Efficient Continuous-Flow Synthesis and Evaluation of Anticancer Activity of Novel Quinoline-Pyrazoline Derivatives

被引：3
|
作者：
Kumar, K. Santhosh [1 ,2 ]
Siddaiah, V. [2 ]
Lilakar, J. D. [1 ]
Sunanda, K. [3 ]
Ganesh, A. [4 ]
机构：
[1] Dr Reddys Labs, Proc Res & Dev, Bollaram 502325, Medak, India
[2] Andhra Univ, Dept Organ Chem & FDW, Visakhapatnam 530003, Andhra Pradesh, India
[3] Andhra Univ, Dept Microbiol, Visakhapatnam 530003, Andhra Pradesh, India
[4] Orbit Chem Pharmaceut Private, Hyderabad 500051, India
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 56卷 / 11期
关键词：
continuous-flow synthesis; Claisen-Schmidt condensation; Michael addition reaction; pyrazoline; quinoline; anticancer activity; MICROWAVE-ASSISTED SYNTHESIS; SOLVENT-FREE; ONE-POT; 2-PYRAZOLINES;
D O I：
10.1134/S1070428020110160
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient and simple continuous-flow synthetic protocol for novel quinoline-tethered pyrazoline derivatives, which involves condensation of 2-chloroquinoline-3-carbaldehydewith arylmethyl ketones followed by cyclisation with phenyl hydrazine, was developed. The newly synthesized pyrazolines were characterized by IR, H-1 and C-13 NMR spectroscopy, mass spectrometry, and elemental analysis and tested for anticancer activity against A375 (melanoma), MCF7 (breast), and HT-29 (colon) cell lines. Some of the newly synthesized derivatives showed a higher activity than the control drug Doxorubicin.
引用
收藏
页码：2014 / 2021
页数：8
相关论文
共 50 条
  • [21] Synthesis and evaluation of a novel series of quinoline derivatives with immunosuppressive activity
    Liu, Guo-Biao
    Xu, Jian-Liang
    He, Cui-Cui
    Chen, Gong
    Xu, Qiang
    Xu, Hong-Xi
    Li, Jian-Xin
    BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (15) : 5433 - 5441
  • [22] Facile synthesis of novel quinoline derivatives as anticancer agents
    Marganakop, Sheetal Babu
    Kamble, Ravindra Ramappa
    Hoskeri, Joy
    Prasad, D. Jagadish
    Meti, Gangadhar Yamanappa
    MEDICINAL CHEMISTRY RESEARCH, 2014, 23 (06) : 2727 - 2735
  • [23] Facile synthesis of novel quinoline derivatives as anticancer agents
    Sheetal Babu Marganakop
    Ravindra Ramappa Kamble
    Joy Hoskeri
    D. Jagadish Prasad
    Gangadhar Yamanappa Meti
    Medicinal Chemistry Research, 2014, 23 : 2727 - 2735
  • [24] Synthesis, Anticancer Activity, and Docking Studies of Novel Hydroquinone-Chalcone-Pyrazoline Hybrid Derivatives
    Maldonado, Javier
    Oliva, Alfonso
    Guzman, Leda
    Molinari, Aurora
    Acevedo, Waldo
    INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2024, 25 (13)
  • [25] Design, synthesis, and biological evaluation of a novel series of thiazole derivatives based on pyrazoline as anticancer agents
    Fathy, Usama
    Yousif, Mahmoud N. M.
    El-Deen, Eman M. Mohi
    Fayed, Eman A.
    EGYPTIAN JOURNAL OF CHEMISTRY, 2022, 65 (13): : 1241 - 1252
  • [26] Synthesis, Characterization and Evaluation of Antidiabetic Activity of Novel Pyrazoline Fused Indole Derivatives
    Vaddiraju, Nagesh
    Ajitha, M.
    Rajnarayana, K.
    JOURNAL OF PHARMACEUTICAL RESEARCH INTERNATIONAL, 2021, 33 (52B) : 276 - 292
  • [27] Synthesis of novel pyrazoline derivatives and the evaluation of death mechanisms involved in their antileukemic activity
    Stefanes, Natalia Marceli
    Toigo, Jessica
    Maioral, Mariana Franzoni
    Jacques, Amanda Virtuoso
    Chiaradia-Delatorre, Louise Domeneghini
    Perondi, Daiane Mari
    Biasi Ribeiro, Amanda Abdalla
    Bigolin, Alisson
    Santos Pirath, Iris Mattos
    Duarte, Bruna Fischer
    Nunes, Ricardo Jose
    Santos-Silva, Maria Claudia
    BIOORGANIC & MEDICINAL CHEMISTRY, 2019, 27 (02) : 375 - 382
  • [28] Design, synthesis and in vitro anticancer activity of novel quinoline and oxadiazole derivatives of ursolic acid
    Gu, Wen
    Jin, Xiao-Yan
    Li, Dong-Dong
    Wang, Shi-Fa
    Tao, Xu-Bing
    Chen, Hao
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (17) : 4128 - 4132
  • [29] Efficient Continuous-Flow Synthesis of Macrocyclic Triazoles
    Anne-Catherine Bédard
    Jeffrey Santandrea
    Shawn K. Collins
    Journal of Flow Chemistry, 2015, 5 : 142 - 144
  • [30] Efficient Continuous-Flow Synthesis of Macrocyclic Triazoles
    Bedard, Anne-Catherine
    Santandrea, Jeffrey
    Collins, Shawn K.
    JOURNAL OF FLOW CHEMISTRY, 2015, 5 (03) : 142 - 144
12345