An insight into medicinal chemistry of anticancer quinoxalines

被引：109

作者：

Kaushal, Tanu ^{[1
,2
]}

Srivastava, Gaurava ^{[1
,2
]}

Sharma, Ashok ^{[1
]}

Negi, Arvind Singh ^{[1
,2
]}

机构：

[1] CIMAP, CSIR, PO CIMAP,Kukrail Picn Spot Rd, Lucknow 226015, UP, India

[2] Acad Sci & Innovat Res AcSIR, New Delhi 110001, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2019年 / 27卷 / 01期

关键词：

Quinoxalines; Anticancer; Structure activity relationship; Pharmacokinetics; Toxicity; KAPPA-B-KINASE; BIOLOGICAL EVALUATION; CATALYZED SYNTHESIS; IN-VITRO; O-PHENYLENEDIAMINES; EFFICIENT SYNTHESIS; ONE-POT; TANDEM OXIDATION; FACILE SYNTHESIS; HETEROGENEOUS CATALYST;

D O I：

10.1016/j.bmc.2018.11.021

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Quinoxalines are benzopyrazines containing benzene and pyrazine rings fused together. In the recent past, quinoxalines have attracted Medicinal Chemists considerably for their syntheses and chemistry due to their distinct pharmacological activities. Diverse synthetic protocols have been developed via multicomponent reactions, single pot synthesis and combinatorial approach using efficient catalysts, reagents, and nano-composites etc. Further, the versatility of the quinoxaline core and its reasonable chemical simplicity devise it extremely promising source of bioactive compounds. Therefore, a wide variety of bioactive quinoxalines has been realised as antitumour, antifungal, anti-inflammatory, antimicrobial, and antiviral agents. Already, a few of them are clinical drugs while many more are under various phases of clinical trials. Present review focuses on chemistry and pharmacology (both efficacy and safety) of quinoxalines and also provides some insight in to their structure-activity relationship.

引用

页码：16 / 35

页数：20

共 186 条

[1] Molecular modeling studies and synthesis of novel quinoxaline derivatives with potential anticancer activity as inhibitors of c-Met kinase [J].

Abbas, Hebat-Allah S. ;

Al-Marhabi, Aisha R. ;

Eissa, Sally I. ;

Ammar, Yousry A. .

BIOORGANIC & MEDICINAL CHEMISTRY, 2015, 23 (20) :6560-6572

[2] Izumiphenazines A-C: Isolation and Structure Elucidation of Phenazine Derivatives from Streptomyces sp. IFM 11204 [J].

Abdelfattah, Mohamed S. ;

Kazufumi, Toume ;

Ishibashi, Masami .

JOURNAL OF NATURAL PRODUCTS, 2010, 73 (12) :1999-2002

[3] Synthesis, characterization and antiamoebic activity of 1-(thiazolo[4,5-b]quinoxaline-2-yl)-3-phenyl-2-pyrazoline derivatives [J].

Abid, M ;

Azam, A .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (10) :2812-2816

[4] A novel, one-pot and three-component synthesis of α-quinoxalinyl triphenylphosphoranes [J].

Adib, Mehdi ;

Sheibani, Esmaeil ;

Abbasi, Alireza ;

Bijanzadeh, Hamid Reza .

TETRAHEDRON LETTERS, 2007, 48 (07) :1179-1182

[5] Copper(II) chloride mediated synthesis and DNA photocleavage activity of 1-aryl/heteroaryl-4-substituted-1,2,4-triazolo[4,3-a]quinoxalines [J].

Aggarwal, Ranjana ;

Sumran, Garima ;

Kumar, Virender ;

Mittal, Ashwani .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (12) :6083-6088

[6] Synthesis of quinoxalines or quinolin-8-amines from N-propargyl aniline derivatives employing tin and indium chlorides [J].

Aichhorn, Stefan ;

Himmelsbach, Markus ;

Schoefberger, Wolfgang .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (36) :9373-9380

[7] Efficient synthesis of quinoxaline derivatives over ZrO2/MxOy (M = Al, Ga, In and La) mixed metal oxides supported on MCM-41 mesoporous molecular sieves [J].

Ajaikumar, S. ;

Pandurangan, A. .

APPLIED CATALYSIS A-GENERAL, 2009, 357 (02) :184-192

[8] Synthesis, Characterization and Biological Evaluation of Some Quinoxaline Derivatives: A Promising and Potent New Class of Antitumor and Antimicrobial Agents [J].

Al-Marhabi, Aisha R. ;

Abbas, Hebat-Allah S. ;

Ammar, Yousry A. .

MOLECULES, 2015, 20 (11) :19805-19822

[9]

Ali A, 2015, AM J ORG CHEM, V5, P14

[10] A phase 1 trial of XK469:: Toxicity profile of a selective topoisomerase IIβ inhibitor [J].

Alousi, Amin M. ;

Boinpally, Ramesh ;

Wiegand, Richard ;

Parchment, Ralph ;

Gadgeel, Shirish ;

Heilbrun, Lance K. ;

Wozniak, Antionette J. ;

DeLuca, Pamela ;

LoRusso, Patricia M. .

INVESTIGATIONAL NEW DRUGS, 2007, 25 (02) :147-154

← 1 2 3 4 5 6 7 8 9 10 →