PLANT CONSTITUENTS BIOLOGICALLY-ACTIVE TO INSECTS .6. ANTIFEEDANTS FOR LARVAE OF THE YELLOW BUTTERFLY, EUREMA-HECABE-MANDARINA, IN OSMUNDA-JAPONICA

被引:45
作者
NUMATA, A
TAKAHASHI, C
FUJIKI, R
KITANO, E
KITAJIMA, A
TAKEMURA, T
机构
[1] Osaka University of Pharmaceutical Sciences, Osaka 580
关键词
dihydroisoosmundalin; Eurema hecabe mandarina; glucoside; Keywords antifeedant; Osmunda japonica; osmundalin; parasorboside;
D O I
10.1248/cpb.38.2862
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Three antifeedants for larvae of the yellow butterfly, Eurema hecabe mandarina de l'orza were isolated from Osmunda japonica thunb. and identified as osmundalin, parasorboside and methyl (3*S ‘,5S)-5-hydroxy-3-(^-D-glucopyranosyloxy)hexanoate. In the course of isolation of the antifeedants, a new glycoside, dihydroisoosmudalin (9), was isolated together with maltol il-D-glucopyranoside 2-deoxy-L-ribopyranolactone, 5-hydroxymethyl.2-furfural and glycerin. The structure of 9 was elucidated as (4^,55,)-5-(^-D-glucopyranosyloxy)hexan-4-olide on the basis of chemical and spectroscopic evidence. © 1990, The Pharmaceutical Society of Japan. All rights reserved.
引用
收藏
页码:2862 / 2865
页数:4
相关论文
共 6 条
[1]   DEOXY-SUGARS .5. A REINVESTIGATION OF THE GLYCAL METHOD FOR THE SYNTHESIS OF 2-DEOXY-D-RIBOSE AND 2-DEOXY-L-RIBOSE [J].
DERIAZ, RE ;
OVEREND, WG ;
STACEY, M ;
TEECE, EG ;
WIGGINS, LF .
JOURNAL OF THE CHEMICAL SOCIETY, 1949, (JUL) :1879-1883
[2]   ISOLATION AND STRUCTURE DETERMINATION OF FERN GLYCOSIDE OSMUNDALIN AND SYNTHESIS OF ITS AGLYCONE OSMUNDALACTONE [J].
HOLLENBEAK, KH ;
KUEHNE, ME .
TETRAHEDRON, 1974, 30 (15) :2307-2316
[3]  
MEDNICK ML, 1961, CHEM ENG NEWS, V39, P75
[4]  
NUMATA A, 1989, CHEM PHARM BULL, V37, P648
[5]   GLYCOSIDES WITH LACTONE-FORMING AGLYCONES .3. PARASORBOSIDE, GLYCOSIDIC PRECURSOR OF PARASORBIC ACID, FROM BERRIES OF MOUNTAIN ASH [J].
TSCHESCHE, R ;
HOPPE, HJ ;
SNATZKE, G ;
WULFF, G ;
FEHLHABER, HW .
CHEMISCHE BERICHTE-RECUEIL, 1971, 104 (05) :1420-+
[6]   CHEMICAL AND CHEMOTAXONOMICAL STUDIES OF FILICES .66. CHEMICAL STUDIES ON THE CONSTITUENTS OF PSEUDOCYCLOSORUS-SUBOCHTHODES CHING AND PSEUDOCYCLOSORUS-ESQUIROLII CHING [J].
WADA, H ;
MURAKAMI, T ;
TANAKA, N ;
NAKAMURA, M ;
SAIKI, Y ;
CHEN, CM .
YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN, 1986, 106 (11) :989-994