Design, Synthesis, and In Vitro Antileishmanial and Antitumor Activities of New Tetrahydroquinolines

被引：15
|
作者：
Madkour, Hassan Mohamed Fawzy [1 ]
El-Hashash, Maher Abd El-Aziz Mahmoud [1 ]
Salem, Marwa Sayed [1 ]
Mahmoud, Al-Shimaa Omar Ali [1 ]
Al Kahraman, Yasser M. S. A. [2 ]
机构：
[1] Ain Shams Univ, Dept Chem, Synthet Organ Chem Lab, Fac Sci, Cairo 11566, Egypt
[2] COMSATS Inst Informat Technol, Dept Pharm, Abbottabad, Pakistan
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 2018年 / 55卷 / 02期
关键词：
POTENT INHIBITORS; DERIVATIVES; DISCOVERY; QUINOLINE; ANTAGONISTS;
D O I：
10.1002/jhet.3046
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel series of tetrahydroquinolines containing acetohydrazide, oxopyrazole, oxothioxodihydropyrazole, and thioxotriazole have been synthesized. Antileishmanial, antitumor, and cytotoxicity activities of synthesized compounds were evaluated in vitro. Antileishmanial activity of the most synthesized compounds showed tremendous activity towards Leishmania major. Most of the test compounds exhibited significant level of tumor inhibition. The tetrahydropyrano[2,3-b]quinolin-2-one 6 and 4-oxo-4H-pyrazol-3-yloxytetrahydroquinoline-3-carbonitrile derivatives 18 showed 100% tumor inhibition comparable with standard drug vincristine (100% tumor inhibition). Tetrahydroquinolines under investigation showed cytotoxicity with LD50 values in the range 0.56-3.01g/mL compared with standard drug MS-222 with LD50 value of 4.30g/mL. The presence of a pyrazole ring markedly improved the activity profiles of tetrahydroquinoline. All newly synthesized compounds were characterized by IR, H-1 NMR, and MS.
引用
收藏
页码：391 / 401
页数：11
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