ALKALOIDS FROM BUFONID TOADS (MELANOPHRYNISCUS) - DECAHYDROQUINOLINES, PUMILIOTOXINS AND HOMOPUMILIOTOXINS, INDOLIZIDINES, PYRROLIZIDINES, AND QUINOLIZIDINES

被引:115
作者
GARRAFFO, HM
SPANDE, TF
DALY, JW
BALDESSARI, A
GROS, EG
机构
[1] NIDDK,BIOORGAN CHEM LAB,BETHESDA,MD 20892
[2] UBA,FAC CIENCIAS EXACTAS & NAT,RA-1428 BUENOS AIRES,ARGENTINA
来源
JOURNAL OF NATURAL PRODUCTS | 1993年 / 56卷 / 03期
关键词
D O I
10.1021/np50093a008
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Skins of bufonid toads of the genus Melanophryniscus contain several classes of alkaloids: decahydroquinolines, pumiliotoxins, allopumiliotoxins, homopumiliotoxins, both 3,5- and 5,8-disubstituted indolizidines, 3,5-disubstituted pyrrolizidines, and a 1,4-disubstituted quinolizidine. Tricyclic alkaloids, including precoccinelline [193A] and alkaloid 236, an oxime methyl ether, are present in one population of Melanophryniscus stelzneri.
引用
收藏
页码:357 / 373
页数:17
相关论文
共 20 条
[11]   (5Z,8E)-3-HEPTYL-5-METHYLPYRROLIZIDINE FROM A THIEF ANT [J].
JONES, TH ;
BLUM, MS ;
FALES, HM ;
THOMPSON, CR .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (23) :4778-4780
[12]  
MEINWALD J, 1975, TETRAHEDRON LETT, P2367
[13]   PRE-COCCINELLINE AND RELATED ALKALOIDS IN AUSTRALIAN SOLDIER BEETLE, CHAULIOGNATHUS-PULCHELLUS (COLEOPTERA CANTHARIDAE) [J].
MOORE, BP ;
BROWN, WV .
INSECT BIOCHEMISTRY, 1978, 8 (05) :393-395
[14]  
POUCHERT CJ, 1989, ALDRICH LIBRARY FTIR, V3
[15]  
RITTER F J, 1975, Netherlands Journal of Zoology, V25, P261, DOI 10.1163/002829675X00281
[16]   IDENTIFICATION OF HISTRIONICOTOXINS BY GC-MS AND GC-FTIR - PHOTO-ARTIFACTS AND CHEMICAL-ARTIFACTS AND REVISED C-13 NMR ASSIGNMENTS [J].
SPANDE, TF ;
GARRAFFO, HM ;
DALY, JW ;
TOKUYAMA, T ;
SHIMADA, A .
TETRAHEDRON, 1992, 48 (10) :1823-1836
[17]  
SPANDE TF, 1982, EXPERIENTIA, V37, P1242
[18]   PYRROLIZIDINE OXIMES - A NOVEL NEW CLASS OF DENDROBATID ALKALOIDS [J].
TOKUYAMA, T ;
DALY, JW ;
GARRAFFO, HM ;
SPANDE, TF .
TETRAHEDRON, 1992, 48 (21) :4247-4258
[19]   ALKALOIDS FROM DENDROBATID POISON FROGS - FURTHER PUMILIOTOXINS AND ALLOPUMILIOTOXINS AND A REASSIGNMENT OF THE KETO FUNCTION IN PUMILIOTOXIN-307F [J].
TOKUYAMA, T ;
TSUJITA, T ;
GARRAFFO, HM ;
SPANDE, TF ;
DALY, JW .
TETRAHEDRON, 1991, 47 (29) :5415-5424
[20]   ALKALOIDS FROM DENDROBATID POISON FROGS - FURTHER CIS-DECAHYDROQUINOLINES AND 8-METHYLINDOLIZIDINES [J].
TOKUYAMA, T ;
TSUJITA, T ;
SHIMADA, A ;
GARRAFFO, HM ;
SPANDE, TF ;
DALY, JW .
TETRAHEDRON, 1991, 47 (29) :5401-5414