Part-1: Design, synthesis and biological evaluation of novel bromo-pyrimidine analogs as tyrosine kinase inhibitors

Munikrishnappa, Chandrashekar S.; Puranik, Sangamesh B.; Kumar, G.V. Suresh; Prasad, Y. Rajendra

doi:10.1016/j.ejmech.2016.04.056

Cited by 17 publications

(7 citation statements)

References 22 publications

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“…To investigate the relationship between anticancer activity and PI3K inhibitory activity, the cytotoxicity of these compounds was primarily screened and evaluated by MTS assay in vitro according to the method of Munikrishnappa [39], working with five cancer cell lines (human cervical carcinoma cell line Hela, human liver carcinoma cell line HepG2, human non-small cell lung cancer cell line H1299, human colorectal cancer cell line HCT-116, and human breast carcinoma cell line MCF-7), and rigosertib was used as a reference compound. The in vitro antiproliferative activities are summarized and presented in Table 2.…”

Section: Resultsmentioning

confidence: 99%

Design, Synthesis and Preliminary Biological Evaluation of Benzylsulfone Coumarin Derivatives as Anti-Cancer Agents

et al. 2019

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In this work, a series of benzylsulfone coumarin derivatives 5a–5o were synthesized and characterized. Kinase inhibitory activity assay indicated that most of the compounds showed considerable activity against PI3K. Anti-tumor activity studies of the active compounds were also carried out in vitro on the Hela, HepG2, H1299, HCT-116, and MCF-7 tumor cell lines by MTS assay. The structure–activity relationships (SARs) of these compounds were analyzed in detail. Compound 5h exhibited the most potent activities against the mentioned cell lines with IC50 values ranging from 18.12 to 32.60 μM, followed by 5m with IC50 values of 29.30–42.14 μM. Furthermore, 5h and 5m clearly retarded the migration of Hela cells in vitro. Next, an in silico molecular docking study was conducted to evaluate the binding models of 5h and 5m towards PI3Kα and PI3Kβ. Collectively, the above findings suggested that compounds 5h and 5m might be promising PI3K inhibitors deserving further investigation for cancer treatment.

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Section: Resultsmentioning

confidence: 99%

Design, Synthesis and Preliminary Biological Evaluation of Benzylsulfone Coumarin Derivatives as Anti-Cancer Agents

et al. 2019

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“…To investigate the relationship between anticancer activity and tyrosine kinase inhibitory activity, these compounds were further evaluated for in vitro cytotoxicity against five cancer cell lines (human cervical carcinoma cell line HeLa, human breast carcinoma cell line MCF-7, human liver carcinoma cell line HepG2, human tongue carcinoma cell line SCC-15, and human lung carcinoma A549) using MTS assay [ 29 ]. Indo 5 was also used as a reference compound.…”

Section: Resultsmentioning

confidence: 99%

Design, Synthesis and Preliminary Biological Evaluation of Novel Benzyl Sulfoxide 2-Indolinone Derivatives as Anticancer Agents

et al. 2017

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In this work, a series of novel benzyl sulfoxide 2-indolinone derivatives was designed and synthesized as potent anticancer agents. Tyrosine kinase inhibitory activity assay indicated that most of the compounds showed significant activity. The in vitro antiproliferative activity of these compounds was further investigated against five human cancer cell lines (HeLa, HepG2, MCF-7, SCC-15, and A549). Several compounds exhibited evident activities. Among them, (Z)-3-(((4-bromobenzyl)sulfinyl)methylene)indolin-2-one (6j) and (Z)-3-((benzylsulfinyl)methylene)-5-bromoindolin-2-one (6o) were found to be effective tyrosine kinase inhibitors (IC50 = 1.34 and 2.69 μM, respectively) in addition to having noteworthy antitumor potential (the average IC50 value of 6j or 6o was less than 40 μM). This class of novel derivatives has promising potential for further development as anticancer agents.

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“…The pyrimidine nucleus, as well as other nitrogenous heterocyclic systems, have been considered in the design of various compounds with diverse biological properties, especially for the development of new anti-tumor agents [5][6][7][8].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 4-chloro-2-methyl-6-(4-(trifluoromethoxy)phenyl)pyrimidine, C₁₂H₈ClF₃N₂O

Bertrand

Salas

Brito

2017

Zeitschrift Für Kristallographie - New Crystal Structures

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CCDC no.: 1474902The asymmetric unit of the title crystal structure is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters. Source of materialThe title compound suitable was obtained from: 4,6-dichloro-2-methylpyrimidine (100 mg, 0.61 mmol) and (4-(trifluoromethoxy)phenyl)boronic acid (189 mg, 0.92 mmol) in dioxane (2 mL), which were added to a solution of dichlorido-bis(triphenylphosphine)palladium(II) (17 mg, 0.024 mmol) and Cs 2 CO 3 2 M (1 mL, 2 mmol). The mixture was stirred at 80°C for 30 min. in a microwave reactor. The mixture was cooled to room temperature and extracted

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Part-1: Design, synthesis and biological evaluation of novel bromo-pyrimidine analogs as tyrosine kinase inhibitors

Cited by 17 publications

References 22 publications

Design, Synthesis and Preliminary Biological Evaluation of Benzylsulfone Coumarin Derivatives as Anti-Cancer Agents

Design, Synthesis and Preliminary Biological Evaluation of Benzylsulfone Coumarin Derivatives as Anti-Cancer Agents

Design, Synthesis and Preliminary Biological Evaluation of Novel Benzyl Sulfoxide 2-Indolinone Derivatives as Anticancer Agents

Crystal structure of 4-chloro-2-methyl-6-(4-(trifluoromethoxy)phenyl)pyrimidine, C₁₂H₈ClF₃N₂O

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Part-1: Design, synthesis and biological evaluation of novel bromo-pyrimidine analogs as tyrosine kinase inhibitors

Cited by 17 publications

References 22 publications

Design, Synthesis and Preliminary Biological Evaluation of Benzylsulfone Coumarin Derivatives as Anti-Cancer Agents

Design, Synthesis and Preliminary Biological Evaluation of Benzylsulfone Coumarin Derivatives as Anti-Cancer Agents

Design, Synthesis and Preliminary Biological Evaluation of Novel Benzyl Sulfoxide 2-Indolinone Derivatives as Anticancer Agents

Crystal structure of 4-chloro-2-methyl-6-(4-(trifluoromethoxy)phenyl)pyrimidine, C12H8ClF3N2O

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Crystal structure of 4-chloro-2-methyl-6-(4-(trifluoromethoxy)phenyl)pyrimidine, C₁₂H₈ClF₃N₂O