Novel 5-(2-hydroxyphenyl)-3-substituted-2,3-dihydro-1,3,4-oxadiazole-2-thione derivatives: Promising anticancer agents

被引:192
|
作者
Aboraia, AS [1 ]
Abdel-Rahman, HM [1 ]
Mahfouz, NM [1 ]
El-Gendy, MA [1 ]
机构
[1] Assiut Univ, Fac Pharm, Pharmaceut Med Chem Dept, Assiut 71526, Egypt
关键词
anticancer activity; 1,3,4-oxadiazoles; Mannich basest; salicylate analogs;
D O I
10.1016/j.bmc.2005.09.053
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A series of 5-(2-hydroxyphenyl)-3-susstituted-2,3-dihydro-1,3,4-oxadiazole-2-thione derivatives was synthesized and 13 of them were selected by the National Cancer Institute (NCl) and evaluated for their in vitro anticancer activity. Seven of the investigated compounds, 3i, 3j, 3k, 3o, 3p, 3q, and 3r, displayed high anticancer activity in the primary assay. These compounds have been selected for a full anticancer screening against a 60-cell panel assay where they showed non-selective broad spectrum and promising activity against all cancer cell lines. Compounds 3j and 3k proved to be the active members in this Study compared to 5-fluorouracil and cyclophosphamide as reference drugs, respectively. Compounds 3j and 3k were identified as promising lead compounds. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1236 / 1246
页数:11
相关论文
共 50 条
  • [21] Antibacterial and Antifungal Activities of 2-(substituted ether)-5-(1-phenyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)-1,3,4-oxadiazole Derivatives
    Zhang, Teng-Teng
    Wang, Pei-Yi
    Zhou, Jian
    Shao, Wu-Bin
    Fang, He-Shu
    Zhou, Xiang
    Wu, Zhi-Bing
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 54 (04) : 2319 - 2325
  • [22] Synthesis of 2-[(bis-(2-chloroethyl)amino)acetamido]-5-substituted-1,3,4-thiadiazole as possible alkylating anticancer agents
    Gowramma, B.
    Murugan, V.
    Sumathi, K.
    Kumar, E. P.
    Suresh, B.
    Reddy, V. M.
    ASIAN JOURNAL OF CHEMISTRY, 2006, 18 (04) : 2705 - 2711
  • [23] Synthesis, molecular modeling and biological evaluation of N-benzylidene-2-((5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl)thio)acetohydrazide derivatives as potential anticancer agents
    Zhang, Fei
    Wang, Xiao-Liang
    Shi, Jing
    Wang, She-Feng
    Yin, Yong
    Yang, Yu-Shun
    Zhang, Wei-Ming
    Zhu, Hai-Liang
    BIOORGANIC & MEDICINAL CHEMISTRY, 2014, 22 (01) : 468 - 477
  • [24] Synthesis and anticancer activity studies on some 2-chloro-1,4-bis-(5-substituted-1,3,4-oxadiazol-2-ylmethyleneoxy) phenylene derivatives
    Holla, BS
    Poojary, KN
    Bhat, KS
    Ashok, M
    Poojary, B
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2005, 44 (08): : 1669 - 1673
  • [25] Synthesis, Anticancer Evaluation and Structure-Activity Analysis of Novel (E)-5-(2-Arylvinyl)-1,3,4-oxadiazol-2-yl)benzenesulfonamides
    Szafranski, Krzysztof
    Slawinski, Jaroslaw
    Tomorowicz, Lukasz
    Kawiak, Anna
    INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2020, 21 (06)
  • [26] Synthesis and Biological Evaluation of 3,4-Dihydro-3-(3-methylisoxazol-5-yl)-2H-benzo[e][1,3]oxazine Derivatives as Anticancer Agents
    Kakkerla, Ramu
    Marri, Srinivas
    Krishna, M. P. S. Murali
    Molgara, Parusharamulu
    Reddy, Y. N.
    LETTERS IN ORGANIC CHEMISTRY, 2018, 15 (02) : 124 - 132
  • [27] Synthesis and Anticancer Activity of Some 2-[3/4-(2-Substituted Phenyl-2-oxoethoxy)benzylidene]-6-substituted-2,3-dihydro-1H-inden-1-one Derivatives
    Gundogdu-Karaburun, Nalan
    Karaburun, Ahmet Cagri
    Demirayak, Seref
    Kayagil, Ismail
    Yurttas, Leyla
    LETTERS IN DRUG DESIGN & DISCOVERY, 2014, 11 (05) : 578 - 585
  • [28] Synthesis and antitumor activity of 1,3,4-oxadiazole substituted 2-(5-ylidene-2,4-dioxothiazolidin-3-yl)-acetamides
    Lelyukh, Maryan
    Kalytovska, Myroslava
    Zastryzhna, Marta
    Savchenko, Arkadii
    Chaban, Ihor
    Harkov, Stefan
    PHARMACIA, 2023, 70 (04) : 1093 - 1100
  • [29] Synthesis, characterisation, crystal structures and biological studies of palladium(II) complexes containing 5-(2-hydroxy-3-methoxy-phenyl)-2,4-dihydro[1,2,4]triazole-3-thione derivatives
    Shanmugapriya, A.
    Dallemer, F.
    Prabhakaran, R.
    NEW JOURNAL OF CHEMISTRY, 2018, 42 (23) : 18850 - 18864
  • [30] Design and synthesis of novel 5,6-disubstituted pyridine-2,3-dione-3-thiosemicarbazone derivatives as potential anticancer agents
    Xie, Wenlin
    Xie, Shimin
    Zhou, Ying
    Tang, Xufu
    Liu, Jian
    Yang, Wenqian
    Qiu, Minghua
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 81 : 22 - 27