CYTOTOXIC HYDROXYPOLYGODIALS - X-RAY MOLECULAR-STRUCTURE OF (1R,3S,5AS,-9AS,9BR)-1,3,5,5A,6,7,8,9,9A,9B-DECAHYDRO-1,3-DIMETHOXY-6,6,9A-TRIMETHYLNAPHTHO[1,2-C]FURAN

被引:18
作者
TOZYO, T [1 ]
YASUDA, F [1 ]
NAKAI, H [1 ]
TADA, H [1 ]
机构
[1] SHIONOGI & CO LTD,SHIONOGI RES LAB,FUKUSHIMA KU,OSAKA 553,JAPAN
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 14期
关键词
D O I
10.1039/p19920001859
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Hydroxypolygodials, designed to have the simplified structure of the cytotoxic sesterterpene deacetylscalaradial isolated from the marine sponge Cacospongia scalaris, were synthesized starting from polygodial via fungal hydroxylation and chemical modification, and the expected biological activities were obtained. All the structures of the products were determined by mainly spectroscopic means. A simple method for removal of chlorophyll was devised, resulting in considerable improvement in the yield of polygodial.
引用
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页码:1859 / 1866
页数:8
相关论文
共 14 条
[1]  
[Anonymous], 1974, INT TABLES XRAY CRYS, VIV
[2]   DEHYDROGENATION OF STEROIDAL AND TRITERPENOID KETONES USING BENZENESELENINIC ANHYDRIDE [J].
BARTON, DHR ;
LESTER, DJ ;
LEY, SV .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (10) :2209-2212
[3]  
BROWN CS, 1962, AUST J CHEM, V15, P322
[4]   HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY OF FLAVONOID GLYCOSIDES FROM DRYAS-OCTOPETALA [J].
DEBERNARDI, M ;
UBERTI, E ;
VIDARI, G ;
SERVETTAZ, O .
JOURNAL OF CHROMATOGRAPHY, 1984, 284 (01) :269-272
[5]   C-13 NMR-SPECTRA OF SOME TETRACYCLIC AND PENTACYCLIC TRITERPENOIDS [J].
KNIGHT, SA .
ORGANIC MAGNETIC RESONANCE, 1974, 6 (11) :603-611
[6]   POTENT ARMY WORM ANTI-FEEDANTS FROM EAST-AFRICAN WARBURGIA PLANTS [J].
KUBO, I ;
LEE, Y ;
PETTEI, M ;
PILKIEWICZ, F ;
NAKANISHI, K .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1976, (24) :1013-1014
[7]  
MAIN P, 1984, MULTAN84 COMPUTER PR
[8]  
OHSUKA A, 1963, NIPPON KAGAKU ZASSI, V83, P757
[9]   STERIODE .8. 1-KETO-CHOLESTAN [J].
STRIEBEL, P ;
TAMM, C .
HELVETICA CHIMICA ACTA, 1954, 37 (04) :1094-1112
[10]  
TADO, 1991, Patent No. 325191