STYRYLPYRONE DERIVATIVES FROM GONIOTHALAMUS-DOLICHOCARPUS

被引：66

作者：

GOH, SH ^{[1
]}

EE, GCL ^{[1
]}

CHUAH, CH ^{[1
]}

WEI, C ^{[1
]}

机构：

[1] UNIV MALAYA,INST ADV STUDIES,KUALA LUMPUR,MALAYSIA

来源：

AUSTRALIAN JOURNAL OF CHEMISTRY | 1995年 / 48卷 / 02期

关键词：

D O I：

10.1071/CH9950199

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Styrylpyrone derivatives (+)-goniothalamin (1), (+)-goniothalamin epoxide (2) and (-)-iso-5-deoxygoniopypyrone (4b), and the acetogenin (+)-annonacin (7) were bioactive compounds isolated from the stem bark of Goniothalamus dolichocarpus. The stereochemical relationships for (+)-goniothalamin epoxide (2), (+)-isogoniothalamin epoxide (3) and (+)-goniodiol diacetate (6) were established by chemical transformations and single-crystal X-ray crystallography.

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页码：199 / 205

页数：7

相关论文

共 16 条

[1] 5-ACETYL GONIOTHALAMIN, A STYRYL DIHYDROPYRONE FROM GONIOTHALAMUS-UVAROIDES [J].

AHMAD, FB ;

TUKOL, WA ;

OMAR, S ;

SHARIF, AM .

PHYTOCHEMISTRY, 1991, 30 (07) :2430-2431

[2] GONIOTRIOL FROM GONIOTHALAMUS-GIGANTEUS [J].

ALKOFAHI, A ;

MA, WW ;

MCKENZIE, AT ;

BYRN, SR ;

MCLAUGHLIN, JL .

JOURNAL OF NATURAL PRODUCTS, 1989, 52 (06) :1371-1373

[3] GONIOTHALAMICIN AND ANNONACIN - BIOACTIVE ACETOGENINS FROM GONIOTHALAMUS-GIGANTEUS (ANNONACEAE) [J].

ALKOFAHI, A ;

RUPPRECHT, JK ;

SMITH, DL ;

CHANG, CJ ;

MCLAUGHLIN, JL .

EXPERIENTIA, 1988, 44 (01) :83-85

[4] AN ALTERNATIVE APPROACH TO MEVINIC ACID ANALOGS FROM METHYL (3R)-3-HYDROXY-5-HEXENOATE AND AN EXTENSION TO RATIONAL SYNTHESES OF (+)-(6R)-GONIOTHALAMIN AND ITS NON-NATURAL (-)-(6S)-ENANTIOMER [J].

BENNETT, F ;

KNIGHT, DW .

TETRAHEDRON LETTERS, 1988, 29 (36) :4625-4628

[5] GONIOTHALENOL - A NOVEL, BIOACTIVE, TETRAHYDROFURANO-2-PYRONE FROM GONIOTHALAMUS-GIGANTEUS (ANNONACEAE) [J].

ELZAYAT, AAE ;

FERRIGNI, NR ;

MCCLOUD, TG ;

MCKENZIE, AT ;

BYRN, SR ;

CASSADY, JM ;

CHANG, CJ ;

MCLAUGHLIN, JL .

TETRAHEDRON LETTERS, 1985, 26 (08) :955-956

[6] 2 NEW STYRYL LACTONES, 9-DEOXYGONIOPYPYRONE AND 7-EPI-GONIOFUFURONE, FROM GONIOTHALAMUS-GIGANTEUS [J].

FANG, XP ;

ANDERSON, JE ;

CHANG, CJ ;

MCLAUGHLIN, JL ;

FANWICK, PE .

JOURNAL OF NATURAL PRODUCTS, 1991, 54 (04) :1034-1043

[7] (+)-(5S)-DELTA-LACTONE OF 5-HYDROXY-7-PHENYLHEPTA-2,6-DIENOIC ACID A NATURAL PRODUCT FROM CRYPTOCARYA CALONEURA (SCHEFF) KOSTERMANS [J].

HLUBUCEK, JR ;

ROBERTSON, AV .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1967, 20 (10) :2199-+

[8] STUDIES ON THE SYNTHESES OF HETEROCYCLIC AND NATURAL COMPOUNDS .1200. ENANTIOSELECTIVE SYNTHESES OF (+)-ACETYLPHOMALACTONE AND (6R)-(+)-GONIOTHALAMIN FROM 2-FURYLMETHANOLS [J].

HONDA, T ;

KAMETANI, T ;

KANAI, K ;

TATSUZAKI, Y ;

TSUBUKI, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (06) :1733-1737

[9] GONIOTHALAMIN AND ITS DISTRIBUTION IN 4 GONIOTHALAMUS SPECIES [J].

JEWERS, K ;

BLUNDEN, G ;

WETCHAPINAN, S ;

DOUGAN, J ;

MANCHANDA, AH ;

DAVIS, JB ;

KYI, A .

PHYTOCHEMISTRY, 1972, 11 (06) :2025-+

[10]

MCCLOUD TG, 1937, EXPERIENTIA, V43, P947