Synthesis, Reactions and Antimicrobial Activity of Some New 3-Substituted Indole Derivatives

Abstract

Reaction of indole-3-carboxaldehydes 4 with hydrazine derivatives and different substituted acid hydrazides afforded the corresponding hydrazine derivatives 5a-c and acid hydrazide derivatives 7-11 respectively. Condensation of indole-3-carboxaldehydes 4 with phenacyl bromide and thiourea gives 1,3-thiazol-2-amine derivative 18. On the other hand, reaction 4 with 3-acetylchromene-2-one afforded chalcone derivative 19. Compound 4 undergoing Knoevenagel condensation with cyanoacetamide, ethyl cyanoacetate, benzimidazol-2-ylacetonitrile, rhodanine-3-acetic acid, 2,3-dihydropyrimidin-4-one derivative and 2,4-dihydropyrazol-3-one afforded the compounds 20a,b, 22, 23, 27 and 28 respectively. The structure of the newly synthesized compounds has been confirmed by elemental analysis and spectra data. The antimicrobial activities of the some newly synthesized compounds were measured and showed that most of them have high activities.

Functionally Substituted Chemical Organic Compounds: Potential Antimicrobial Substances

“…Figure 4 shows the scheme of structure of compounds which showed maximum antibacterial activity [13]. [27]. A series of 44 N,N-dibenzylcyclohexane-1,2-diamine derivatives were synthesized, characterized and examined for antibacterial properties against gram positive and gram negative bacteria and antifungal properties against Candida albicans, Candida glabrata and Geotrichum candidium.…”

Synthesis, Molecular Docking and Antimicrobial Evaluation of New Tetrahydrobenzothienopyrimidine Derivatives

“…The MIC of synthesized compounds were carried out by broth micro dilution method [17] Method -Broth micro dilution method A polystyrene tray containing 80 wells is filled with small volumes of serial two-fold dilutions of different antibiotics. The inoculum suspension and standardization is done according to McFarland standard.…”

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“…The completion of the reaction was monitored by TLC. The reaction mass was diluted with ethyl acetate (250 cm 3 ) and washed with sodium bicarbonate solution (10%, 50 cm 3 ) and 1.5N HCl solution (50) followed by water (50 cm 3 ) and brine (50 cm 3 ). It was finally dried over sodium sulphate (10.0 g) and concentrated under reduced pressure.…”

“…Compound 1 (8 g, 0.02428 mol, 1.0 eq) was dissolved in dry methylene dichloride (80 cm 3 ) and the mixture was cooled to o to 5 °C. Trifluoroacetic acid (8.3 g, 0.07284 mol, 3.0 eq) was added slowly to the cooled mixture and stirred for 2-3 hr at ambient temperature.…”

“…The reaction mixture was concentrated under reduced pressure and the crude was dissolved in methylene dichloride (100mL). The organic layer was washed with brine (50 cm 3 ) and dried over sodium sulphate (10 g). The organic layer was concentrated under reduced vaccum.…”