1507-93-3Relevant academic research and scientific papers
Potent antimicrobial agents against azole-resistant fungi based on pyridinohydrazide and hydrazomethylpyridine structural motifs
Backes, Gregory L.,Jursic, Branko S.,Neumann, Donna M.
, p. 3397 - 3407 (2015/08/03)
Abstract Schiff base derivatives have recently been shown to possess antimicrobial activity, and these derivatives include a limited number of salicylaldehyde hydrazones. To further explore this structure-activity relationship between salicylaldehyde hydrazones and antifungal activity, we previously synthesized and analyzed a large series of salicylaldehyde and formylpyridinetrione hydrazones for their ability to inhibit fungal growth of both azole-susceptible and azole-resistant species of Candida. While many of these analogs showed excellent growth inhibition with low mammalian cell toxicity, their activity did not extend to azole-resistant species of Candida. To further dissect the structural features necessary to inhibit azole-resistant fungal species, we synthesized a new class of modified salicylaldehyde derivatives and subsequently identified a series of modified pyridine-based hydrazones that had potent fungicidal antifungal activity against multiple Candida spp. Here we would like to present our synthetic procedures as well as the results from fungal growth inhibition assays, mammalian cell toxicity assays, time-kill assays and synergy studies of these novel pyridine-based hydrazones on both azole-susceptible and azole-resistant fungal species.
Antibacterial activity of chalcones, hydrazones and oxadiazoles against methicillin-resistant Staphylococcus aureus
Moreira Osório, Thaís,Delle Monache, Franco,Domeneghini Chiaradia, Louise,Mascarello, Alessandra,Regina Stumpf, Taisa,Roberto Zanetti, Carlos,Bardini Silveira, Douglas,Regina Monte Barardi, Célia,De Fatima Albino Smania, Elza,Viancelli, Aline,Ariel Totaro Garcia, Lucas,Augusto Yunes, Rosendo,José Nunes, Ricardo,Smania Jr., Artur
supporting information; experimental part, p. 225 - 230 (2012/02/16)
The increase in antibiotic resistance due to multiple factors has encouraged the search for new compounds which are active against multidrug-resistant pathogens. In this context, chalcones, dihydrochalcones, hydrazones and oxadiazoles were tested against Staphylococcus aureus ATCC 25923 and methicillin-resistant S. aureus (MRSA) isolates, which were obtained from clinical laboratories and were characterized as MRSA using traditional and molecular methods. Among 65 tested compounds, two chalcones, one dihydrochalcone and two hydrazones were active against MRSA. Based on the minimal inhibitory concentration and cytotoxicity, hydrazones provided a better selectivity index than chalcones. Active hydrazones are promising antibiotic-like substances and they should be the subject of further microbiological studies.
Synthesis and analgesic activity of novel N-acylarylhydrazones and isosters, derived from natural safrole
Lima, Patricia C.,Lima, Lidia M.,Da Silva, Kelli Cristine M.,Leda, Paulo Henrique O.,De Miranda, Ana Luisa P.,Fraga, Carlos A. M.,Barreiro, Eliezer J.
, p. 187 - 203 (2007/10/03)
A new series of antinociceptive compounds belonging to the N- acylarylhydrazone (NAH) class were synthesized from natural safrole (7). The most analgesic derivative represented by 10f, [(4'-N,N- dimethylaminobenzylidene-3-(3',4'-methylenedioxyphenyl)propionylhydrazine], was more potent than dipyrone and indomethacin, used as standards. The NAH compounds described herein were structurally planned by molecular hybridization and classical bioisosterism strategies on previously reported analgesic NAH in order to identify the pharmacophoric contribution of the N- acylarylhydrazone moiety and investigate the structure-activity relationship (SAR) in these series. (C) 2000 Editions scientifiques et medicales Elsevier SAS.
