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Literature DB >> 12113816

The synthesis and effect of fluorinated chalcone derivatives on nitric oxide production.

Javier Rojas¹, Miguel Payá, José N Dominguez, M Luisa Ferrándiz.

Abstract

Dimethoxy- and trimethoxychalcone derivatives, with various patterns of fluorination, were synthesized and evaluated for their influence on nitric oxide production. Some of them, chalcones 1, 5, 7, 10, 11 and 17, inhibited NO production with an IC(50) in the submicromolar range; 17 is especially noteworthy because of its potency (IC(50) 30nM). These effects were not the consequence of a direct inhibitory action on enzyme activity but the inhibition of enzyme expression.

Entities: Chemical

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Year: 2002 PMID： 12113816 DOI： 10.1016/s0960-894x(02)00317-7

Source DB: PubMed Journal: Bioorg Med Chem Lett ISSN： 0960-894X Impact factor: 2.823

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Cited

12 in total

1. Chalcones bearing a 3,4,5-trimethoxyphenyl motif are capable of selectively inhibiting oncogenic K-Ras signaling.

Authors: Sarah E Kovar; Cody Fourman; Christine Kinstedt; Brandon Williams; Christopher Morris; Kwang-Jin Cho; Daniel M Ketcha
Journal: Bioorg Med Chem Lett Date: 2020-03-28 Impact factor: 2.823

2. Novel chalcone derivatives as potent Nrf2 activators in mice and human lung epithelial cells.

Authors: Vineet Kumar; Sarvesh Kumar; Mohammad Hassan; Hailong Wu; Rajesh K Thimmulappa; Amit Kumar; Sunil K Sharma; Virinder S Parmar; Shyam Biswal; Sanjay V Malhotra
Journal: J Med Chem Date: 2011-05-19 Impact factor: 7.446

3. (E)-3-(Biphenyl-4-yl)-1-(3-bromo-phen-yl)prop-2-en-1-one.

Authors: Grzegorz Dutkiewicz; C S Chidan Kumar; H S Yathirajan; B Narayana; Maciej Kubicki
Journal: Acta Crystallogr Sect E Struct Rep Online Date: 2009-10-28

4. Therapeutic administration of 3,4,5-trimethoxy-4'-fluorochalcone, a selective inhibitor of iNOS expression, attenuates the development of adjuvant-induced arthritis in rats.

Authors: Javier Rojas; Miguel Payá; Isabel Devesa; José N Dominguez; M Luisa Ferrándiz
Journal: Naunyn Schmiedebergs Arch Pharmacol Date: 2003-08-02 Impact factor: 3.000

10. Synthesis and Evaluation of Antiplasmodial Activity of 2,2,2-Trifluoroethoxychalcones and 2-Fluoroethoxy Chalcones against Plasmodium falciparum in Culture.

Authors: Kavita Devi; Vinoth Rajendran; T M Rangarajan; Rishi Pal Singh; Prahlad C Ghosh; Manjula Singh
Journal: Molecules Date: 2018-05-14 Impact factor: 4.411

The synthesis and effect of fluorinated chalcone derivatives on nitric oxide production.

1. Chalcones bearing a 3,4,5-trimethoxyphenyl motif are capable of selectively inhibiting oncogenic K-Ras signaling.

2. Novel chalcone derivatives as potent Nrf2 activators in mice and human lung epithelial cells.

3. (E)-3-(Biphenyl-4-yl)-1-(3-bromo-phen-yl)prop-2-en-1-one.

4. Therapeutic administration of 3,4,5-trimethoxy-4'-fluorochalcone, a selective inhibitor of iNOS expression, attenuates the development of adjuvant-induced arthritis in rats.

5. Microwave assisted solvent free synthesis of 1,3-diphenylpropenones.

6. (E)-3-(2,6-Dichloro-phen-yl)-1-(4-methoxy-phen-yl)prop-2-en-1-one.

7. 2,3-Dibromo-3-(4-chloro-phen-yl)-1-(2-hy-droxy-phen-yl)propan-1-one.

8. (2E)-1-(3-Bromo-phen-yl)-3-(4,5-dimeth-oxy-2-nitro-phen-yl)prop-2-en-1-one.

Review 9. Emerging role of Garcinol, the antioxidant chalcone from Garcinia indica Choisy and its synthetic analogs.

10. Synthesis and Evaluation of Antiplasmodial Activity of 2,2,2-Trifluoroethoxychalcones and 2-Fluoroethoxy Chalcones against Plasmodium falciparum in Culture.