Synthesis and Antifungal Activity of Diaryl Hydrazones From 2,4-Dinitrophenylhydrazine

Abstract

A new series of diarylhydrazones derived from 2,4-dinitrophenylhydrazine were synthesized via condensation with aromatic aldehydes whose structures have been determined by mass spectrometry, infrared spectroscopy, and nuclear magnetic resonance spectra. Yields were 50-99%. All compounds were screened in vitro for their antifungal activity. Preliminary results indicated that compounds 3g and 3h exhibited promising antifungal potency. Understanding of the structure of these compounds establishes a preliminary structure-activity relationship to form the basis of further investigation.

Electrochemical sensor based on polyoxometalate immobilized using a layer-by-layer assembly process to detect 2,4-dinitrophenylhydrazine

“…As shown in Scheme 1, the reduction reaction of 2,4-DNPH proceeds with the transfer of eight electrons and eight protons to yield 2,4-dihydroxylaminephenylhydrazine (2,4-DHAPH) by controlling the reduced potential window. 40 On the one hand, at the catalytically reduced potentials (E p ), all four POMs in the oxidized state are reduced to POMs in the reduced state, as shown in equation (1), and then the POMs in the reduced state react with 2,4-DNPH to produce 2,4-DHAPH and POMs in the oxidized state due to the reversible redox property of POMs, as shown in equation (2); on the other hand, the reduced electron numbers of the four POMs at the reduced potentials (E p ) are 4 for PW 12 , 6 for P 2 W 18 , 10 for P 5 W 30 and 16 for P 8 W 48 . 41 Therefore, all four POMs display electrocatalytic activity for the reduction of 2,4-DNPH and P 8 W 48 exhibits the best electrocatalytic performance due to high electron transfer numbers of 16.…”

“…2,4-DNPH is commonly used in qualitative tests for carbonyl groups in aldehydes and ketones. [1][2][3][4] Its main source is industrial wastewater and exhaust gas emissions, resulting in environmental pollution being a severe hazard to people's health. It has been shown that 2,4-DNPH has potential carcinogenic and mutagenic effects, and has potential for damaging DNA damage and as a mutagen, thus it is considered as a dangerous substrate due to its toxic effects on cell DNA.…”

Attempts to Access a Series of Pyrazoles Lead to New Hydrazones with Antifungal Potential against Candida species including Azole-Resistant Strains

“…and showed bioactivity against C. albicans , C. glabrata and C. tropicalis, with MIC values ranging from 4 to 128 µg/mL ( Figure 1 ) [ 9 ]. Moderate antifungal potency was also registered for hydrazone D , bearing electro-withdrawing substituents on C. glabrata and C. tropicalis ( Figure 1 ) [ 10 ]. In this report, a new series of hydrazones was synthesized and identified as effective on Candida spp., including azole- or echinocandin-resistant strains (compounds 1a – o , Figure 1 ).…”

Unexpected Simple and Catalyst‐Free Condensation Reaction of Spiro Dihydrofurans with 2,4‐Dinitrophenylhydrazine, Thiosemicarbazide, and Hydroxylamine for the Synthesis of Novel Corresponding 4,4,6′,6′‐Tetramethyl‐3′‐aryl‐3′,5′,6′,7′‐tetrahydrospiro[cyclohexane‐1,2′‐indole]‐4′,6(1′H)‐diones: Crystal Structure

“…Some of 2,4‐dinitrophenylhydrazone derivatives have antimicrobial activity, such as 2,4‐dinitrophenylhydrazone derivative of 1‐indanone with a potent antimicrobial activity against Gram‐negative bacterial strains . To date, many of hydrazone derivatives and their biological activities have been reported by proceeding studies and researches .…”