Design, synthesis and anti-microbial activity of 1H-pyrazole carboxylates

Sridhar, R.; Perumal, Paramasivan T.; Etti, S.; Shanmugam, Ganesh; Ponnuswamy, M. N.; Prabavathy, V. R.; Mathivanan, N.

doi:10.1016/j.bmcl.2004.09.066

Cited by 185 publications

(63 citation statements)

References 10 publications

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“…Compound 5 bearing a 4-chloro group on the phenyl ring, showed better inhibition when compared to the other tested compounds. Pyrazole-4-carboxamides have already been reported to be antimicrobial [24]. Here, we expected that the amide derivatives of pyrazole would have similar activity to pyrazole-4-carboxamides or pyrazole-4-carboxylates.…”

Section: Microbiologymentioning

confidence: 95%

“…This antibiotic was reported to possess a broad spectrum of antimicrobial and antiviral activities in addition to being active against several tumor cell lines [23]. Furthermore, 1H-pyrazole-4-carboxylates and the corresponding amide derivatives were exhibited good antimicrobial activity [24]. Traditionally small molecules have been a reliable source for discovering novel biologically active compounds.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and antinociceptive-antimicrobial activities of some new amide derivatives of 3,5-di/-and 1,3,5-trimethylpyrazoles

Koçyığıt‐Kaymakcioğlu

Toklu

İkiz

et al. 2008

Journal of Enzyme Inhibition and Medicinal Chemistry

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Some N-(3,5-di-/1,3,5-trimethylpyrazole-4-yl)-4-substitutedbenzamide derivatives were prepared as possible antiociceptiveantimicrobial agents. New amide derivatives (3-12) were synthesized by reacting 4-amino-3,5-di and 1,3,5-trimethylpyrazoles with 4-substitutedbenzoyl chlorides. Hotplate and tail-immersion tests were used for the determination of the antinociceptive activity. Morphine, was used as a standard test drug. All compounds were administered at a dose of 100 mg/kg ip and some of them had significant antinociceptive activity in both tests. Compound 10 (N-(1,3,5-trimethylpyrazole-4-yl)-4-bromobenzamide), was the most active one in both tests among the compounds. The antinociceptive activity of the compounds 10, 11 (N-(1,3,5-trimethylpyrazole-4-yl)-4-chlorobenzamide), and 12 (N-(1,3,5-trimethylpyrazole-4-yl)-4-fluorobenzamide), started at 30 minutes and continued up to 150 minutes in the hotplate test. Also compounds were tested for their in vitro antimicrobial activity, but exhibited weak antibacterial activity.

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Section: Microbiologymentioning

confidence: 95%

Section: Introductionmentioning

confidence: 99%

Synthesis and antinociceptive-antimicrobial activities of some new amide derivatives of 3,5-di/-and 1,3,5-trimethylpyrazoles

Koçyığıt‐Kaymakcioğlu

Toklu

İkiz

et al. 2008

Journal of Enzyme Inhibition and Medicinal Chemistry

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“…Figure 1 showed the basic structural requirements (pharmacophoric features) of histone deacetylase 1 inhibitors; i) Surface recognition Group, ii) Linker group, iii) metal binding group [12]. In addition, it showed some reported histone deacetylase 1 inhibitors with illustration of pharmacophoric features as Vorinostat I [13], Panobinostat II [14], Belinostat III [15], R306465 IV [16] and compound V [17]. Optimistic spectra were recorded on a Bruker 400 MHz Spectrophotometer.…”

Section: Experimental Chemistrymentioning

confidence: 99%

Design, Synthesis, Molecular Modelling and Biological Evaluation of Novel α-Naphtholhydroxamate Derivatives as Potential Anticancer Agents

Abdelrahim¹,

Mohan²,

Albarrati³

et al. 2016

Med chem (Los Angeles)

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Chemotherapy is one of the treatment options for cancer. A major problem in cancer chemotherapy is the lack of selective toxicity of many commonly used anti-cancer agents towards tumor tissue compared to normal tissue. Studies have shown that α-naphthol is selectively toxic to cultures of human tumor tissue compared to normal tissues in vitro. Hence, this study was conducted to synthesize a series of new hydroxamate derivatives containing α-naphthol nucleus by the reaction of naphthol acetic acid with amino acid methyl ester derivatives which were directly reacted with hydroxyl amine at room temperature. Structures of these compounds were confirmed by standard studies of IR, 1 H NMR, 13 CNMR, MS and elemental analysis. The cytotoxicity of the synthesized compounds were studied using the MTT assay in four human cancer cell lines, including HepG2, PC-3, HT-29 and MCF-7. Among the compounds, compound 6 g and 6 h exhibited a significant cytotoxicity against almost all the used cells including the normal cells . Further studies have shown that the cell death observed was closely associated with generation of reactive oxygen species (ROS). In this study, other naphthol derivatives have shown significant increase in the level of ROS in concentration dependent manner in treated cells. In conclusion, the study has shown that among the synthesized compounds, compounds 6 g , 6 k and 6 h hold the potential for further research. Furthermore, a molecular docking of the tested compounds was carried out to investigate their binding pattern with the prospective target, HDAC (PDB-code: 1T69).

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“…Literature survey reveals that pyrazole derivatives are well known to have antibacterial [26] , antifungal [27] , antiinflammatory [28] , antitubercular [29] , antidepressant, anticonvulsant [30] , antioxidant [31] , anticancer [32] and antiviral [33] activities. The pyrazolotetrazole nucleus has been studied by other researchers with different functional groups [34] .…”

mentioning

confidence: 99%

Synthesis, Antioxidant and Antidiabetic Activity of 1-[(5-Substituted phenyl)-4,5-dihydro-1H-pyrazol-3-yl]-5-phenyl-1H-tetrazole

Kaushik¹,

Kumar²,

Kumar³

2016

pharmaceutical-sciences

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Design, synthesis and anti-microbial activity of 1H-pyrazole carboxylates

Cited by 185 publications

References 10 publications

Synthesis and antinociceptive-antimicrobial activities of some new amide derivatives of 3,5-di/-and 1,3,5-trimethylpyrazoles

Synthesis and antinociceptive-antimicrobial activities of some new amide derivatives of 3,5-di/-and 1,3,5-trimethylpyrazoles

Design, Synthesis, Molecular Modelling and Biological Evaluation of Novel α-Naphtholhydroxamate Derivatives as Potential Anticancer Agents

Synthesis, Antioxidant and Antidiabetic Activity of 1-[(5-Substituted phenyl)-4,5-dihydro-1H-pyrazol-3-yl]-5-phenyl-1H-tetrazole

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