Synthesis and cytotoxic activity of trisubstituted-1,3,5-triazines

被引:58
作者
Arya, Kapil [1 ]
Dandia, Anshu
机构
[1] R&D Ctr, Indian Oil Corp Ltd, Faridabad 121007, Haryana, India
[2] Univ Rajasthan, Dept Chem, Jaipur 302004, Rajasthan, India
关键词
phototoxicity; MW irradiation; photosynthesis-inhibiting; ONE-POT SYNTHESIS; GREEN CHEMICAL-SYNTHESIS; CARBONYL-COMPOUNDS; ORGANIC-SYNTHESIS; ZEOLITE HSZ-360; AQUEOUS-MEDIUM; DERIVATIVES; MICROWAVES; INHIBITORS; CATALYST;
D O I
10.1016/j.bmcl.2007.04.007
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
1, 3,5-Triazine derivatives were screened for phototoxicity as well as the cytotoxic activities against leukemia and adenocarcinoma derived cell lines in comparison to the normal human keratinocytes. A simple and environmentally friendly procedure has been developed for the synthesis of 1,3,5-triazine derivatives under microwave irradiation in the presence of a HY zeolite. The catalyst can be recovered and reused. Thus, the procedure provides a simple and green synthetic methodology under environmentally friendly conditions. Structure-activity relationships between the chemical structures and antimycobacterial and photosynthesis-inhibiting activity of the evaluated compounds are also discussed. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3298 / 3304
页数:7
相关论文
共 59 条
[1]   Synthesis of biologically important novel fluorinated spiro heterocycles under microwaves catalyzed by montmorillonite KSF [J].
Arya, Kapil ;
Dandia, Anshu .
JOURNAL OF FLUORINE CHEMISTRY, 2007, 128 (03) :224-231
[2]   Microwave prompted multigram synthesis, structural determination, and photo-antiproliferative activity of fluorinated 4-hydroxyquinolinones [J].
Arya, Kapil ;
Agarwal, Manish .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (01) :86-93
[3]   On the kinetics and energetics of one-electron oxidation of 1,3,5-triazines [J].
Azenha, MEDG ;
Burrows, HD ;
Canle, M ;
Coimbra, R ;
Fernández, MI ;
García, MV ;
Rodrigues, AE ;
Santaballa, JA ;
Steenken, S .
CHEMICAL COMMUNICATIONS, 2003, (01) :112-113
[4]   One-pot synthesis of tetrasubstituted imidazoles catalyzed by zeolite HY and silica gel under microwave irradiation [J].
Balalaie, S ;
Arabanian, A .
GREEN CHEMISTRY, 2000, 2 (06) :274-276
[5]   Solvent free synthesis and deprotection of 1,1-diacetates over a commercially available zeolite Y as a reusable catalyst [J].
Ballini, R ;
Bordoni, M ;
Bosica, G ;
Maggi, R ;
Sartori, G .
TETRAHEDRON LETTERS, 1998, 39 (41) :7587-7590
[6]   1,3-dioxolanes from carbonyl compounds over zeolite HSZ-360 as a reusable, heterogeneous catalyst [J].
Ballini, R ;
Bosica, G ;
Frullanti, B ;
Maggi, R ;
Sartori, G ;
Schroer, F .
TETRAHEDRON LETTERS, 1998, 39 (12) :1615-1618
[7]   Zeolite HSZ-360 as a new reusable catalyst for the direct acetylation of alcohols and phenols under solventless conditions [J].
Ballini, R ;
Bosica, G ;
Carloni, S ;
Ciaralli, L ;
Maggi, R ;
Sartori, G .
TETRAHEDRON LETTERS, 1998, 39 (33) :6049-6052
[8]   Evaluation and optimisation of the reagent addition sequence during the synthesis of atrazine (6-chloro-N2-ethyl-N4-isopropyl-1,3,5-triazine-2,4-diamine) using reaction calorimetry [J].
Barton, B ;
Gouws, S ;
Schaefer, MC ;
Zeelie, B .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2003, 7 (06) :1071-1076
[9]  
Bernard AM, 1997, SYNTHESIS-STUTTGART, P41
[10]   MORE chemistry for less pollution: Applications for process development [J].
Bose, AK ;
Manhas, MS ;
Ganguly, SN ;
Sharma, AH ;
Banik, BK .
SYNTHESIS-STUTTGART, 2002, (11) :1578-1591