Ultrasonic promoted synthesis of novel s-triazine-Schiff base derivatives; molecular structure, spectroscopic studies and their preliminary anti-proliferative activities

被引:45
作者
El-Faham, Ayman [1 ,3 ]
Soliman, Saied M. [2 ,3 ]
Ghabbour, Hazem A. [4 ,5 ]
Elnakady, Yasser A. [6 ]
Mohaya, Talal A. [7 ]
Siddiqui, Mohammed R. H. [1 ]
Albericio, Fernando [1 ,8 ,9 ,10 ]
机构
[1] King Saud Univ, Coll Sci, Dept Chem, POB 2455, Riyadh 11451, Saudi Arabia
[2] King Abdulaziz Univ, Rabigh Coll Sci & Art, Dept Chem, POB 344, Rabigh 21911, Saudi Arabia
[3] Univ Alexandria, Dept Chem, Fac Sci, POB 426, Alexandria 21321, Egypt
[4] King Saud Univ, Coll Pharm, Dept Pharmaceut Chem, Riyadh 11451, Saudi Arabia
[5] Univ Mansoura, Fac Pharm, Dept Med Chem, Mansoura 35516, Egypt
[6] King Saud Univ, Coll Sci, Dept Zool, POB 2455, Riyadh 11451, Saudi Arabia
[7] King Abdelaziz City Sci & Technol, POB 6086, Riyadh 11442, Saudi Arabia
[8] Univ KwaZulu Natal, Sch Chem & Phys, ZA-4001 Durban, South Africa
[9] CIBER BBN, Networking Ctr Bioengn Biomat & Nanomed, Barcelona Sci Pk, Barcelona 08028, Spain
[10] Univ Barcelona, Dept Organ Chem, E-08028 Barcelona, Spain
关键词
Ultrasonic; s-triazine; Schiff-base; X-ray crystallography; DFT-NBO; Anti-proliferative activities; ANTIBACTERIAL ACTIVITY; ANTIMICROBIAL ACTIVITY; HYDRAZONE DERIVATIVES; ANTICANCER ACTIVITY; X-RAY; HETEROCYCLES; CHALCONES; COMPLEX;
D O I
10.1016/j.molstruc.2016.06.061
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Novel series of s-triazine-Schiff base derivatives were synthesized employing ultrasonic irradiation and characterized by NMR (H-1 and C-13), FT-IR, and elemental analysis. The use of ultrasonic irradiation has allowed the preparation of the target products with better yields in shorter reaction time and excellent purities compared to the conventional heating. X-ray single crystal diffraction experiments verified the molecular structure of four from the new prepared s-triaizne-Schiff base derivatives. The molecular structures of the studied compounds are computerized using DFT/B3LYP method. The effects of sub-stituent at the triazine and phenyl ring on the electronic and spectroscopic properties of the studied compounds were also investigated. The natural atomic charges showed that pipridino-s-triazine derivatives are richer in electrons than those having morpholino derivatives. The anti-proliferative effects for the prepared compounds were tested against three different cancer cell lines. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:121 / 135
页数:15
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