STRUCTURE AND SYNTHESIS OF ARNOTTIN .1. A 6H-BENZO[D]NAPHTHO[1,2-B]PYRAN-6-ONE DERIVATIVE FROM A PLANT SOURCE

被引:36
作者
ISHII, H
ISHIKAWA, T
MUROTA, M
AOKI, Y
HARAYAMA, T
机构
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 09期
关键词
D O I
10.1039/p19930001019
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Arnottin I 2 isolated from Xanthoxylum arnottianum Maxim and of previously unknown structure has been unambiguously synthesized utilizing a 2-methylarenofuran as a masked salicylaldehyde. This is the first occurrence of a 6H-benzo[d]naphtho[1,2-b]pyran-6-one derivative, the same skeleton as that of gilvocarsin-type antibiotics showing antitumour activity, from a plant source.
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页码:1019 / 1022
页数:4
相关论文
共 15 条
[1]   SYNTHETICAL EXPERIMENTS IN THE CHELIDONINE-SANGUINARINE GROUP OF THE ALKALOIDS .4. [J].
BAILEY, AS ;
WORTHING, CR .
JOURNAL OF THE CHEMICAL SOCIETY, 1956, (NOV) :4535-4543
[2]   SELECTIVE OXIDATION OF ALDEHYDES TO CARBOXYLIC-ACIDS WITH SODIUM-CHLORITE HYDROGEN-PEROXIDE [J].
DALCANALE, E ;
MONTANARI, F .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (04) :567-569
[3]   READILY ACCESSIBLE 12-I-5 OXIDANT FOR THE CONVERSION OF PRIMARY AND SECONDARY ALCOHOLS TO ALDEHYDES AND KETONES [J].
DESS, DB ;
MARTIN, JC .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (22) :4155-4156
[4]  
GRIECO PA, 1978, TETRAHEDRON LETT, P419
[5]   TOTAL SYNTHESIS OF (-)-GRAHAMIMYCIN-A1 [J].
HILLIS, LR ;
RONALD, RC .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (04) :470-473
[6]  
ISHII H, 1990, CHEM PHARM BULL, V38, P1775
[7]  
ISHII H, 1992, CHEM PHARM BULL, V40, P1148
[8]  
ISHII H, 1992, CHEM PHARM BULL, V40, P2002
[9]   STUDIES ON CHEMICAL CONSTITUENTS OF RUTACEOUS PLANTS .33. CHEMICAL CONSTITUENTS OF XANTHOXYLUM-ARNOTTIANUM MAXIM .3. ISOLATION OF CHEMICAL CONSTITUENTS OF BARK OF ROOT AND STEM [J].
ISHII, H ;
ISHIKAWA, T ;
HAGINIWA, J .
YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 1977, 97 (08) :890-900
[10]  
ISHII H, IN PRESS CHEM PHARM