INSECTICIDAL 1H-CYCLOPENTATETRAHYDRO[B]BENZOFURANS FROM AGLAIA-ODORATA

被引:96
作者
ISHIBASHI, F
SATASOOK, C
ISMAN, MB
TOWERS, GHN
机构
[1] UNIV BRITISH COLUMBIA, DEPT PLANT SCI, VANCOUVER V6T 1Z4, BC, CANADA
[2] UNIV BRITISH COLUMBIA, DEPT BOT, VANCOUVER V6T 1Z4, BC, CANADA
关键词
AGLAIA-ODORATA; MELIACEAE; PERIDROMA-SAUCIA; BENZOFURANS; ROCAGLAMIDE; NATURAL INSECTICIDES;
D O I
10.1016/S0031-9422(00)94986-0
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Bioassay-directed separation of a methanolic extract of the leaves of Aglaia odorata led to the isolation of a known cyclopentatetrahydrobenzofuran, rocaglamide, along with its congeners, desmethylrocaglamide, methyl rocaglate and rocaglaol. The structures of the three new compounds were determined on the basis of spectroscopic evidence and by comparisons of their H-1 NMR data with those of rocaglamide. Rocaglamide and methyl rocaglate exhibited potent insecticidal activity both through growth inhibition and contact toxicity to the variegated cutworm, Peridroma saucia.
引用
收藏
页码:307 / 310
页数:4
相关论文
共 7 条
[1]  
CHAMPAGNE DE, 1989, ACS SYM SER, V387, P95
[2]   INSECTICIDAL AND ANTIFEEDANT BIOACTIVITIES OF NEEM OILS AND THEIR RELATIONSHIP TO AZADIRACHTIN CONTENT [J].
ISMAN, MB ;
KOUL, O ;
LUCZYNSKI, A ;
KAMINSKI, J .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1990, 38 (06) :1406-1411
[3]   LARVAL GROWTH-INHIBITORS FROM SPECIES OF PRTHENIUM (ASTERACEAE) [J].
ISMAN, MB ;
RODRIGUEZ, E .
PHYTOCHEMISTRY, 1983, 22 (12) :2709-2713
[4]   ANTIFEEDANT AND GROWTH INHIBITORY EFFECTS OF BAKKENOLIDE-A AND OTHER SESQUITERPENE LACTONES ON THE VARIEGATED CUTWORM, PERIDROMA-SAUCIA HUBNER (LEP, NOCTUIDAE) [J].
ISMAN, MB ;
BRARD, NL ;
NAWROT, J ;
HARMATHA, J .
JOURNAL OF APPLIED ENTOMOLOGY-ZEITSCHRIFT FUR ANGEWANDTE ENTOMOLOGIE, 1989, 107 (05) :524-529
[5]  
JANPRASERT J, 1993, PHYTOCHEMISTRY, V32, P67, DOI 10.1016/0031-9422(92)80108-Q
[6]  
KING ML, 1982, J CHEM SOC CHEM COMM, P1150
[7]   AN UNUSUAL OXIDATIVE CYCLIZATION - A SYNTHESIS AND ABSOLUTE STEREOCHEMICAL ASSIGNMENT OF (-)-ROCAGLAMIDE [J].
TROST, BM ;
GREENSPAN, PD ;
YANG, BV ;
SAULNIER, MG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (24) :9022-9024