1H-1,2,3-Triazole Tethered Nitroimidazole-Isatin Conjugates: Synthesis, Docking, and Anti-Proliferative Evaluation against Breast Cancer

被引：49

作者：

Kumar, Sumit ^{[1
]}

Saha, Sourav Taru ^{[2
]}

Gu, Liang ^{[2
]}

Palma, Gabriella ^{[2
]}

Perumal, Shanen ^{[2
]}

Singh-Pillay, Ashona ^{[3
]}

Singh, Parvesh ^{[3
]}

Anand, Amit ^{[4
]}

Kaur, Mandeep ^{[2
]}

Kumar, Vipan ^{[1
]}

机构：

[1] Guru Nanak Dev Univ, Dept Chem, Amritsar 143005, Punjab, India

[2] Univ Witwatersrand, Sch Mol & Cell Biol, Private Bag 3, ZA-2050 Johannesburg, South Africa

[3] Univ KwaZulu Natal, Sch Chem & Phys, P Bag X54001, ZA-4000 Durban, South Africa

[4] Khalsa Coll, Dept Chem, Amritsar 143005, Punjab, India

来源：

ACS OMEGA | 2018年 / 3卷 / 09期

基金：

新加坡国家研究基金会;

关键词：

ESTROGEN-RECEPTOR MODULATORS; IN-VITRO; IMIDAZOLE DERIVATIVES; DESIGN; AGENTS; INHIBITORS; HYBRIDS; STATISTICS; ANTICANCER; FERROCENE;

D O I：

10.1021/acsomega.8b01513

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

1H-1,2,3-Triazole tethered imidazole-isatin and imidazole-isatin-thiosemicarbazone conjugates were synthesized and evaluated against MCF-7 and MDA-MB-231 cell lines. Antiproliferative activities of the synthesized conjugates revealed an optimum combination of longer alkyl chain length as spacer and a halogen-substituent on the isatin ring as a prerequisite for good activity. The compound 6g with an optimum combination of chloro-substituent at C-5 position of isatin ring and a butyl chain length proved to be most active and noncytotoxic with IC50s of 54.25 and 26.12 mu M against MCF-7 and MDA-MB-231 cell lines, respectively.

引用

页码：12106 / 12113

页数：8

共 40 条

[21] 4-Aminoquinoline-chalcone/-N-acetylpyrazoline conjugates: Synthesis and antiplasmodial evaluation
Kumar, Sumit
Saini, Anu
Gut, Jiri
Rosenthal, Philip J.
Raj, Raghu
Kumar, Vipan
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 138 : 993 - 1001
[22] Magarian R.A., 1994, CURR MED CHEM, V1, P61
[23] One pot three component synthesis of spiro [indolo-3,10′-indeno[1,2-b] quinolin]-2,4,11′-triones as a new class of antifungal and antimicrobial agents
Meena, Kalawati
Kumari, Sudesh
Khurana, Jitender M.
Malik, Amita
Sharma, Chetan
Panwar, Harsh
[J]. CHINESE CHEMICAL LETTERS, 2017, 28 (01) : 136 - 142
[24] Selective estrogen receptor modulators - A look ahead
Mitlak, BH
Cohen, FJ
[J]. DRUGS, 1999, 57 (05) : 653 - 663
[25] Synthesis and antitubercular screening of imidazole derivatives
Pandey, Jyoti
Tiwari, Vinod K.
Verma, Shyam S.
Chaturvedi, Vinita
Bhatnagar, S.
Sinha, S.
Gaikwad, A. N.
Tripathi, Rama P.
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (08) : 3350 - 3355
[26] Pandeya Surendra Nath, 2005, Acta Pharmaceutica (Zagreb), V55, P27
[27] UCSF chimera - A visualization system for exploratory research and analysis
Pettersen, EF
Goddard, TD
Huang, CC
Couch, GS
Greenblatt, DM
Meng, EC
Ferrin, TE
[J]. JOURNAL OF COMPUTATIONAL CHEMISTRY, 2004, 25 (13) : 1605 - 1612
[28] Efficacy of the kinase inhibitor SU11248 against gastrointestinal stromal tumor mutants refractory to imatinib mesylate
Prenen, H
Cools, J
Mentens, N
Folens, C
Sciot, R
Schöffski, P
Van Oosterom, A
Marynen, P
Debiec-Rychter, M
[J]. CLINICAL CANCER RESEARCH, 2006, 12 (08) : 2622 - 2627
[29] Microwave-promoted facile access to 4-aminoquinoline-phthalimides: Synthesis and anti-plasmodial evaluation
Rani, Anu
Singh, Amandeep
Gut, Jiri
Rosenthal, Philip J.
Kumar, Vipan
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 143 : 150 - 156
[30] Synthesis of mono, bis-2-(2-arylideneaminophenyl) indole azomethines as potential antimicrobial agents
Rohini, Rondla
Reddy, P. Muralidhar
Shanker, Kanne
Kanthaiah, Kodipelli
Ravinder, Vadde
Hu, Anren
[J]. ARCHIVES OF PHARMACAL RESEARCH, 2011, 34 (07) : 1077 - 1084

← 1 2 3 4 →