BIOSYNTHESIS OF NATURAL-PRODUCTS .3. SYNTHESES OF ENT-[17-C-14]-KAUR-16-EN-20-OL FROM ENMEIN AND OF ENT-[17-C-14]KAUR-16-ENE DERIVATIVES OXYGENATED AT C-3 FROM ENT-KAUR-16-ENE-3-BETA, 19-DIOL

被引：7

作者：

FUJITA, T ^{[1
]}

MASUDA, I ^{[1
]}

TAKAO, S ^{[1
]}

FUJITA, E ^{[1
]}

机构：

[1] KYOTO UNIV,INST CHEM RES,UJI,KYOTO 611,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 04期

关键词：

D O I：

10.1039/p19790000915

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

ent-[17-14C]Kaur-16-en-20-ol (5b) was synthesised from enmein (3), and ent-[17-14C]kaur-16-en-3β-ol (6b), ent-[17- 14C]kaur-16-en-3-one (7b), and ent-[17-14C]kaur-16-en- 3α-ol (8b) were synthesised from ent-kaur-16-ene-3β,19-diol (9). These labelled compounds were required for the investigation on the biosynthetic route from ent-kaur-16-ene (1) into enmein (3) and oridonin (4).

引用

收藏

页码：915 / 921

页数：7

相关论文

共 13 条

[1] CHEMISTRY EUPHORBIACEAE- .9. FURTHER CONSTITUENTS BEYERIA LESCHENAULTII [J].

BADDELEY, GV ;

RETALLACK, RW ;

JEFFERIES, PR .

TETRAHEDRON, 1964, 20 (08) :1983-+

[2] ENZYMATIC CYCLIZATION OF (R,S)-14,15-OXIDOGERANYLGERANYL PYROPHOSPHATE TO 3-ALPHA-HYDROXYKAURENE AND 3-BETA-HYDROXYKAURENE [J].

COATES, RM ;

CONRADI, RA ;

LEY, DA ;

AKESON, A ;

HARADA, J ;

LEE, SC ;

WEST, CA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (15) :4659-4661

[3]

FUJITA E, 1972, CHEM PHARM BULL, V20, P2377

[4] TERPENOIDS .11. STRUCTURE AND ABSOLUTE CONFIGURATION OF TRICHOKAURIN AND ITS CHEMICAL CONVERSION INTO (-)-KAURENE AND DITERPENE ALKALOIDS [J].

FUJITA, E ;

FUJITA, T ;

SHIBUYA, M .

TETRAHEDRON, 1969, 25 (12) :2517-&

[5]

FUJITA E, 1969, TETRAHEDRON LETT, P2573

[6] TERPENOIDS .19. CHEMICAL CONVERSION OF ENMEIN INTO ENT-15-KAURENE AND ENT-16-KAURENE [J].

FUJITA, E ;

FUJITA, T ;

NAGAO, Y .

TETRAHEDRON, 1972, 28 (03) :555-&

[7] TERPENOIDS .14. FORMAL CHEMICAL CONVERSION OF ENMEIN INTO ENT-KAURENE, ATISINE, GARRYINE AND VEATCHINE [J].

FUJITA, E ;

FUJITA, T ;

KATAYAMA, H .

TETRAHEDRON, 1970, 26 (04) :1009-&

[8] TERPENOIDS .2. CHEMICAL CONVERSION OF ENMEIN INTO (-)-KAURANE - ABSOLUTE CONFIGURATION OF ENMEIN [J].

FUJITA, E ;

FUJITA, T ;

FUJI, K ;

ITO, N .

TETRAHEDRON, 1966, 22 (10) :3423-&

[9] BIOSYNTHESIS OF NATURAL-PRODUCTS .1. INCORPORATIONS OF ENT-KAUR-16-ENE AND ENT-KAUR-16-EN-15-ONE INTO ENMEIN AND ORIDONIN [J].

FUJITA, T ;

MASUDA, I ;

TAKAO, S ;

FUJITA, E .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (19) :2098-2102

[10] CHEMISTRY OF EUPHORBIACEAE .19. DITERPENE AND FLAVONOID CONSTITUENTS OF BEYERIA LATIFOLIA [J].

JEFFERIES, PR ;

RETALLACK, RW .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1968, 21 (05) :1311-+