Antimalarial activity of 4-(5-trifluoromethyl-1H-pyrazol-1-yl)-chloroquine analogues

Cúnico, Wilson; Cechinel, Cleber A.; Bonacorso, Hélio G.; Martins, Marcos A. P.; Zanatta, Nilo; Souza, Marcus V. N. de; Freitas, Isabela O.; Soares, Rodrigo Pedro; Krettli, Antoniana U.

doi:10.1016/j.bmcl.2005.10.033

Cited by 118 publications

(38 citation statements)

References 26 publications

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“…Analogues of purines have been identified as lead compounds for therapy against a number of diseases (Adachi, Motomatsu, & Yara, 1979;Alvarez, Lee, & Abel-Santos;Cairo & Bishop, 2004;Cassera, Zhang, Hazleton, & Schramm, 2011;Cunico et al, 2006;Hosaka, Suzuki, & Kumada, 2011;Keough et al, 2006;Ogilvie et al, 1984;Yang et al, 2010). Purine base analogues can also be used to identify interactions of individual functional groups in the natural substrate in the protein complex.…”

Section: Significancementioning

confidence: 98%

Solution structures of purine base analogues 6-chloroguanine, 8-azaguanine and allopurinol

Gogia

Puranik

2013

Journal of Biomolecular Structure and Dynamics

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Analogues of purine bases are highly relevant in the biological context and have been implicated as drug molecules for therapy against a number of diseases. Additionally, these molecules have been implicated to have a role in the prebiotic RNA world. However, experimental data on the structures of these molecules in aqueous solution is lacking. In this work, we report the ultraviolet resonance Raman spectra of 6-chloroguanine, 8-azaguanine and allopurinol, obtained with 260 nm excitation. The reported spectra have been assigned to normal modes computed from density functional theory (B3LYP/6-31G (d,p)) calculations. This work has been useful in identifying the solution-state structures of these molecules at neutral pH. We find that the guanine analogues 6-chloroguanine and 8-azaguanine exist as keto-N9H and keto-N7H tautomers in solution, respectively. On the other hand, the hypoxanthine analogue allopurinol exists as a mixture of keto-N9H and keto-N8H tautomers in solution. We predict that this work would be particularly useful in future vibrational studies where these molecules are present in complexes with their target proteins.

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Section: Significancementioning

confidence: 98%

Solution structures of purine base analogues 6-chloroguanine, 8-azaguanine and allopurinol

Gogia

Puranik

2013

Journal of Biomolecular Structure and Dynamics

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“…Compounds having pyrazoline moity are known to possess anti-inflammatory 31 , antimalarial 32 , antitubercular 33 , antidepressant 34 activities.…”

Section: Oriental Journal Of Chemistrymentioning

confidence: 99%

Synthesis, Characterization and Biological Evaluation of Some Novel Thiophene Anchored Fluorinated Heterocycles

Karale¹,

Akolkar²,

Burungale³

et al. 2015

Orient. J. Chem

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“…Thus, thiazole nucleus has been much studied in the field of medicinal chemistry. Quinolines are a class of nitrogen heterocycles, present in large number of natural and synthetic compounds which exhibit strong biological activities such as antibacterial [21], antifungal [22], antiamoebic [23], antileishmanial [24], antimalarial [25], antitumor [26], immunosuppressive [27], analgesic, vasorelaxing [28], antiplasmodial [29], anticonvulsant, and antihypertensive [30] activities.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, Antimicrobial, DNA Cleavage, andIn VitroCytotoxic Studies of Some Metal Complexes of Schiff Base Ligand Derived from Thiazole and Quinoline Moiety

Yernale

Mruthyunjayaswamy

2014

Bioinorganic Chemistry and Applications

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A novel Schiff base ligand N-(4-phenylthiazol-2yl)-2-((2-thiaxo-1,2-dihydroquinolin-3-yl)methylene)hydrazinecarboxamide (L) obtained by the condensation of N-(4-phenylthiazol-2-yl)hydrazinecarboxamide with 2-thioxo-1,2-dihydroquinoline-3-carbaldehyde and its newly synthesized Cu(II), Co(II), Ni(II), and Zn(II) complexes have been characterized by elemental analysis and various spectral studies like FT-IR, 1H NMR, ESI mass, UV-Visible, ESR, TGA/DTA, and powder X-ray diffraction studies. The Schiff base ligand (L) behaves as tridentate ONS donor and forms the complexes of type [ML(Cl)2] with square pyramidal geometry. The Schiff base ligand (L) and its metal complexes have been screened in vitro for their antibacterial and antifungal activities by minimum inhibitory concentration (MIC) method. The DNA cleavage activity of ligand and its metal complexes were studied using plasmid DNA pBR322 as a target molecule by gel electrophoresis method. The brine shrimp bioassay was also carried out to study the in vitro cytotoxicity properties for the ligand and its metal complexes against Artemia salina. The results showed that the biological activities of the ligand were found to be increased on complexation.

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Antimalarial activity of 4-(5-trifluoromethyl-1H-pyrazol-1-yl)-chloroquine analogues

Cited by 118 publications

References 26 publications

Solution structures of purine base analogues 6-chloroguanine, 8-azaguanine and allopurinol

Solution structures of purine base analogues 6-chloroguanine, 8-azaguanine and allopurinol

Synthesis, Characterization and Biological Evaluation of Some Novel Thiophene Anchored Fluorinated Heterocycles

Synthesis, Characterization, Antimicrobial, DNA Cleavage, andIn VitroCytotoxic Studies of Some Metal Complexes of Schiff Base Ligand Derived from Thiazole and Quinoline Moiety

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