Catalyst-free one-pot synthesis and antioxidant evaluation of highly functionalized novel 1,4-dihydropyridine derivatives

被引：16

作者：

Ramesh, Rathinam ^{[1
]}

Maheswari, Subramani ^{[1
]}

Murugesan, Senniappan ^{[1
]}

Sandhiya, Raman ^{[1
]}

Lalitha, Appaswami ^{[1
]}

机构：

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

来源：

RESEARCH ON CHEMICAL INTERMEDIATES | 2015年 / 41卷 / 11期

关键词：

1,4-Dihyropyridine; n-Propylamine; Cyclohexylamine; DPPH radical scavenging; Antioxidant activity; 3-COMPONENT SYNTHESIS; 2-AMINO-4H-PYRANS; 2-AMINO-5-OXO-5,6,7,8-TETRAHYDRO-4H-CHROMENES; INHIBITORS; DISCOVERY; ACID;

D O I：

10.1007/s11164-014-1887-z

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A catalyst-free greener protocol for the most effective one-pot synthesis of 2,6-diamino-4-aryl-1-propyl/cyclohexyl-1,4-dihydropyridine-3,5-dicarbonitrile derivatives has been developed using a simple three-component reaction of structurally diverse aldehydes, malononitrile and n-propylamine/cyclohexylamine at an ambient temperature. The formation of 1,4-dihydropyridines could be achieved in aqueous methanol in a single synthetic process involving no chromatography. The newly synthesized highly functionalized 1,4-DHPs have been screened for their in vitro antioxidant activity using the DPPH radical scavenging technique and the results were good in comparison with a standard drug.

引用

页码：8233 / 8243

页数：11

共 27 条

[1]

Abaszadeh M, 2015, RES CHEM INTERMEDIAT, V41, P5229, DOI 10.1007/s11164-014-1624-7

[2] Ecofriendly and efficient multicomponent method for preparation of 1-amidoalkyl-2-naphthols using maltose under solvent-free conditions [J].

Adrom, Belgheis ;

Hazeri, Nourallah ;

Maghsoodlou, Malek Taher ;

Mollamohammadi, Mansooreh .

RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (07) :4741-4747

[3] SYNTHESIS OF 1,4-DIHYDROPYRIDINES UNDER MICROWAVE IRRADIATION [J].

ALAJARIN, R ;

VAQUERO, JJ ;

NAVIO, JLG ;

ALVAREZBUILLA, J .

SYNLETT, 1992, (04) :297-298

[4] Reusable silica-bonded S-sulfonic acid catalyst for three-component synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromenes and 2-amino-4H-pyrans in aqueous ethanol [J].

Aswin, K. ;

Mansoor, S. Sheik ;

Logaiya, K. ;

Sudhan, S. P. N. ;

Malik, V. Saleem ;

Ramadoss, H. .

RESEARCH ON CHEMICAL INTERMEDIATES, 2014, 40 (08) :2583-2598

[5] Novel milrinone analogs of pyridine-3-carbonitrile derivatives as promising cardiotonic agents [J].

Bekhit, AA ;

Baraka, AM .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2005, 40 (12) :1405-1413

[6] ANTIOXIDANT DETERMINATIONS BY THE USE OF A STABLE FREE RADICAL [J].

BLOIS, MS .

NATURE, 1958, 181 (4617) :1199-1200

[7]

Chanda A., CHEM REV

[8] Discovery of structurally diverse HIV-1 integrase inhibitors based on a chalcone pharmacophore [J].

Deng, Jinxia ;

Sanchez, Tino ;

Al-Mawsawi, Laith Q. ;

Dayam, Raveendra ;

Yunes, Rosendo A. ;

Garofalo, Antonio ;

Bolger, Michael B. ;

Neamati, Nouri .

BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (14) :4985-5002

[9]

Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO

[10]

2-U

← 1 2 3 →