Synthesis and cytotoxicity evaluation of highly functionalized pyranochromenes and pyranopyrans

被引：47
|
作者：
Emmadi, Narender Reddy [1 ]
Atmakur, Krishnaiah [1 ]
Chityal, Ganesh Kumar [2 ]
Pombala, Sujitha [2 ]
Nanubolu, Jagadeesh Babu [3 ]
机构：
[1] Indian Inst Chem Technol, Crop Protect Chem Div, Hyderabad 500607, Andhra Pradesh, India
[2] Indian Inst Chem Technol, Biol Chem Lab, Hyderabad 500607, Andhra Pradesh, India
[3] Indian Inst Chem Technol, Lab Xray Crystallog, Hyderabad 500607, Andhra Pradesh, India
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2012年 / 22卷 / 23期
关键词：
4-Hydroxy chromenes; Ethyltrifluoro acetoacetate; Aromatic aldehydes; Tetrahydropyrano[3,2-c]chromenes; Dihydropyrano[3,2-b]pyrans; DERIVATIVES; 2-AMINO-2-CHROMENES; CHEMISTRY; CATALYST;
D O I：
10.1016/j.bmcl.2012.09.018
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
A series of fluorinated tetrahydropyrano[3,2-c]chromenes and dihydropyrano[3,2-b]pyran derivatives have been synthesized and their in vitro cytotoxic activities have been determined in cervical cancer cell line (HeLa), human breast adenocarcinoma cell line (MDA-MB-231 and MCF-7) and human alveolar adenocarcinoma cell line (A549). Compounds 4g, 4k, 4p showed a very potent activity against MDA-MB-231, and 4c, 4p showed promising activity against MCF-7, while compounds 4c, 4g, 4p showed moderate activity against HeLa. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7261 / 7264
页数：4
相关论文
共 50 条
  • [1] A New, Highly Efficient and Green Protocol for the Synthesis of Pyranochromenes
    Zare Fekri, Leila
    Nikpassand, Mohammad
    Pourmirzajani, Sakineh
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2020, 52 (05) : 396 - 401
  • [2] Synthesis of Pyranopyrans Related to Diplopyrone and Evaluation as Antibacterials and Herbicides
    Roireau, Jack H.
    Rosano, Robert J.
    Lazzara, Nicholas C.
    Chen, Thomas
    Bajsa-Hirschel, Joanna
    Schrader, Kevin K.
    Duke, Stephen O.
    Wykoff, Dennis
    Giuliano, Robert M.
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2020, 68 (37) : 9906 - 9916
  • [3] Synthesis of Pyranopyrans from Carbohydrates
    Giuliano, Robert M.
    CURRENT ORGANIC CHEMISTRY, 2014, 18 (13) : 1686 - 1700
  • [4] Synthesis of highly functionalized anthraquinones and evaluation of their antitumor activity
    Tietze, Lutz F.
    Gericke, Kersten M.
    Schuberth, Ingrid
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (27) : 4563 - 4577
  • [5] Synthesis and biological evaluation of highly functionalized analogues of ingenol
    Winkler, JD
    Kim, SH
    Harrison, S
    Lewin, NE
    Blumberg, PM
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (02) : 296 - 300
  • [6] Synthesis and biological evaluation of highly functionalized dispiro heterocycles
    Dandia, Anshu
    Jain, Anuj K.
    Laxkar, Ashok K.
    RSC ADVANCES, 2013, 3 (22) : 8422 - 8430
  • [7] Highly functionalized pyranopyrans from furans: A synthesis of the C27-C38 and C44-C53 subunits of norhalichondrin B
    Henderson, James A.
    Jackson, Katrina L.
    Phillips, Andrew J.
    ORGANIC LETTERS, 2007, 9 (25) : 5299 - 5302
  • [8] Synthesis, Characterization, and Cytotoxicity Evaluation of Chlorambucil-Functionalized Mesoporous Silica Nanoparticles
    Karnopp, Juliana Camila Fischer
    Jorge, Juliana
    da Silva, Jaqueline Rodrigues
    Boldo, Diego
    Del Pino Santos, Kristiane Fanti
    Duarte, Adriana Pereira
    de Castro, Gustavo Rocha
    de Azevedo, Ricardo Bentes
    Prada, Ariadna Lafourcade
    Amado, Jesus Rafael Rodriguez
    Martines, Marco Antonio Utrera
    PHARMACEUTICS, 2024, 16 (08)
  • [9] Diastereoselective Synthesis of Angularly Fused Pyranochromenes
    Sarmah, Barnali
    Baishya, Gakul
    Hazarika, Nabajyoti
    Das, Pranab Jyoti
    SYNLETT, 2015, 26 (15) : 2151 - 2155
  • [10] Enantioselective Synthesis of Densely Functionalized Pyranochromenes via an Unpredictable Cascade Michael-Oxa-Michael-Tautomerization Sequence
    Ren, Qiao
    Gao, Yaojun
    Wang, Jian
    CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (46) : 13594 - 13598
12345