Synthesis of 4-aminoquinoline analogues and their platinum(II) complexes as new antileishmanial and antitubercular agents

Carmo, Arturene Maria Lino; Silva, Flavia M. C.; Machado, Patrícia de Almeida; Fontes, Ana Paula Soares; Pavan, Fernando Rogério; Leite, Clarice Queico Fujimura; Leite, Sérgio Roberto de Andrade; Coimbra, Elaine Soares; Silva, Vânia Lúcia da

doi:10.1016/j.biopha.2011.01.003

Cited by 54 publications

(32 citation statements)

References 25 publications

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“…However, these compounds (27) showed poor activity (MIC: 12.5-250 mg/mL) compared to the standard drug INH (0.03 mg/mL). Also, platinum-complexed compounds (27a) did not award any improvement in activity 22 . These compounds were found to be cytotoxic on mouse peritoneal macrophages (cytotoxic IC 50 : 6.90-13.36 mg/mL).…”

Section: -Substituted Quinolinesmentioning

confidence: 94%

“…Three series of quinoline-4-yl-1,2,3-triazoles possessing substituted amides (22), sulphonamides (23) and amidopiperazines (24) were developed and evaluated for their antimycobacterial activity 20 . All three series of compounds displayed moderate-to-good activity against M. tuberculosis (MIC: 0.625-1.25 mg/mL) compared with INH and rifampicin (MIC: 0.7 and 0.5 mg/mL, respectively).…”

Section: -Substituted Quinolinesmentioning

confidence: 99%

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Quinoline and quinolones: promising scaffolds for future antimycobacterial agents

Singh

Kaur

Mangla

et al. 2014

Journal of Enzyme Inhibition and Medicinal Chemistry

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Tuberculosis (TB) is still a major health concern worldwide. The increasing incidences of multi-drug-resistant tuberculosis (MDR-TB) necessitate the development of new anti-TB drugs acting via novel mode of action. The search of newer drugs for TB led to the identification of several quinoline-based antimycobacterial agents against both the drug-sensitive and MDR-TB. These agents have been designed by substituting quinoline scaffold with diverse chemical functionalities as well as by modifying quinoline/quinolone-based antibacterial drugs. Several of quinoline/quinolone derivatives displayed excellent antimycobacterial activity and were found free of cytotoxicity. This review highlights the critical aspects of design and structure-activity relationship of quinoline-and quinolone-based antimycobacterial agents.

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Section: -Substituted Quinolinesmentioning

confidence: 94%

Section: -Substituted Quinolinesmentioning

confidence: 99%

Quinoline and quinolones: promising scaffolds for future antimycobacterial agents

Singh

Kaur

Mangla

et al. 2014

Journal of Enzyme Inhibition and Medicinal Chemistry

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“…The antileishmanial activity was determined by the colorimetric 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide (MTT) method based on tetrazolium salt reduction by mitochondrial dehydrogenases (21,22). Briefly, promastigotes from a logarithmic phase culture were suspended to yield 2 million cells ⁄ mL (L. amazonensis) or 3 million cells ⁄ mL (L. braziliensis) after Neubauer chamber counting.…”

Section: Pharmacologymentioning

confidence: 99%

“…Concerning the amastigotes in vitro model, inflammatory macrophages were obtained from BALB ⁄ c mice previously inoculated intraperitoneally with 2 mL of 3% thioglycollate medium (Sigma) (22,23). Briefly, peritoneal macrophages were plated at 2 · 10 6 cells ⁄ mL on coverslips (13 mm diameter) previously arranged in a 24-well plate in RPMI 1640 medium supplemented with 10% inactivated FBS and allowed to adhere for 24 h at 37°C in 5% CO 2 .…”

Section: Pharmacologymentioning

confidence: 99%

Effect of 3‐Alkylpyridine Marine Alkaloid Analogues in Leishmania Species Related to American Cutaneous Leishmaniasis

et al. 2012

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These authors contributed equally in this work.A series of oxygenated analogues of marine 3-alkylpyridine alkaloids were synthesized, and their leishmanicidal activity was assayed. All compounds were prepared from 3-pyridinepropanol in few steps and in good yields. The key step for the synthesis of these compounds was a classic Williamson etherification under phase-transfer conditions. Besides toxicity in peritoneal macrophages, the compounds exhibited a significant leishmanicidal activity. Of twelve compounds tested, five showed a strong leishmanicidal activity against promastigote forms of Leishmania amazonensis and L. braziliensis with IC 50 below 10 lM. Compounds 11, 14, 15, and 16 showed a strong leishmanicidal activity on intracellular amastigotes (IC 50 values of 2.78; 0.27; 1.03, and 1.33 lM, respectively), which is unlikely to be owing to the activation of nitric oxide production by macrophages.

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“…The quinoline ring system and aliphatic side chain is crucial for the mode of action of chloroquine [12][13][14]. 4-Aminoquinoline bioisoster and their platinum (II) complexes showed anti-leishmanial and antitubercular activities [15]. Quinolines are structurally diverse group of compounds present in numerous natural products and are also the object of extensive synthetic research.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Antimicrobial Activity of Benzo[H][1,6]Naphthyridine Derivatives

BT¹,

PP²

2016

J Org Inorg Chem

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Synthesis of 4-aminoquinoline analogues and their platinum(II) complexes as new antileishmanial and antitubercular agents

Cited by 54 publications

References 25 publications

Quinoline and quinolones: promising scaffolds for future antimycobacterial agents

Quinoline and quinolones: promising scaffolds for future antimycobacterial agents

Effect of 3‐Alkylpyridine Marine Alkaloid Analogues in Leishmania Species Related to American Cutaneous Leishmaniasis

Synthesis and Antimicrobial Activity of Benzo[H][1,6]Naphthyridine Derivatives

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