Synthesis and Biological Activity of Estafiatin Phosphonate Derivatives

被引:6
作者
Suleimen, E. M. [1 ]
Dzhalmakhanbetova, R. I. [1 ]
Pak, R. N. [2 ]
Kulyyasov, A. T. [2 ]
Adekenov, S. M. [2 ]
机构
[1] Eurasian Natl Univ, LN Gumilev Inst Appl Chem, Astana 010008, Kazakhstan
[2] Phytochem Corp, Karaganda 100019, Kazakhstan
关键词
sesquiterpene lactones; chemical modification; phosphorus-derivatives; two-dimensional spectra; antimicrobial activity;
D O I
10.1007/s10600-014-1097-3
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Four new dialkylphosphonate derivatives 2-5 were prepared for the first time from the guaiane-type sesquiterpene lactone estafiatin (1), which was isolated from the aerial part of Achillea nobilis. Their structures were elucidated using PMR, C-13 NMR, two-dimensional H-1-H-1 COSY, C-13-H-1 COLOC, and P-31-H-1 spectroscopy. The estafiatin phosphorylation reaction was highly chemo- and stereoselective. The antimicrobial activity of the prepared derivatives was studied.
引用
收藏
页码:846 / 849
页数:4
相关论文
共 50 条
  • [21] Synthesis, reactions, and biological activity of 1,4-benzothiazine derivatives
    Abbas, Eman M. H.
    Farghaly, Thoraya A.
    MONATSHEFTE FUR CHEMIE, 2010, 141 (06): : 661 - 667
  • [22] Synthesis, Structure and Biological Activity of Some Hybrid Benzimidazole / Quinoline Derivatives
    Antoci, Vasilichia
    Humelnicu, Ionel
    Vasilache, Violeta
    Mantu, Dorina
    REVISTA DE CHIMIE, 2016, 67 (09): : 1713 - 1716
  • [23] Absolute configuration of stizolicin and synthesis and biological activity of its amino derivatives
    Suleimenov, EM
    Raidugin, VA
    Gatilov, YV
    Bagryanskaya, IY
    Seidakhmetova, R
    Aksartov, RM
    Adekenov, SM
    CHEMISTRY OF NATURAL COMPOUNDS, 2005, 41 (05) : 561 - 564
  • [24] Dichlorophosphoryl Isocyanate: Synthesis, Chemical Reactions, and Biological Activity of its Derivatives
    Medini, Faten
    Aroua, Lotfi Mohamed
    Mekni, Nejib Ben Hussein
    MINI-REVIEWS IN ORGANIC CHEMISTRY, 2024, 21 (08) : 833 - 851
  • [25] Absolute Configuration of Stizolicin and Synthesis and Biological Activity of Its Amino Derivatives
    E. M. Suleimenov
    V. A. Raldugin
    Yu. V. Gatilov
    I. Yu. Bagryanskaya
    R. Seidakhmetova
    R. M. Aksartov
    S. M. Adekenov
    Chemistry of Natural Compounds, 2005, 41 : 561 - 564
  • [26] Synthesis and biological activity of some triazole-bearing benzimidazole derivatives
    Ansari, K. F.
    Lal, C.
    Khtoliya, R. K.
    JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 2011, 76 (03) : 341 - 352
  • [27] New Hydrazonothiophene Derivatives: Synthesis, DFT Calculations, and Prediction for Biological Activity
    Mahmoud, F. R.
    El-Bana, G. G.
    Fouda, A. S.
    Ismail, M. A.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2024, 94 (03) : 642 - 651
  • [28] Synthesis, reactions, and biological activity of 1,4-benzothiazine derivatives
    Eman M. H. Abbas
    Thoraya A. Farghaly
    Monatshefte für Chemie - Chemical Monthly, 2010, 141 : 661 - 667
  • [29] Synthesis, Characterization, Biological Activity and Quantum Chemical Calculations of New Oxadiazole Derivatives
    Merdas, Samia Mezhr
    EGYPTIAN JOURNAL OF CHEMISTRY, 2022, 65 (05): : 635 - 645
  • [30] Synthesis and evaluation of in vitro biological activity of new series of quinazolinone and benzoxazinone derivatives
    Abdelmajeid, Abdelmotaal
    Aly, A. A.
    Ashour, Manar T.
    EGYPTIAN JOURNAL OF CHEMISTRY, 2021, 64 (05): : 2653 - 2661