Modification of polyprenol by phosphorylation and acylation

被引：0
|
作者：
Malenkovskaya, M. A. [1 ]
Rasadkina, E. N. [1 ]
Pugashova, N. P. [1 ]
机构：
[1] Moscow State Pedag Univ, Inst Biol & Chem, Nesvizhskii Per 3, Moscow 119021, Russia
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 52卷 / 01期
关键词：
Phosphonate; Hydrophosphoryl; Carboxylic Acid Chloride; Prenol; Hexaethyl;
D O I：
10.1134/S1070428016010036
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Polyprenol isolated from spruce needles was subjected to phosphorylation and acylation. Its phosphorylation with hexaethylphosphorous triamide in dioxane afforded bis(polyprenyl) N,N-diethylphosphoramidite which was hydrolyzed to bis(polyprenyl) phosphonate. The latter can be used in the synthesis of prodrugs. The acylation of polyprenol with aromatic and heterocyclic carboxylic acid chlorides gave the corresponding esters as potential precursors of pharmacologically important compounds. The structure of the isolated compounds was confirmed by H-1, P-31, and C-13 NMR and IR spectra.
引用
收藏
页码：11 / 14
页数：4
相关论文
共 38 条
  • [21] Covalent modification of calcium hydroxyapatite surface by grafting phenyl phosphonate moieties
    Aissa, Abdallah
    Debbabi, Mongi
    Gruselle, Michel
    Thouvenot, Rene
    Gredin, Patrick
    Traksmaa, Rainer
    Tonsuaadu, Kaia
    JOURNAL OF SOLID STATE CHEMISTRY, 2007, 180 (08) : 2273 - 2278
  • [22] Effect of Surface Modification on the Dielectric Properties of BaTiO3 Nanocrystals
    Beier, Christopher W.
    Cuevas, Marie A.
    Brutchey, Richard L.
    LANGMUIR, 2010, 26 (07) : 5067 - 5071
  • [23] Sol-gel coatings with phosphonate functionalities for surface modification of magnesium alloys
    Khramov, A. N.
    Balbyshev, V. N.
    Kasten, L. S.
    Mantz, R. A.
    THIN SOLID FILMS, 2006, 514 (1-2) : 174 - 181
  • [24] Surface Modification of Calcium Hydroxyapatite and Fluoroapatite by Grafting Methyl Phosphonic Dichloride.
    Agougui, Hassen
    Aissa, Abdallah
    Debbabi, Mongi
    ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 2009, 65 : S262 - S262
  • [25] Synthesis and Phosphorylation of 2- and 3-Halomethyl Derivatives of Functionalized 2-tert-Butylfurans
    L. M. Pevzner
    Russian Journal of General Chemistry, 2002, 72 : 32 - 39
  • [26] Titania modification with a ruthenium(II) complex and gold nanoparticles for photocatalytic degradation of organic compounds
    Zheng, Shuaizhi
    Wei, Zhishun
    Yoshiiri, Kenta
    Braumueller, Markus
    Ohtani, Bunsho
    Rau, Sven
    Kowalska, Ewa
    PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2016, 15 (01) : 69 - 79
  • [27] Modification of silica by an organic monolayer in aqueous medium using octylphosphonic acid and aluminium species
    Lassiaz, Stephanie
    Labarre, Dominique
    Galarneau, Anne
    Brunel, Daniel
    Mutin, P. Hubert
    JOURNAL OF MATERIALS CHEMISTRY, 2011, 21 (22) : 8199 - 8205
  • [28] Xanthate-derived mercaptophosphonates for thiol-ene modification of styrene-butadiene rubber
    Coutelier, Olivier
    Blidi, Issam
    Destarac, Mathias
    EUROPEAN POLYMER JOURNAL, 2021, 151
  • [29] Characterization of Aromatic Polyamide Particles Containing Carboxylic Acid and Carboxylic Acid Chloride Groups and Their Modification in Water
    Yoshioka, Yayoi
    INTERNATIONAL JOURNAL OF POLYMER ANALYSIS AND CHARACTERIZATION, 2013, 18 (03) : 181 - 188
  • [30] Efficient Polymer Red Light-emitting Diodes with Cathode Interface Modification Layer Based on Phosphonate Polyfluorene
    Niu Xiao-Di
    Liu Jing-Bo
    Wang Song
    Wang Hong-Su
    Nian Gui-Jun
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2010, 31 (09): : 1874 - 1877
1234