key enzymes related to diabetes and obesity, as α‐amylase and lipase. The in vitro study revealed that these alkane derivatives exert an inhibitory action against these key enzymes, especially 2b with an IC 50 of 16 μg/mL against α‐amylase and lipase. Overall, the findings of the current study indicate that 2d exhibits attractive properties and can therefore be considered for future application in the development of antidiabetic and hypolipidemic drugs.