BMIM[BF4]: An Efficient Ionic Liquid Medium for the Synthesis of Chromeno[b]pyridines as Potential Anticancer Agents

被引：2

作者：

Kalpana, K. ^{[1
]}

Rani, V. A. ^{[2
]}

Seshadri, S. ^{[3
]}

Kiran, B. Ravi ^{[1
]}

机构：

[1] Gokaraju Rangaraju Inst Engn & Technol, Dept Humanities & Sci Chem, Hyderabad 500090, India

[2] Inst Aeronaut Engn, Dept Chem, Hyderabad 500043, India

[3] Nirma Univ, Inst Sci, Ahmadabad 382470, Gujarat, India

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 57卷 / 09期

关键词：

green synthesis; one-pot reaction; anticancer activity; molecular descriptors prediction; chromeno[4; 3-b]pyridines; DERIVATIVES;

D O I：

10.1134/S1070428021090177

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of 2-amino-4-aryl-5-oxochromeno[4,3-b]pyridine-3-carbonitriles have been synthesized with good yields (85-90%) by reacting 4-amino-2H-chromen-2-one, substituted benzaldehydes, and malono-nitrile at 80-85 degrees C for 90-120 min using 1-butyl-3-methylimidazolium tetrafluoroborate as an ionic liquid medium. The synthesized derivatives have been screened for their anticancer potential on SKOV-3 and PC-3 cell lines, and the results were found to be encouraging. In addition, molecular descriptor prediction was performed for the compounds in terms of Lipinski's rule of five; in particular, their topological polar surface areas (TPSA) and lipophilicities (iLogP) were found to be within an acceptable range.

引用

页码：1501 / 1507

页数：7

共 50 条

[41] Efficient, green and regioselective synthesis of 1,4,5-trisubstituted-1,2,3-triazoles in ionic liquid [bmim]BF4 and in task-specific basic ionic liquid [bmim]OH
Singh, Harjinder
Sindhu, Jayant
Khurana, Jitender M.
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2013, 10 (05) : 883 - 888
[42] Liquid-liquid equilibria in binary mixtures of 1,3-propanediol plus ionic liquids [bmim][PF6], [bmim][BF4], and [emim][BF4]
Shiflett, Mark B.
Yokozeki, A.
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2007, 52 (04): : 1302 - 1306
[43] Synthesis of Alkynylselenides under Visible-Light Irradiation Using the Ionic Liquid [BMIm]BF4 as a Solvent
Soares, Eduardo G. O.
Paixao, Douglas B.
da Silva, Caren D. G.
Schneider, Paulo H.
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2022, : 590 - 599
[44] pTSA/[bmim][BF4] Ionic Liquid: A Powerful Recyclable Catalytic System for the Synthesis of α-2-Deoxyglycosides
Diaz, Gisela
Ponzinibbio, Agustin
Bravo, Rodolfo D.
TOPICS IN CATALYSIS, 2012, 55 (7-10) : 644 - 648
[45] Synthesis of gold nanoparticles in sol-gel glass porogens containing [bmim][BF4] ionic liquid
Ruivo, A.
Ventura, M. G.
Gomes da Silva, M. D. R.
Laia, C. A. T.
JOURNAL OF SOL-GEL SCIENCE AND TECHNOLOGY, 2013, 68 (02) : 234 - 244
[46] Improvement of the CO2 Absorption Performance Using Ionic Liquid [NH2emim][BF4] and [emim][BF4]/[bmim][BF4] Mixtures
Wang, Mei
Zhang, Liqi
Gao, Linxia
Pi, Kewu
Zhang, Junying
Zheng, Chuguang
ENERGY & FUELS, 2013, 27 (01) : 461 - 466
[47] pTSA/[bmim][BF4] Ionic Liquid: A Powerful Recyclable Catalytic System for the Synthesis of α-2-Deoxyglycosides
Gisela Díaz
Agustín Ponzinibbio
Rodolfo D. Bravo
Topics in Catalysis, 2012, 55 : 644 - 648
[48] Green protocol for Willgerodt-Kindler transformation using [bmim]BF4 ionic medium
Yadav, J. S.
Reddy, B. V. S.
Kondaji, G.
Reddy, J. S. S.
Nagaiah, K.
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 266 (1-2) : 249 - 253
[49] Intramolecular imino-Diels-Alder reactions in [bmim]BF4 ionic medium:: Green protocol for the synthesis of tetrahydrochromanoquinolines
Yadav, J. S.
Reddy, B. V. Subba
Kondaji, G.
Sowjanya, S.
Nagaiah, K.
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 258 (1-2) : 361 - 366
[50] Copper(II) triflate immobilized in [bmim]BF4 ionic liquid:: An efficient reaction medium for Michael addition of β-ketoesters to acceptor-activated alkenes
Yadav, JS
Reddy, BVS
Baishya, G
Narsaiah, AV
CHEMISTRY LETTERS, 2005, 34 (01) : 102 - 103

← 1 2 3 4 5 →