TETRACYCLIC TRITERPENOIDS OF THE FRUIT COATS OF AZADIRACHTA-INDICA

被引:20
作者
SIDDIQUI, S [1 ]
SIDDIQUI, BS [1 ]
GHIASUDDIN [1 ]
FAIZI, S [1 ]
机构
[1] UNIV KARACHI, HEJ RES INST CHEM, KARACHI 75270, PAKISTAN
来源
JOURNAL OF NATURAL PRODUCTS | 1991年 / 54卷 / 02期
关键词
D O I
10.1021/np50074a010
中图分类号
Q94 [植物学];
学科分类号
071001 [植物学];
摘要
From the EtOH extract of the coats of fresh, undried, uncrushed, ripe fruits of neem, Azadirachta indica, a new tetracyclic triterpenoid azadirol {1} and a known triterpenoid, kulactone {5}, hitherto unreported from neem, have been isolated. Their structures have been elucidated through spectroscopic methods and chemical transformations. Azadirol {1} is the first naturally occurring apotirucallol (apoeuphol) derivative with the C-8 side chain uncyclized and represents an immediate intermediate in the biosynthesis from tirucallol (euphol) of apotirucallol (apoeuphol) triterpenoids with a degraded or cyclized side chain.
引用
收藏
页码:408 / 415
页数:8
相关论文
共 27 条
[1]
TRICYCLIC DITERPENOIDS FROM THE STEM BARK OF AZADIRACHTA-INDICA [J].
ARA, I ;
SIDDIQUI, BS ;
FAIZI, S ;
SIDDIQUI, S .
JOURNAL OF NATURAL PRODUCTS, 1988, 51 (06) :1054-1061
[2]
THE CONSTITUTION OF LIMONIN [J].
ARIGONI, D ;
BARTON, DHR ;
COREY, EJ ;
JEGER, O ;
CAGLIOTI, L ;
DEV, S ;
FERRINI, PG ;
GLAZIER, ER ;
MELERA, A ;
PRADHAN, SK ;
SCHAFFNER, K ;
STERNHELL, S ;
TEMPLETON, JF ;
TOBINAGA, S .
EXPERIENTIA, 1960, 16 (02) :41-49
[3]
TRITERPENES FROM SIMABA-MULTIFLORA [J].
ARISAWA, M ;
FUJITA, A ;
MORITA, N ;
COX, PJ ;
HOWIE, RA ;
CORDELL, GA .
PHYTOCHEMISTRY, 1987, 26 (12) :3301-3303
[4]
IDENTIFICATION OF 24-METHYLENELOPHENOL FROM HEARTWOOD OF AZADIRACHTA-INDICA [J].
BANERJI, R ;
MISRA, G ;
NIGAM, SK .
PHYTOCHEMISTRY, 1987, 26 (09) :2644-2645
[5]
TETRACYCLIC TRITERPENOIDS FROM MELIA-AZEDARACH, L-III [J].
CHIANG, CK ;
CHANG, FC .
TETRAHEDRON, 1973, 29 (14) :1911-1929
[6]
Chopra R. N., 1956, GLOSSARY INDIAN MED, P31
[7]
THE APPLICATION OF VACUUM LIQUID-CHROMATOGRAPHY TO THE SEPARATION OF TERPENE MIXTURES [J].
COLL, JC ;
BOWDEN, BF .
JOURNAL OF NATURAL PRODUCTS, 1986, 49 (05) :934-936
[8]
TETRANORTRITERPENOIDS AND RELATED SUBSTANCES .13. CONSTITUTION OF GRANDIFOLIOLENONE, AN APO-TIRUCALLOL DERIVATIVE FROM KHAYA-GRANDIFOLIOLA(MELIACEAE) [J].
CONNOLLY, JD ;
MCCRINDLE, R .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (09) :1715-+
[9]
DYMOCK W, 1890, PHARMACOGRAPHIA INDI, V1, P322
[10]
DETERMINATION OF ABSOLUTE CONFIGURATION OF HYDROXYLATED SESQUITERPENE LACTONES BY HOREAUS METHOD OF ASYMMETRIC ESTERIFICATION [J].
HERZ, W ;
KAGAN, HB .
JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (01) :216-&