SYNTHESIS AND BIOLOGICAL-ACTIVITY OF 3-AMINOMETHYL-1,2-DITHILANE AND 4-AMINOMETHYL-1,2-DITHIOLANE

被引:8
作者
UNEME, H
MITSUDERA, H
YAMADA, J
KAMIKADO, T
KONO, Y
MANABE, Y
NUMATA, M
机构
[1] Agricultural Research Laboratories, Agro Division, Takeda Chemical Industries Ltd., Ibaraki 300-42, 10 Wadai, Tsukuba
[2] Department of Medical Entomology, National Institute of Health, Tokyo 141, 2-10-35 Kamiosaki, Shinagawa-ku
关键词
BRP; brown rice planthoppers; CCW; common cutworms; NHM; northern house mosquito larvae; NTX; nereistoxin; RSB; rice stem borers; TSM; two-spotted spider mites;
D O I
10.1271/bbb.56.1293
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
The structures of the insecticidal alkaloids, guinesines (4-hydroxy-3-(1-methyl-2-pyrrolidinyl)-1,2-dithiolanes), were simplified in several ways while retaining the dithiolane ring. Most of the compounds synthesized showed activity against Chilo suppressalis and Tetranychus urticae. High potency against Chilo suppressalis was displayed by 3-(dimethylaminomethyl)-1,2-dithiolane, and a broad pesticidal spectrum was recognized in the case of 4-(dimethylaminomethyl)-1,2-dithiolane.
引用
收藏
页码:1293 / 1299
页数:7
相关论文
共 17 条
[1]  
BAILLIE AC, 1978, PESTIC SCI, V9, P1, DOI 10.1002/ps.2780090102
[2]  
BISCHOFF G, 1949, Patent No. 260306
[3]   HYDROGENOLYSIS OF THIOESTERS [J].
BOBBIO, PA .
JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (08) :3023-&
[4]  
HAGIWARA H, 1965, CHEM PHARM BULL, V13, P253
[5]   GUINESINE-A, GUINESINE-B AND GUINESINE-C - NEW SULFUR-CONTAINING INSECTICIDAL ALKALOIDS FROM CASSIPOUREA-GUIANENSIS [J].
KATO, A ;
ICHIMARU, M ;
HASHIMOTO, Y ;
MITSUDERA, H .
TETRAHEDRON LETTERS, 1989, 30 (28) :3671-3674
[6]  
KONISHI K, 1970, AGR BIOL CHEM TOKYO, V34, P935
[7]   STUDIES ON ORGANIC INSECTICIDES .X. SYNTHESIS OF NEREISTOXIN AND RELATED COMPOUNDS 3 [J].
KONISHI, K .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1968, 32 (10) :1199-&
[8]   SULFENYLATION OF ACTIVE METHYLENE COMPOUNDS WITH SULFENAMIDES [J].
KUMAMOTO, T ;
KOBAYASH.S ;
MUKAIYAM.T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1972, 45 (03) :866-+
[9]   SYNTHESIS OF DL-GUINESINES AND RELATED-COMPOUNDS [J].
MITSUDERA, H ;
UNEME, H ;
OKADA, Y ;
NUMATA, M ;
KATO, A .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (05) :1361-1367
[10]  
Nitta S., 1934, YAKAGAKU ZASSHI, V54, P648, DOI [10.1248/yakushi1881.54.7_648, DOI 10.1248/YAKUSHI1881.54.7_648]