One-pot synthesis of tricyclic dihydropyrimidine derivatives and their biological evaluation

被引:56
作者
Kaur, Navneet [1 ]
Kaur, Kamalpreet [2 ]
Raj, Tilak [2 ]
Kaur, Gaganpreet [1 ]
Singh, Ajnesh [2 ]
Aree, Thammarat [3 ]
Park, Sae-Jin [4 ]
Kim, Tack-Joong [4 ]
Singh, Narinder [2 ]
Jang, Doo Ok [5 ]
机构
[1] Panjab Univ, Ctr Nanosci & Nanotechnol, Chandigarh 160014, India
[2] Indian Inst Technol Ropar, Dept Chem, Rupnagar 140001, Punjab, India
[3] Chulalongkorn Univ, Dept Chem, Fac Sci, Bangkok 10330, Thailand
[4] Yonsei Univ, Div Biol Sci & Technol, Wonju 220710, South Korea
[5] Yonsei Univ, Dept Chem, Wonju 220710, South Korea
关键词
Dihydropyrimidine; One-pot; Anticancer; Traube-Schwarz reaction; Multi-component reaction; DNA binding; CALCIUM-CHANNEL BLOCKERS; ONE-STEP SYNTHESIS; MULTICOMPONENT REACTIONS; ANTIINFLAMMATORY ACTIVITY; PYRIMIDINE-DERIVATIVES; ACID; DISCOVERY; ESTERS; ANTIBACTERIAL; INTERCALATION;
D O I
10.1016/j.tet.2014.11.039
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of tricyclic dihydropyrimidine derivatives were synthesized using a one-pot, three-component Traube-Schwarz reaction in the presence of catalyst Zn(ClO4)(2)center dot 6H(2)O. All the purified compounds were evaluated for their in vitro anticancer activity against three different cancer cell lines such as prostate cancer cells (PO), lung cancer cells (NCI-H1299) and colon cancer cells (HCT116). In vitro DNA-intercalation ability of the compounds was investigated by UV vis absorption spectroscopy, showing the insertion of compound into the DNA base pairs and a strong interaction with the DNA double helix. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:332 / 337
页数:6
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