CONFORMATIONAL STUDIES OF NATURAL-PRODUCTS .4. CONFORMATION AND ABSOLUTE-CONFIGURATION OF CASCAROSIDE-A, CASCAROSIDE-B, CASCAROSIDE-C, CASCAROSIDE-D

被引:20
作者
MANITTO, P
MONTI, D
SPERANZA, G
MULINACCI, N
VINCIERI, FF
GRIFFINI, A
PIFFERI, G
机构
[1] INVERNI BEFFA SPA,RES & DEV LABS,I-20141 MILAN,ITALY
[2] UNIV MILAN,IST CHIM FARMACEUT,I-20131 MILAN,ITALY
[3] CTR STUDIO SOSTANZE ORGAN NAT,I-20133 MILAN,ITALY
[4] UNIV FLORENCE,DIPARTIMENTO SCI FARMACEUT,I-50121 FLORENCE,ITALY
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 14期
关键词
D O I
10.1039/p19930001577
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
H-1 and C-13 NMR spectra for the four carthartic constituents of Cascara bark, namely, the cascarosides A-D are recorded. The conformation and absolute configuration of each component of the two diastereoisomeric pairs have been determined on the basis of anisotropic effects and specific NOE (nuclear Overhauser effects) in their H-1 NMR spectra. CD spectra for these anthrone C,O-diglucosides are reported.
引用
收藏
页码:1577 / 1580
页数:4
相关论文
共 22 条
[1]   RESOLUTION OF ALOIN INTO DIASTEREOMERS AND THEIR CHARACTERIZATION [J].
AUTERHOFF, H ;
GRAF, E ;
EURISCH, G ;
ALEXA, M .
ARCHIV DER PHARMAZIE, 1980, 313 (02) :113-120
[2]  
BAUMGARTNER R, 1961, PHARM ACTA HELV, V36, P445
[3]  
BAUMGARTNER R, 1961, PHARM ACTA HELV, V36, P244
[4]  
EVANS FJ, 1975, J PHARM PHARM, V27
[5]   CASCAROSIDE-A AND CASCAROSIDE-B [J].
FAIRBAIRN, JW ;
EVANS, FJ ;
PHILLIPSON, JD .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1977, 66 (09) :1300-1303
[6]  
FAIRBAIRN JW, 1964, LLOYD, V27, P79
[7]   STRUCTURE OF CASCAROSIDES A AND B [J].
FAIRBAIRN, JW ;
FRIEDMANN, CA ;
SIMIC, S .
JOURNAL OF PHARMACY AND PHARMACOLOGY, 1963, 15 :T292-&
[8]   VEGETABLE PURGATIVES CONTAINING ANTHRACENE DERIVATIVES .11. FURTHER WORK ON THE ALOIN-LIKE SUBSTANCE OF RHAMNUS-PURSHIANA DC [J].
FAIRBAIRN, JW ;
SIMIC, S .
JOURNAL OF PHARMACY AND PHARMACOLOGY, 1960, 12 :T45-T51
[9]   VEGETABLE PURGATIVES CONTAINING ANTHRACENE DERIVATIVES .9. AN ALOIN-LIKE SUBSTANCES IN RHAMNUS-PURSHIANA DC [J].
FAIRBAIRN, JW ;
MITAL, VK .
JOURNAL OF PHARMACY AND PHARMACOLOGY, 1958, 10 :T217-T222
[10]   THE PRESENCE OF AN ALOIN-LIKE SUBSTANCE IN CASCARA BARK [J].
FAIRBAIRN, JW ;
MITAL, VK .
JOURNAL OF PHARMACY AND PHARMACOLOGY, 1957, 9 (06) :432-432