Literature DB >> 28488435

Chalcone: A Privileged Structure in Medicinal Chemistry.

Chunlin Zhuang1, Wen Zhang1, Chunquan Sheng1, Wannian Zhang1,2, Chengguo Xing3, Zhenyuan Miao1.   

Abstract

Privileged structures have been widely used as an effective template in medicinal chemistry for drug discovery. Chalcone is a common simple scaffold found in many naturally occurring compounds. Many chalcone derivatives have also been prepared due to their convenient synthesis. These natural products and synthetic compounds have shown numerous interesting biological activities with clinical potentials against various diseases. This review aims to highlight the recent evidence of chalcone as a privileged scaffold in medicinal chemistry. Multiple aspects of chalcone will be summarized herein, including the isolation of novel chalcone derivatives, the development of new synthetic methodologies, the evaluation of their biological properties, and the exploration of the mechanisms of action as well as target identification. This review is expected to be a comprehensive, authoritative, and critical review of the chalcone template to the chemistry community.

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Year:  2017        PMID: 28488435      PMCID: PMC6131713          DOI: 10.1021/acs.chemrev.7b00020

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  357 in total

1.  Activity-based protein profiling: the serine hydrolases.

Authors:  Y Liu; M P Patricelli; B F Cravatt
Journal:  Proc Natl Acad Sci U S A       Date:  1999-12-21       Impact factor: 11.205

Review 2.  Biochemical target isolation for novices: affinity-based strategies.

Authors:  Shin-ichi Sato; Asako Murata; Takashi Shirakawa; Motonari Uesugi
Journal:  Chem Biol       Date:  2010-06-25

3.  An amine-promoted aziridination of chalcones.

Authors:  Yu-Mei Shen; Mei-Xin Zhao; Jiaxi Xu; Yian Shi
Journal:  Angew Chem Int Ed Engl       Date:  2006-12-04       Impact factor: 15.336

4.  Arylglyoxals in synthesis of heterocyclic compounds.

Authors:  Bagher Eftekhari-Sis; Maryam Zirak; Ali Akbari
Journal:  Chem Rev       Date:  2013-01-25       Impact factor: 60.622

5.  Stabilized alpha-helix-catalyzed enantioselective epoxidation of alpha,beta-unsaturated ketones.

Authors:  Masanobu Nagano; Mitsunobu Doi; Masaaki Kurihara; Hiroshi Suemune; Masakazu Tanaka
Journal:  Org Lett       Date:  2010-08-06       Impact factor: 6.005

6.  Isoliquiritigenin isolated from the roots of Glycyrrhiza uralensis inhibits LPS-induced iNOS and COX-2 expression via the attenuation of NF-kappaB in RAW 264.7 macrophages.

Authors:  Ji-Yeon Kim; Seung Jae Park; Kyung-Jin Yun; Young-Wuk Cho; Hee-Juhn Park; Kyung-Tae Lee
Journal:  Eur J Pharmacol       Date:  2008-02-05       Impact factor: 4.432

7.  Chemoprotective properties of phenylpropenoids, bis(benzylidene)cycloalkanones, and related Michael reaction acceptors: correlation of potencies as phase 2 enzyme inducers and radical scavengers.

Authors:  A T Dinkova-Kostova; C Abeygunawardana; P Talalay
Journal:  J Med Chem       Date:  1998-12-17       Impact factor: 7.446

8.  Pt(II) complexes of a combretastatin A-4 analogous chalcone: effects of conjugation on cytotoxicity, tumor specificity, and long-term tumor growth suppression.

Authors:  Rainer Schobert; Bernhard Biersack; Andrea Dietrich; Sebastian Knauer; Miroslava Zoldakova; Angelika Fruehauf; Thomas Mueller
Journal:  J Med Chem       Date:  2009-01-22       Impact factor: 7.446

9.  N-bromosuccinimide/1,8-diazabicyclo[5.4.1]undec-7-ene combination: β-amination of chalcones via a tandem bromoamination/debromination sequence.

Authors:  Ying Wei; Shaoxia Lin; Fushun Liang; Jingping Zhang
Journal:  Org Lett       Date:  2013-01-31       Impact factor: 6.005

10.  Affinity-based probes based on type II kinase inhibitors.

Authors:  Pratistha Ranjitkar; B Gayani K Perera; Danielle L Swaney; Daniel L Swaney; Sanjay B Hari; Eric T Larson; Ratika Krishnamurty; Ethan A Merritt; Judit Villén; Dustin J Maly
Journal:  J Am Chem Soc       Date:  2012-11-06       Impact factor: 15.419

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  135 in total

1.  Hydroxylated Chalcones as Aryl Hydrocarbon Receptor Agonists: Structure-Activity Effects.

Authors:  Hyejin Park; Un-Ho Jin; Keshav Karki; Clinton Allred; Laurie A Davidson; Robert S Chapkin; Asuka A Orr; Farrhin Nowshad; Arul Jayaraman; Phanourios Tamamis; Stephen Safe
Journal:  Toxicol Sci       Date:  2021-02-26       Impact factor: 4.849

2.  Anti-Trichomonas vaginalis activity of chalcone and amino-analogues.

Authors:  Márcia Rodrigues Trein; Lígia Rodrigues E Oliveira; Graziela Vargas Rigo; Mayara Aparecida Rocha Garcia; Brenda Petro-Silveira; Danielle da Silva Trentin; Alexandre José Macedo; Luis Octávio Regasini; Tiana Tasca
Journal:  Parasitol Res       Date:  2018-12-07       Impact factor: 2.289

3.  Synthesis and biological evaluation of structurally diverse α-conformationally restricted chalcones and related analogues.

Authors:  Casey J Maguire; Graham J Carlson; Jacob W Ford; Tracy E Strecker; Ernest Hamel; Mary Lynn Trawick; Kevin G Pinney
Journal:  Medchemcomm       Date:  2019-06-04       Impact factor: 3.597

4.  A comparative theoretical mechanism on simplified flavonoid derivatives and isoxazolone analogous as Michael system inhibitor.

Authors:  Kelton L B Santos; Auriekson N Queiroz; Cleison C Lobato; Joyce K L Vale; Cleydson B R Santos; Rosivaldo S Borges
Journal:  J Mol Model       Date:  2021-01-07       Impact factor: 1.810

5.  Enantioselective Catalysis of an Anionic Oxy-Cope Rearrangement Enabled by Synergistic Ion Binding.

Authors:  C Rose Kennedy; Bo Young Choi; Mary-Grace R Reeves; Eric N Jacobsen
Journal:  Isr J Chem       Date:  2020-03-06       Impact factor: 3.333

6.  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

7.  A chalcone derivative, 1m-6, exhibits atheroprotective effects by increasing cholesterol efflux and reducing inflammation-induced endothelial dysfunction.

Authors:  Liv Weichien Chen; Min-Chien Tsai; Ching-Yuh Chern; Tien-Ping Tsao; Feng-Yen Lin; Sy-Jou Chen; Pi-Fen Tsui; Yao-Wen Liu; Hsien-Jui Lu; Wan-Lin Wu; Wei-Shiang Lin; Chien-Sung Tsai; Chin-Sheng Lin
Journal:  Br J Pharmacol       Date:  2020-07-20       Impact factor: 8.739

8.  Tariquidar-Related Chalcones and Ketones as ABCG2 Modulators.

Authors:  Diana Peña-Solórzano; Matthias Scholler; Günther Bernhardt; Armin Buschauer; Burkhard König; Cristian Ochoa-Puentes
Journal:  ACS Med Chem Lett       Date:  2018-07-25       Impact factor: 4.345

9.  Effect of ortho- and para-chlorine substitution on hydroxychlorochalcone.

Authors:  Rogério F Costa; Antônio S N Aguiar; Igor D Borges; Ricardo Ternavisk; Clodoaldo Valverde; Ademir J Camargo; Delson Braz; Hamilton B Napolitano; Solemar S Oliveira
Journal:  J Mol Model       Date:  2021-02-02       Impact factor: 1.810

10.  In-silico analysis of substituent effect on the static first order hyperpolarizability of electron donating mono substituted Chalcone derivatives.

Authors:  Lakshmi C S Nair; S Balachandran; D Arul Dhas; I Hubert Joe
Journal:  J Mol Model       Date:  2018-05-04       Impact factor: 1.810

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