Synthesis of novel β-carboline based chalcones with high cytotoxic activity against breast cancer cells

被引:62
作者
Chauhan, Shikha S. [1 ,3 ]
Singh, Anup K. [2 ]
Meena, Sanjeev [2 ]
Lohani, Minaxi [3 ]
Singh, Akhilesh [2 ]
Arya, Rakesh K. [2 ]
Cheruvu, Srikanth H. [4 ]
Sarkar, Jayanta [2 ]
Gayen, Jiaur R. [4 ]
Datta, Dipak [2 ]
Chauhan, Prem M. S. [1 ]
机构
[1] CSIR Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226031, Uttar Pradesh, India
[2] CSIR Cent Drug Res Inst, Div Biochem, Lucknow 226031, Uttar Pradesh, India
[3] Integral Univ, Dept Chem, Lucknow 226026, UP, India
[4] CSIR Cent Drug Res Inst, Pharmacokinet & Metab Div, Lucknow 226031, Uttar Pradesh, India
关键词
Anticancer; beta-Carboline; Chalcone; Cytotoxic; POTENT ANTILEISHMANIAL AGENTS; ANTICANCER AGENTS; NATURAL-PRODUCTS; CARCINOGENESIS; ANALOGS; DISCOVERY; APOPTOSIS; PULMONARY; HYBRID;
D O I
10.1016/j.bmcl.2014.04.109
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A series of novel beta-carboline based chalcones was synthesized and evaluated for their cytotoxic activity against a panel of human cancer cell lines. Among them we found that two of the compounds 7c and 7d, showed marked anti-proliferative activity in a panel of solid tumor cell lines with highest effect in breast cancer. The compounds 7c and 7d showed an IC50 of 2.25 and 3.29 mu M, respectively against human breast cancer MCF-7 cell line. Further, the compound 7c markedly induced DNA fragmentation and apoptosis in breast cancer cells. (C) 2014 Published by Elsevier Ltd.
引用
收藏
页码:2820 / 2824
页数:5
相关论文
共 27 条
[1]   Chalcones, coumarins, and flavanones from the exudate of Angelica keiskei and their chemopreventive effects [J].
Akihisa, T ;
Tokuda, H ;
Ukiya, M ;
Iizuka, M ;
Schneider, S ;
Ogasawara, K ;
Mukainaka, T ;
Iwatsuki, K ;
Suzuki, T ;
Nishino, H .
CANCER LETTERS, 2003, 201 (02) :133-137
[2]   Studies on cancer chemoprevention by traditional folk medicines XXV. Inhibitory effect of isoliquiritigenin on azoxymethane-induced murine colon aberrant crypt focus formation and carcinogenesis [J].
Baba, M ;
Asano, R ;
Takigami, I ;
Takahashi, T ;
Ohmura, M ;
Okada, Y ;
Sugimoto, H ;
Arika, T ;
Nishino, H ;
Okuyama, T .
BIOLOGICAL & PHARMACEUTICAL BULLETIN, 2002, 25 (02) :247-250
[3]   Antimitotic and antiproliferative activities of chalcones: Forward structure-activity relationship [J].
Boumendjel, Ahcene ;
Boccard, Juien ;
Carrupt, Pierre-Alain ;
Nicolle, Edwige ;
Blanc, Madeleine ;
Geze, Annabelle ;
Choisnard, Luc ;
Wouessidjewe, Denis ;
Matera, Eva-Laure ;
Dumontet, Charles .
JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (07) :2307-2310
[4]   β-Carboline alkaloids:: Biochemical and pharmacological functions [J].
Cao, Rihui ;
Peng, Wenlie ;
Wang, Zihou ;
Xu, Anlong .
CURRENT MEDICINAL CHEMISTRY, 2007, 14 (04) :479-500
[5]   Synthesis and biological evaluation of indolyl glyoxylamides as a new class of antileishmanial agents [J].
Chauhan, Shikha S. ;
Gupta, Leena ;
Mittal, Monika ;
Vishwakarma, Preeti ;
Gupta, Suman ;
Chauhan, Prem M. S. .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (21) :6191-6194
[6]   Natural Products and their Analogues as Efficient Anticancer Drugs [J].
Coseri, Sergiu .
MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2009, 9 (05) :560-571
[7]   Impact of Natural Products on Developing New Anti-Cancer Agents [J].
Cragg, Gordon M. ;
Grothaus, Paul G. ;
Newman, David J. .
CHEMICAL REVIEWS, 2009, 109 (07) :3012-3043
[8]  
Dimmock JR, 1999, CURR MED CHEM, V6, P1125
[9]   Isolation of E-1-(4'-hydroxyphenyl)-but-1-en-3-one from Scutellaria barbata [J].
Ducki, S ;
Hadfield, JA ;
Lawrence, NJ ;
Liu, CY ;
McGown, AT ;
Zhang, XG .
PLANTA MEDICA, 1996, 62 (02) :185-186
[10]  
Ducki S, 2007, IDRUGS, V10, P42