In vitro antifungal activity of polyfunctionalized 2-(hetero)arylquinolines prepared through imino Diels–Alder reactions

Gómez, Carlos M. Meléndez; Kouznetsov, Vladímir V.; Sortino, Maximiliano; Álvarez, Sandra Lorena; Zacchino, Susana

doi:10.1016/j.bmc.2008.07.079

Cited by 60 publications

(23 citation statements)

References 33 publications

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“…No structural exigencies could be observed regarding the toxic effects. 42,43 Due to some antifungals are actives against T. cruzi 27,28 we decided to evaluate the designed anti-T. cruzi agents for its in vitro antifungal properties. To determine the antifungal activity, microorganisms from the American Type Culture Collection (ATCC) or clinical isolates provided by the Centro de Referencia Micobiológica (CEREMIC) from Facultad de Ciencias Bioquímicas y Farmacéuticas (Argentina) or Control Lab from Río de Janeiro (Brazil) were used (Table 3).…”

Section: (I) +mentioning

confidence: 99%

5-Nitrofuranes and 5-nitrothiophenes with anti-Trypanosoma cruzi activity and ability to accumulate squalene

Gerpe

Álvarez

Benítez

et al. 2009

Bioorganic & Medicinal Chemistry

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Section: (I) +mentioning

confidence: 99%

5-Nitrofuranes and 5-nitrothiophenes with anti-Trypanosoma cruzi activity and ability to accumulate squalene

Gerpe

Álvarez

Benítez

et al. 2009

Bioorganic & Medicinal Chemistry

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“…Fascinated by multifarious bioactivity of quinoline various researchers and scientists are still engaged in developing potent molecule based on quinoline such as Rao et al [15] have reported the synthesis of multisubstituted quinolines from Baylis-Hillman adduct and tested for antimicrobial activity. Likewise various polyfunctionalized 2-(hetero)arylquinolines were prepared by Kouznetsov et al [16] through imino Diels-Alder reactions and evaluated for antifungal activity. Prompted by these findings and in continuation of our research for bioactive Correspondence: Suresh Kumar, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Jamia Hamdard, New Delhi-110062, India.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and In‐vitro Antimicrobial Activity of Secondary and Tertiary Amines Containing 2‐Chloro‐6‐methylquinoline Moiety

Kumar

Bawa

Kaushik

et al. 2011

Archiv der Pharmazie

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A number of secondary and tertiary amines bearing 2-chloro-6-methylquinoline were synthesized by nucleophilic substitution reaction of 3-(chloromethyl)-2-chloro-6-methylquinoline with substituted aromatic primary and secondary amines in presence of catalytic amount of triethylamine (TEA) and K(2)CO(3). All the compounds were characterized by combined use of IR, (1)H-NMR, (13)C-NMR, mass spectral data, and microanalyses. The newly synthesized quinolinyl amines were screened in vitro for their antifungal activity against Aspergillus niger MTCC 281, Aspergillus flavus MTCC 277, Monascus purpureus MTCC 369, Penicillium citrinum NCIM 768 and for antibacterial activity strains viz. Escherichia coli NCTC 10418, Staphylococcus aureus NCTC 65710, and Pseudomonas aeruginosa NCTC 10662 by agar diffusion technique. Results of the preliminary screening revealed that some of the compounds mainly those with electron withdrawing groups in the phenyl ring showed promising antifungal activity.

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“…Heterocyclic systems with a quinoline are widely used in medicinal chemistry 17 and display many different biological activities such as antiparasitic, 18 antibacterial, 2 cytotoxic and antineoplastic, 19 antimycobacterial, 20 and antiinflammatory activities. 21 The biological activities of quinolin-4(1H)-one moiety depend on the bicyclic heteroaromatic pharmacophore as well as on the peripheral substituents and their spatial relationship.…”

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confidence: 99%

Synthesis and biological evaluation of a new series of 4-alkoxy-2-arylquinoline derivatives as potential antituberculosis agents

Tosun¹,

Arslan²,

İskefiyeli³

et al. 2015

Turk J Chem

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Three new series of 33 quinolone compounds, 2-(2-, 3-, and 4-fluorophenyl)-4-O-alkyl(C 5−15) quinolines (7ak, 8a-k, and 9a-k), were synthesized from 2-(2-, 3-, and 4-fluorophenyl)-2,3-dihydroquinolin-4(1H )-one (4, 5, and 6) by the reaction of alkyl halides under basic conditions in DMF. The new compounds 7a-k, 8a-k, and 9a-k were synthesized from flavonones 4-6, which can be considered new precursors for quinoline synthesis through a one-step reaction. All the target compounds (7a-k, 8a-k, and 9a-k) were evaluated for their in vitro antimicrobial activity against nine test microorganisms. They showed the most activity against Mycobacterium smegmatis with minimum inhibitory concentrations (MIC) of 62.5-500 µ g/mL, indicating their potential uses as antituberculosis agents. Among them 8a-k (m-fluoride) were the most active compounds against M. smegmatis (MIC, 62.5-125 µ g/mL). The newly synthesized title compounds were also evaluated for their in vitro antioxidant activities using DPPH• radical scavenging and FRAP tests. They showed at a low concentration (mg/mL) a range of SC 50 values of 0.03-12.48 mg/mL (DPPH•) and 0-722 µ M (FRAP), respectively. The antioxidant results of compounds 7a-k, 8a-k, and 9a-k revealed that the length of the alkyl chain was negatively correlated with antioxidant capacity.

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In vitro antifungal activity of polyfunctionalized 2-(hetero)arylquinolines prepared through imino Diels–Alder reactions

Cited by 60 publications

References 33 publications

5-Nitrofuranes and 5-nitrothiophenes with anti-Trypanosoma cruzi activity and ability to accumulate squalene

5-Nitrofuranes and 5-nitrothiophenes with anti-Trypanosoma cruzi activity and ability to accumulate squalene

Synthesis and In‐vitro Antimicrobial Activity of Secondary and Tertiary Amines Containing 2‐Chloro‐6‐methylquinoline Moiety

Synthesis and biological evaluation of a new series of 4-alkoxy-2-arylquinoline derivatives as potential antituberculosis agents

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