Multi-component synthesis and in vitro and in vivo anticancer activity of novel arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides

被引:65
|
作者
Rajanarendar, E. [1 ]
Raju, S. [1 ]
Reddy, M. Nagi [1 ]
Krishna, S. Rama [1 ]
Kiran, L. Hari [2 ]
Reddy, A. Ram Narasimha [2 ]
Reddy, Y. Narasimha [2 ]
机构
[1] Kakatiya Univ, Dept Chem, Warangal 506009, Andhra Pradesh, India
[2] Kakatiya Univ, Dept Pharmacol & Toxicol, Warangal 506009, Andhra Pradesh, India
关键词
Novel arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides; Multi-component synthesis; In vitro anticancer activity; In vivo anticancer activity; MOSQUITO LARVICIDAL ACTIVITY; HUMAN-IMMUNODEFICIENCY-VIRUS; NITRIC-OXIDE; DERIVATIVES; INHIBITION;
D O I
10.1016/j.ejmech.2012.02.004
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A three component one-pot protocol has been investigated for the synthesis of arylmethylene bis-isoxazolo[4,5-b]pyridine-N-oxides 1 from the commercially available materials. The title compounds 1 were also synthesized by a step-wise method and found to be identical with one-pot synthesis by spectral and analytical data. The newly synthesized compounds were evaluated for their in vitro anticancer activity against human cancer cell lines and in vivo anticancer activity on EAC-bearing mice. Compound 1a was found to be the most active both in in vitro and in vivo cytotoxic studies. (C) 2012 Elsevier Masson SAS. All rights reserved.
引用
收藏
页码:274 / 279
页数:6
相关论文
共 50 条
  • [21] Design, Synthesis, Antitumor Activity and NMR-Based Metabolomics of Novel Amino Substituted Tetracyclic Imidazo[4,5-b]Pyridine Derivatives
    Perin, Natasa
    Loncar, Borka
    Kadic, Matej
    Kralj, Marijeta
    Starcevic, Kristina
    Carvalho, Rui A.
    Jarak, Ivana
    Hranjec, Marijana
    CHEMMEDCHEM, 2024, 19 (17)
  • [22] Novel imidazo[4,5-b]pyridine and triaza-benzo[c]fluorene derivatives: Synthesis, antiproliferative activity and DNA binding studies
    Hranjec, Marijana
    Lucic, Borka
    Ratkaj, Ivana
    Pavelic, Sandra Kraljevic
    Piantanida, Ivo
    Pavelic, Kresimir
    Karminski-Zamola, Grace
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (07) : 2748 - 2758
  • [23] Novel amino substituted tetracyclic imidazo[4,5-b]pyridine derivatives: Design, synthesis, antiproliferative activity and DNA/RNA binding study
    Loncar, Borka
    Perin, Natasa
    Mioc, Marija
    Bocek, Ida
    Grgic, Lea
    Kralj, Marijeta
    Tomic, Sanja
    Stojkovic, Marijana Radic
    Hranjec, Marijana
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2021, 217
  • [24] Design, Synthesis, and Anticancer Activity of 1,2,3-Triazole Linked 1,2-Isoxazole-imidazo[4,5-b]pyridine Derivatives
    I. S. Murthy
    R. Sreenivasulu
    G. Alluraiah
    R. Ramesh Raju
    Russian Journal of General Chemistry, 2019, 89 : 1718 - 1723
  • [25] Synthesis and antiproliferative activity in vitro of new 2-thioxo-1H, 3H-imidazo[4,5-b]pyridine derivatives
    Liszkiewicz, H
    Kowalska, MW
    Nawrocka, W
    Wójcicka, A
    Wietrzyk, J
    Nasulewicz, A
    Pelczynska, M
    Opolski, A
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2003, 178 (12) : 2725 - 2733
  • [26] Synthesis and in vitro and in vivo anticancer activity of novel 3-methyl-5H-isoxazolo[5′,4′:5,6]pyrido[2,3-b]indoles
    Rajanarendar, E.
    Reddy, K. Govardhan
    Ramakrishna, S.
    Reddy, M. Nagi
    Shireesha, B.
    Durgaiah, G.
    Reddy, Y. N.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2012, 22 (21) : 6677 - 6680
  • [27] Synthesis of novel N,N′-bis(trifly1)-1,7-dihydroimidazo[4,5-b]pyridines and their δ-bromolactone derivatives as antifungal agents
    Valencia-Galicia, Norma A.
    Corona-Sanchez, Ricardo
    Ballinas-Indili, Ricardo
    Toscano, Ruben A.
    Macias-Rubalcava, Martha L.
    Alvarez-Toledano, Cecilio
    TETRAHEDRON LETTERS, 2017, 58 (32) : 3168 - 3171
  • [28] Synthesis and antiproliferative activity in vitro of new tricyclic 2-thioxo-1H,3H-imidazo[4,5-b]pyridine derivatives
    Liszkiewicz, Hanna
    Kowalska, Maria W.
    Wietrzyk, Joanna
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2007, 182 (01) : 199 - 208
  • [29] SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF NOVEL BENZIMIDAZOLE AND IMIDAZO[4,5-B]PYRIDINE ACID-DERIVATIVES AS THROMBOXANE-A(2) RECEPTOR ANTAGONISTS
    NICOLAI, E
    GOYARD, J
    BENCHETRIT, T
    TEULON, JM
    CAUSSADE, F
    VIRONE, A
    DELCHAMBRE, C
    CLOAREC, A
    JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (09) : 1175 - 1187
  • [30] Multi-component synthesis and antimicrobial activity of novel imidazo[4,5-f] indol-7-yl)indolin-2-ones
    Reddy, Malladi Srinivas
    Saini, Ramakrishna
    Dontamalla, Sudheer Kumar
    Suhasini, B.
    TOXICOLOGICAL AND ENVIRONMENTAL CHEMISTRY, 2015, 97 (07): : 839 - 846