LIGNANS OF FORSYTHIA-INTERMEDIA

被引:186
作者
RAHMAN, MMA [1 ]
DEWICK, PM [1 ]
JACKSON, DE [1 ]
LUCAS, JA [1 ]
机构
[1] UNIV NOTTINGHAM,DEPT BOT,NOTTINGHAM NG7 2RD,ENGLAND
关键词
dibenzylbutyrolactone; Forsythia intermedia; furofuran; lignans; Oleaceae;
D O I
10.1016/0031-9422(90)85050-P
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Leaf and stem material of Forsythia intermedia contains four main lignans and their O-glucosides. These were identified as the dibenzylbutyrolactone derivatives (-)-arctigenin, arctiin [(-)-arctigenin 4′-O-glucoside], matairesinol and (-)-matairesinol 4′-O-glucoside, together with the furofuran lignans (+)-phillygenin, phillyrin [(+)-phillygenin 4-O-glucoside], (+)-epipinoresinol and (+)-epipinoresinol 4′-O-glucoside. The lignan contents varied according to tissue type and season. Full spectral data for the lignans are presented. The 1H NOE difference spectra recorded for phillygenin and epipinoresinol necessitate the reversal of earlier chemical shift assignments for axial and equatorial protons on C-9 of furofuran lignans having one axial and one equatorial aryl group (the epi series). © 1982.
引用
收藏
页码:1971 / 1980
页数:10
相关论文
共 27 条
[1]   C-13 NMR SPECTRAL INVESTIGATIONS .9. C-13 NMR-SPECTROSCOPY OF LIGNAN AND NEOLIGNAN DERIVATIVES [J].
AGRAWAL, PK ;
THAKUR, RS .
MAGNETIC RESONANCE IN CHEMISTRY, 1985, 23 (06) :389-418
[2]   C-13 NMR ANALYSIS OF SYMPLOCOSIN AND (+)-EPIPINORESINOL GLUCOSIDE [J].
CHIBA, M ;
HISADA, S ;
NISHIBE, S ;
THIEME, H .
PHYTOCHEMISTRY, 1980, 19 (02) :335-336
[3]  
CHIBA M, 1977, CHEM PHARM BULL, V25, P3435
[4]  
CHIBA M, 1978, Shoyakugaku Zasshi, V32, P194
[5]  
CHIBA M, 1979, Shoyakugaku Zasshi, V33, P150
[6]   STRUCTURAL-ANALYSIS OF THE URINARY LIGNAN 2,3-BIS-(3-HYDROXYBENZYL)BUTAN-4-OLIDE (ENTEROLACTONE) - A 400 MHZ NUCLEAR MAGNETIC-RESONANCE STUDY FOR THE SOLUTION STATE AND X-RAY STUDY FOR THE CRYSTAL-STATE [J].
COOLEY, G ;
FARRANT, RD ;
KIRK, DN ;
PATEL, S ;
WYNN, S ;
BUCKINGHAM, MJ ;
HAWKES, GE ;
HURSTHOUSE, MB ;
GALAS, AMR ;
LAWSON, AM ;
SETCHELL, KDR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1984, (03) :489-497
[7]   MASS SPECTROMETRIC FRAGMENTATION OF SOME LIGNANS [J].
DUFFIELD, AM .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1967, 4 (01) :16-&
[8]   PLANT-SUBSTANCES .44. THE STRUCTURE OF YATEIN - DETERMINATION OF THE POSITIONS, AND CONFIGURATIONS OF BENZYL GROUPS IN LIGNANS OF THE 2,3-DIBENZYLBUTYROLACTONE TYPE [J].
HARMATHA, J ;
BUDESINSKY, M ;
TRKA, A .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1982, 47 (02) :644-663
[9]   BIOSYNTHESIS OF PODOPHYLLUM LIGNANS .4. BIOSYNTHETIC RELATIONSHIP OF ARYLTETRALIN LACTONE LIGNANS TO DIBENZYLBUTYROLACTONE LIGNANS [J].
KAMIL, WM ;
DEWICK, PM .
PHYTOCHEMISTRY, 1986, 25 (09) :2093-2102
[10]   BIOSYNTHESIS OF PODOPHYLLUM LIGNANS .3. BIOSYNTHESIS OF THE LIGNANS ALPHA-PELTATIN AND BETA-PELTATIN [J].
KAMIL, WM ;
DEWICK, PM .
PHYTOCHEMISTRY, 1986, 25 (09) :2089-2092