Synthesis, characterization, anticancer activity, and molecular docking of some new sugar hydrazone and arylidene derivatives

被引:16
作者
Alotabi, Saad H. [1 ]
机构
[1] Taif Univ, Turabah Univ Coll, Dept Chem, Box 311, At Taif 21995, Saudi Arabia
关键词
Sugar hydrazones; Arylidene derivatives; Oxadiazolines; Molecular docking; Antimicrobial activity; DRUG DISCOVERY; PREDICTION;
D O I
10.1016/j.arabjc.2019.12.006
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New sugar hydrazone moieties, their oxadiazoline derivatives, and arylidene analogues were prepared and chemically elucidated using spectroscopic analysis, such as nuclear magnetic resonance, for hydrogen (HNMR)-H-1, carbon (CNMR)-C-13, elemental analysis, and Infrared (IR). The prepared compounds were purified and tested against breast cancer cells (MCF-7). Compounds 4c, 4d, 6b, and 6d exhibited moderate to very high anti-breast cancer activity, with a percentage of inhibition of 96.19%, 93.08%, 74.33%, and 86.05% respectively; the reference 5-fluorouracil had an inhibitory percentage of 96.02%. (C) 2020 The Author. Published by Elsevier B.V. on behalf of King Saud University.
引用
收藏
页码:4771 / 4784
页数:14
相关论文
共 30 条
  • [1] Abadi AH, 2003, CHEM PHARM BULL, V51, P838
  • [2] Synthesis and antiviral evaluation of some sugar arylglycinoylhydrazones and their oxadiazoline derivatives
    Abdel-Aal, Mohammed T.
    El-Sayed, Wael A.
    El-Ashry, El-Sayed H.
    [J]. ARCHIV DER PHARMAZIE, 2006, 339 (12) : 656 - 663
  • [3] Abu‐Zaied M.A.Z., 2012, Pharmacol. Pharm., V3, P254
  • [4] Synthesis and Anticancer Activity of N-Aryl-5-substituted-1,3,4-oxadiazol-2-amine Analogues
    Ahsan, Mohamed Jawed
    Sharma, Jyotika
    Singh, Monika
    Jadav, Surender Singh
    Yasmin, Sabina
    [J]. BIOMED RESEARCH INTERNATIONAL, 2014, 2014
  • [5] Molecular properties prediction and synthesis of novel 1,3,4-oxadiazole analogues as potent antimicrobial and antitubercular agents
    Ahsan, Mohamed Jawed
    Samy, Jeyabalan Govinda
    Khalilullah, Habibullah
    Nomani, Md Shivli
    Saraswat, Pankaj
    Gaur, Ramakant
    Singh, Abhimanyu
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (24) : 7246 - 7250
  • [6] Synthesis and anticonvulsant activity of new 2-substituted-5-[2-(2-fluorophenoxy)phenyl]-1,3,4-oxadiazoles and 1,2,4-triazoles
    Almasirad, A
    Tabatabai, SA
    Faizi, M
    Kebriaeezadeh, A
    Mehrabi, N
    Dalvandi, A
    Shafiee, A
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (24) : 6057 - 6059
  • [7] Amer H.H., 2018, Natl. J. Physiol. Pharm. Pharmacol, V8, P1275, DOI [10.5455/njppp.2018.8.0416408052018, DOI 10.5455/NJPPP.2018.8.0416408052018]
  • [8] [Anonymous], [No title captured]
  • [9] Molecular properties prediction, synthesis and antimicrobial activity of some newer oxadiazole derivatives
    Bakht, Mohammed Afroz
    Yar, M. Shahar
    Abdel-Hamid, Sami Gaber
    Al Qasoumi, Saleh I.
    Samad, Abdul
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (12) : 5862 - 5869
  • [10] IMPROVED FISCHER INDOLE REACTION FOR THE PREPARATION OF N,N-DIMETHYLTRYPTAMINES - SYNTHESIS OF L-695,894, A POTENT 5-HT1D RECEPTOR AGONIST
    CHEN, CY
    SENANAYAKE, CH
    BILL, TJ
    LARSEN, RD
    VERHOEVEN, TR
    REIDER, PJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (13) : 3738 - 3741