ENANTIOMERIC SEPARATION OF CLOSE ANALOGS TO NATURALLY-OCCURRING 1,4-BENZOXAZIN-3-ONES BY LIQUID-CHROMATOGRAPHY USING BETA-CYCLODEXTRIN-MODIFIED STATIONARY PHASE

被引:12
作者
LIPPMANN, T [1 ]
HARTENSTEIN, H [1 ]
SICKER, D [1 ]
机构
[1] UNIV LEIPZIG,INST ORGAN CHEM,TALSTR 35,O-7010 LEIPZIG,GERMANY
关键词
COLUMN LIQUID CHROMATOGRAPHY; 1,4-BENZOXAZIN-3-ONES; CYCLIC HYDROXAMIC ACIDS; BETA-CYCLODEXTRIN MODIFIED SILICA GEL; ENANTIOMER SEPARATION;
D O I
10.1007/BF02277514
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
A liquid chromatographic procedure on a 5 mum LiChroCART column using chemically bonded beta-cyclodextrin (ChiraDex) as chiral selector was developed for the enantiomeric separation of four 2H-1,4-benzoxazin-3(4H)-ones which are close analogs of the cyclic hydroxamic acids 2,4-dihydroxy-2H-1,4-benzoxazin-3(4H)-one (DIBOA) and 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3 (4H)-one (DIMBOA) naturally occurring in Gramineae species.
引用
收藏
页码:302 / 304
页数:3
相关论文
共 20 条
[1]   ANALOGS OF THE CYCLIC HYDROXAMIC ACID 2,4-DIHYDROXY-7-METHOXY-2H-1,4-BENZOXAZIN-3-ONE - DECOMPOSITION TO BENZOXAZOLINONES AND REACTION WITH BETA-MERCAPTOETHANOL [J].
ATKINSON, J ;
MORAND, P ;
ARNASON, JT ;
NIEMEYER, HM ;
BRAVO, HR .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (05) :1788-1800
[2]  
Cabrera K., 1992, CHROMATOGRAPHIE, V2, P77
[3]   HYDROXAMIC ACID CONTENT OF PERENNIAL TRITICEAE [J].
COPAJA, SV ;
BARRIA, BN ;
NIEMEYER, HM .
PHYTOCHEMISTRY, 1991, 30 (05) :1531-1534
[4]   CHIRAL SEPARATIONS - A COMPARISON OF HPLC AND TLC [J].
DUNCAN, JD .
JOURNAL OF LIQUID CHROMATOGRAPHY, 1990, 13 (14) :2737-2755
[5]   PREPARATIVE CHROMATOGRAPHIC-SEPARATION OF ENANTIOMERS [J].
FRANCOTTE, E ;
JUNKERBUCHHEIT, A .
JOURNAL OF CHROMATOGRAPHY-BIOMEDICAL APPLICATIONS, 1992, 576 (01) :1-45
[6]  
GRAMBOW HJ, 1986, Z NATURFORSCH C, V41, P684
[7]  
HARTENSTEIN H, IN PRESS J PRAKT CHE
[8]  
JERNOW JL, 1975, Patent No. 3862180
[9]   DIASTEREOSELECTIVE AND ENANTIOSELECTIVE CHROMATOGRAPHY OF THE PYRETHROID INSECTICIDES ALLETHRIN AND CYPERMETHRIN [J].
KUTTER, JP ;
CLASS, TJ .
CHROMATOGRAPHIA, 1992, 33 (3-4) :103-112
[10]   CYCLODEXTRINS AND THEIR APPLICATIONS IN ANALYTICAL-CHEMISTRY [J].
LI, S ;
PURDY, WC .
CHEMICAL REVIEWS, 1992, 92 (06) :1457-1470