Enantioseparation of Substituted 1, 3-Diazaspiro [4.5]Decan-4-Ones: HPLC Comparative Study on Different Polysaccharide Type Chiral Stationary Phases

被引:7
作者
Aboul-Enein, Hassan Y. [1 ]
Aboul-Enein, Mohamed N. [1 ]
El-Azzouny, Aida A. [1 ]
Saleh, Ola A. [1 ]
Hassan, Rasha M. [1 ]
Amin, Kamilia M. [2 ]
机构
[1] Natl Res Ctr, Pharmaceut & Drug Ind Res Div, Pharmaceut & Med Chem Dept, Giza 12622, Egypt
[2] Cairo Univ, Fac Pharm, Dept Pharmaceut Chem, Cairo, Egypt
关键词
LIQUID-CHROMATOGRAPHIC ENANTIOSEPARATION; FLUID CHROMATOGRAPHY; GAS-CHROMATOGRAPHY; SEPARATION; DERIVATIVES; ENANTIOMERS;
D O I
10.1093/chromsci/bmx098
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
Enantioseparation of substituted 1,3-diazaspiro[4.5]decan-4-ones (1-14) was achieved using different polysaccharide type chiral stationary phases (CSPs), namely, Chiralcel OJ, Chiralcel OD and Lux-Amylose-2 using different mobile phases which were either n-hexane/2-propanol or n-hexane/ethanol mixtures of various ratios (v/v) at flow rate 1 mL min(-1). UV detection was carried out at 254 nm and temperature of 20A degrees C. The retention behavior and selectivity of these CSPs were examined in isocratic normal phase high-performance liquid chromatography mode. The results revealed that the amylose CSP (Lux-Amylose-2) could separate almost all the compounds under investigation in contrast to cellulose CSPs (Chiracel OJ and Chiracel OD) which resolved fewer compounds.
引用
收藏
页码:160 / 165
页数:6
相关论文
共 19 条
  • [1] High-performance liquid chromatographic enantioseparation of drags containing multiple chiral centers on polysaccharide-type chiral stationary phases
    Aboul-Enein, HY
    [J]. JOURNAL OF CHROMATOGRAPHY A, 2001, 906 (1-2) : 185 - 193
  • [2] Synthesis and Anticonvulsant Activity of Substituted-1,3-diazaspiro[4.5]decan-4-ones
    Aboul-Enein, Mohamed Nabil
    El-Azzouny, Aida Abdel Sattar
    Saleh, Ola Ahmed
    Amin, Kamilia Mahmoud
    Maklad, Yousreya Ali
    Hassan, Rasha Mohamed
    [J]. ARCHIV DER PHARMAZIE, 2015, 348 (08) : 575 - 588
  • [3] Polysaccharides Chiral Stationary Phases in Liquid Chromatography
    Ali, Imran
    Saleem, Kishwar
    Hussain, Iqbal
    Gaitonde, Vinay D.
    Aboul-Enein, Hassan Y.
    [J]. SEPARATION AND PURIFICATION REVIEWS, 2009, 38 (02) : 97 - 147
  • [4] Imidazolidin-4-one derivatives of primaquine as novel transmission-blocking antimalarials
    Araújo, MJ
    Bom, J
    Capela, R
    Casimiro, C
    Chambel, P
    Gomes, P
    Iley, J
    Lopes, F
    Morais, J
    Moreira, R
    de Oliveira, E
    do Rosário, V
    Vale, N
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (03) : 888 - 892
  • [5] Cattaneo C., 2009, [No title captured], Patent No. 2093218
  • [6] Polysaccharide derivatives as useful chiral stationary phases in high-performance liquid chromatography
    Chen, Xiaoming
    Yamamoto, Chiyo
    Okamoto, Yoshio
    [J]. PURE AND APPLIED CHEMISTRY, 2007, 79 (09) : 1561 - 1573
  • [7] Enantiomers of C5-chiral 1-acetyl-3,5-diphenyl-4,5-dihydro-(1H)-pyrazole derivatives:: Analytical and semipreparative HPLC separation, chiroptical properties, absolute configuration, and inhibitory activity against monoamine oxidase
    Cirilli, R
    Ferrett, R
    Gallinella, B
    Turchetto, L
    Bolasco, A
    Secci, D
    Chimenti, P
    Pierini, M
    Fares, V
    Befani, O
    La Torre, F
    [J]. CHIRALITY, 2004, 16 (09) : 625 - 636
  • [8] Novel N-chloroheterocyclic antimicrobials
    Francavilla, Charles
    Turtle, Eric D.
    Kim, Bum
    O'Mahony, Donogh J. R.
    Shiau, Timothy P.
    Low, Eddy
    Alvarez, Nichole J.
    Celeri, Chris E.
    D'Lima, Louisa
    Friedman, Lisa C.
    Ruado, Francis S.
    Xu, Ping
    Zuck, Meghan E.
    Anderson, Mark B.
    Najafi, Ramin
    Jain, Rakesh K.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (10) : 3029 - 3033
  • [9] Recent progress in enantiomeric separation by capillary electrochromatography
    Kang, JW
    Wistuba, D
    Schurig, V
    [J]. ELECTROPHORESIS, 2002, 23 (22-23) : 4005 - 4021
  • [10] Separation of enantiomers: needs, challenges, perspectives
    Maier, NM
    Franco, P
    Lindner, W
    [J]. JOURNAL OF CHROMATOGRAPHY A, 2001, 906 (1-2) : 3 - 33