Synthesis and antidepressant-like activity evaluation of sulphonamides and sulphonyl-hydrazones

Abstract

In this study a series of sulphonamides and sulphonyl hydrazones of maleimide, naphthalimide and phthalimide derivatives was synthesized. The antidepressant effect of these compounds was evaluated by the forced-swimming test in mice. The behavioural parameter observed in this test is a reduction in the immobility time, which is indicative of antidepressant activity. All compounds, except 8, 11 and 24, were active as antidepressants. The most active compound was the sulphonyl-hydrazone 10 which showed an activity of around 72.02% at 60 mg/kg, it thus being more active than imipramine (10mg/kg, ip), a commercial antidepressant. Other important results were obtained for the benzylnaphthalimide derivatives, the sulphonamides 21 and 22 showing activity of 64% at 10mg/kg, also being more active than imipramine. These results indicate that the sulphonamides and sulphonyl-hydrazone cyclic imide derivatives are potential compounds for use in the designing of new candidates for the treatment of depression.

Luminescent 1,8‐Naphthalimide‐Derived ReI Complexes: Syntheses, Spectroscopy, X‐ray Structure and Preliminary Bioimaging in Fission Yeast Cells

“…Ligands ( L1–7 ) were isolated, through one or two steps (Scheme ), from commercially available 4‐chloro‐1,8‐naphthalic anhydride. L1 has been previously reported. The first step involved conversion to 4‐ or 3‐picolyl 4‐chloro‐substituted species ( L1–3 ).…”

Structural modifications of coumarin derivatives: Determination of antioxidant and lipoxygenase (LOX) inhibitory activity

“…The hydrazone group is found in natural and synthetic products of biological interest and consequently they are widely used in organic synthesis for new drug development. 34 In particular, dihydralazine and nifuroxazide are clinically effective drug molecules. 35,36 Dihydralazine is a drug with antihypertensive properties and it belongs to the hydrazinophthalazine chemical class, while nifuroxazide, is an oral nitrofuran antibiotic and it is used as an intestinal antiseptic.…”

A review exploring biological activities of hydrazones

“…Certain anticonvulsant bishydrazones (72) and hydrazones (73) were developed by Kulandasamy et al . [67] de Oliveira et al .,[68] synthesized and evaluated the antidepressant activity of hydrazones (74). Gökhan-Kelekçi et al .,[69] synthesized hydrazone derivatives (75, 76), reported their selective MAO-B inhibition and hence useful in the treatment of depression [Figure 4].…”