SYNTHESIS OF 1,2,3,8-TETRAOXYGENATED XANTHONES

被引:12
作者
GIL, S [1 ]
PALANCA, P [1 ]
SANZ, V [1 ]
TORTAJADA, A [1 ]
机构
[1] UNIV VALENCIA,DEPT ORGAN CHEM,DOCTOR MOLINER 50,E-46100 BURJASSOT,SPAIN
来源
JOURNAL OF NATURAL PRODUCTS | 1990年 / 53卷 / 05期
关键词
D O I
10.1021/np50071a011
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Nine 1,2,3,8-tetraoxygenated xanthones were synthesized. The structure of l,2-dimethoxy-3,8-dihydroxyxanthone, isolated from Calophyllum trapezifolium, was confirmed. The structure of a xanthone, isolated from Kielmeyera candidissima, as 1,3-dihydroxy-2,8-dimethoxyxanthone was shown to be incorrect. The possibility of a 1,2,3,8-tetraoxygenation pattern for the new xanthones isolated from Centaurium linarifolium was discarded. © 1990, American Chemical Society. All rights reserved.
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页码:1198 / 1211
页数:14
相关论文
共 33 条
[1]   THE SYNTHESIS OF 1,8-DIHYDROXY-2,3,4,6-TETRAMETHOXY-XANTHONE AND 1,6-DIHYDROXY-3,5,7,8-TETRAMETHOXY-XANTHONE, A CONFIRMATION OF STRUCTURE [J].
AURELL, MJ ;
GIL, S ;
SANZ, V ;
TORTAJADA, A .
JOURNAL OF NATURAL PRODUCTS, 1989, 52 (04) :852-857
[2]   APPLICATIONS OF PROTON MAGNETIC RESONANCE SPECTROSCOPY IN STRUCTURAL INVESTIGATION OF XANTHONES [J].
BARRACLOUGH, D ;
LOCKSLEY, HD ;
SCHEINMANN, F ;
MAGALHAES, MT ;
GOTTLIEB, OR .
JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1970, (04) :603-+
[3]   CANSCORA-DECUSSATA (GENTIANACEAE) XANTHONES .3. PHARMACOLOGICAL STUDIES [J].
BHATTACHARYA, SK ;
CHAUDHURI, RK ;
SANYAL, AK ;
GHOSAL, S .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1972, 61 (11) :1838-+
[4]  
BUCHI G, 1967, J AM CHEM SOC, V89, P6745, DOI 10.1021/ja01001a062
[5]   BORON-TRICHLORIDE AS A SELECTIVE DEMETHYLATING AGENT FOR HINDERED ETHERS [J].
CARVALHO, CF ;
SARGENT, MV .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (04) :227-229
[6]   SELECTIVE DEMETHYLATION OF POLYMETHOXYXANTHONES WITH AQUEOUS PIPERIDINE [J].
CHAUDHURI, RK ;
ZYMALKOWSKI, F ;
GHOSAL, S .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1978, 67 (09) :1321-1322
[7]   C-13 NMR-SPECTROSCOPY OF POLYMETHOXYXANTHONES [J].
CHAUDHURI, RK ;
ZYMALKOWSKI, F ;
FRAHM, AW .
TETRAHEDRON, 1978, 34 (12) :1837-1840
[8]  
DEAN FM, 1966, TETRAHEDRON LETT, V35, P4153
[9]   CHEMISTRY OF BRAZILIAN GUTTIFERAES .29. XANTHONES FROM A KIELMEYERA SPECIES [J].
FERREIRA, GA ;
LINSMESQ.AA ;
GOTTLIEB, OR .
PHYTOCHEMISTRY, 1972, 11 (04) :1512-&
[10]  
FINEGAN RA, 1968, J PHARM SCI, V57, P1039