Synthesis of novel bis(pyrimido[5,4-c]quinoline-2,4(1H,3H)-dione) and its derivatives: Evaluation of their antioxidant properties

被引：23

作者：

Parameswaran, Kandasamy ^{[1
]}

Sivaguru, Paramasivam ^{[1
]}

Lalitha, Appaswami ^{[1
]}

机构：

[1] Periyar Univ, Dept Chem, Salem 636011, Tamil Nadu, India

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2013年 / 23卷 / 13期

关键词：

One-pot cyclocondensation; p-Phenylenediamine; Barbituric/thiobarbituric acid; Bis(pyrimido[5,4-c]quinoline-2,4(1H,3H)-dione); Antioxidant activity; ONE-POT; BIOLOGICAL EVALUATION; TRANSCRIPTION FACTOR; KAPPA-B; INHIBITORS; RADICALS; DISEASE; DESIGN; ACID;

D O I：

10.1016/j.bmcl.2013.04.068

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

One pot cyclocondensation reaction of barbituric/thiobarbituric acid with aromatic aldehydes and p-phenylenediamine/2,6-diaminopyridine by refluxing in glacial acetic acid afforded novel bis(pyrimido[5,4-c]quinoline-2,4(1H,3H)-diones)/pyrido bis(pyrimido[5,4-c]quinoline-2,4(1H,3H)-diones. All the synthesized compounds were screened for their antioxidant activities using FRAP and DPPH methods. Compounds with chloro substituents showed relatively good antioxidant properties. (c) 2013 Elsevier Ltd. All rights reserved.

引用

页码：3873 / 3878

页数：6

共 50 条

[1] NEW SYNTHESIS OF PYRIMIDO[4,5-B]QUINOLINE-2,4(1H,3H)-DIONE (5-DEAZAALLOXAZINE) DERIVATIVES
SENGA, K
SHIMIZU, K
NISHIGAKI, S
YONEDA, F
HETEROCYCLES, 1977, 6 (9-10) : 1361 - 1364
[2] SYNTHESIS AND ANTIMICROBIAL PROPERTIES OF PYRIMIDO[5,4-C]CINNOLIN-2,4(1H,3H)-DIONES
MENON, RG
PURUSHOTHAMAN, E
JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1995, 72 (10) : 731 - 733
[3] Synthesis and in vitro antiproliferative evaluation of pyrimido[5,4-c]quinoline-4-(3H)-one derivatives
Ai, Yong
Liang, Yong-Ju
Liu, Jian-Chao
He, Hong-Wu
Chen, Yu
Tang, Chu
Yang, Guang-Zhong
Fu, Li-Wu
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 47 : 206 - 213
[4] A novel synthesis and preliminary in vitro cytotoxic evaluation of dihydropyrimidine-2,4(1H,3H)-dione derivatives
Udayakumar, V.
Gowsika, J.
Pandurangan, A.
JOURNAL OF CHEMICAL SCIENCES, 2017, 129 (02) : 249 - 258
[5] A novel synthesis and preliminary in vitro cytotoxic evaluation of dihydropyrimidine-2,4(1H,3H)-dione derivatives
V UDAYAKUMAR
J GOWSIKA
A PANDURANGAN
Journal of Chemical Sciences, 2017, 129 : 249 - 258
[6] Novel tandem hydration/cyclodehydration of α-thiocyanatoketones to 2-oxo-3-thiazolines.: Application to thiazolo[5,4-c]quinoline-2,4(3aH,5H)-dione synthesis
Klásek, A
Mrkvicka, V
Pevec, A
Kosmrlj, J
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (17): : 5646 - 5651
[7] The discovery of 3-(1-aminoethylidene)quinoline-2, 4(1H,3H)-dione derivatives as novel PSII electron transport inhibitors
Yu-Xiu Liu
Hua-Ping Zhao
Zi-Wen Wang
Yong-Hong Li
Hai-Bin Song
Hannah Riches
David Beattie
Yu-Cheng Gu
Qing-Min Wang
Molecular Diversity, 2013, 17 : 701 - 710
[8] Low transition temperature mixtures prompted one-pot synthesis of 5, 10 dihydropyrimido[4,5-b]quinoline-2,4(1H,3H)-dione derivatives
Mohire, Priyanka P.
Patil, Reshma B.
Chandam, Dattatraya R.
Jadhav, Sunetra J.
Patravale, Ajinkya A.
Kumbhar, Digambar R.
Ghosh, Jai S.
Deshmukh, Madhukar B.
RESEARCH ON CHEMICAL INTERMEDIATES, 2017, 43 (12) : 7013 - 7028
[9] The discovery of 3-(1-aminoethylidene)quinoline-2, 4(1H,3H)-dione derivatives as novel PSII electron transport inhibitors
Liu, Yu-Xiu
Zhao, Hua-Ping
Wang, Zi-Wen
Li, Yong-Hong
Song, Hai-Bin
Riches, Hannah
Beattie, David
Gu, Yu-Cheng
Wang, Qing-Min
MOLECULAR DIVERSITY, 2013, 17 (04) : 701 - 710
[10] Low transition temperature mixtures prompted one-pot synthesis of 5, 10 dihydropyrimido[4,5-b]quinoline-2,4(1H,3H)-dione derivatives
Priyanka P. Mohire
Reshma B. Patil
Dattatraya R. Chandam
Sunetra J. Jadhav
Ajinkya A. Patravale
Digambar R. Kumbhar
Jai S. Ghosh
Madhukar B. Deshmukh
Research on Chemical Intermediates, 2017, 43 : 7013 - 7028

← 1 2 3 4 5 →