Pyrrolizidine alkaloid profiles in Crotalaria species from Brazil: Chemotaxonomic significance

被引:41
作者
Flores, Andreia Silva [2 ]
Goulart de Azevedo Tozzi, Ana Maria [3 ]
Trigo, Jose Roberto [1 ]
机构
[1] Univ Estadual Campinas, Inst Biol, Dept Biol Anim, Lab Ecol Quim, BR-13083970 Campinas, SP, Brazil
[2] Museu Integrado Roraima, BR-69305010 Boa Vista, RR, Brazil
[3] Univ Estadual Campinas, Inst Biol, Dept Bot, BR-13083970 Campinas, SP, Brazil
关键词
7-Hydroxy-1-methylene-8-pyrrolizidine; Calycinae; GC-MS; Chrysocalycinae; Crotalaria; Hedriocarpae; Monocrotaline; Secopyrrolizidine; Senecionine; GENUS CROTALARIA; SECOPYRROLIZIDINE ALKALOIDS; LEPIDOPTERA; PATTERNS; ESTER; DERIVATIVES; CHEMISTRY; USARAMINE; DEFENSE;
D O I
10.1016/j.bse.2009.06.001
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
Gas chromatography-mass spectrometry analysis of seeds from 28 species of Crotalaria from Brazil (sections Calycinae, Crotalaria, Chrysocalycinae and Hedriocarpae) showed that pyrrolizidine alkaloids (PAs) are important as chemotaxonomic markers at the infrageneric level. The sections Calycinae and Crotalaria were characterized by 11-membered macrocyclic monocrotaline-type PAs. In the section Chrysocalycinae, a single species in the subsection Incanae, C incana, showed integerrimine, a 12-membered macrocyclic senecionine-type, as main PA. The group close to the subsection Stipulosae (C micans and C. maypurensis) showed distinctive PA patterns: C micans presented mainly the 12-membered macrocyclic integerrimine, and C. maypurensis the unusual 7-hydroxy-1-methylene-8-pyrrolizidine. In the group close to the subsection Glaucae, the PAs with otonecine as the necine base were the main alkaloids, except in C. rufipila which showed an assamicadine-like PA (monocrotaline-type). The section Hedriocarpae showed main 12-membered macrocyclic senecionine-type PAs. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:459 / 469
页数:11
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