Chemosystematic and evolutionary trends of the genistoid clade sensu stricto (Papilionoideae, Fabaceae).

The Papilionoideae, which comprises 503 genera and approximately 14,000 species, is the largest and most diverse subfamily of the Fabaceae family. In this subfamily, the Crotalarieae, Genisteae, Podalyrieae, Thermopsideae, Sophoreae and Euchresteae tribes are closely related by micro and macromolecular features, thus forming the genistoid clade. This group combines well-known genera, whereas other genera lack phytochemical and chemotaxonomic studies. Thus, this work aimed to characterize the special metabolites in these genera in order to define the chemical profile, the micromolecular markers and the chemical diversity, as well as to evaluate the group evolutionary trends. Flavonoids and alkaloids were identified as chemosystematic markers for the studied tribes due to high occurrence number and structural diversity. Among flavonoids, the flavones and isoflavones predominated. Low protection indexes of flavonoid hydroxyls by O-glycosylation or O-methylation were observed, whereas C-prenylation and C-glycosylation were frequent, mainly at C-6 and C-8 positions. The flavone/flavonol ratio shows the predominance of the flavones. Quinolizidine and piperidine alkaloids were present in most genera. Pyrrolizidine alkaloids were found in a few genera from Thermopsideae, Genisteae and Crotalarieae, which suggests a mechanism of adaptive convergence. Cluster analysis allowed separation of genera for each tribe by chemical similarities. The micromolecular trends of protection of flavonoid hydroxyls and alkaloid oxidation indicate the genistoid clade is through evolutionary transition, which is consistent with its phylogenetic position in the Papilionoideae subfamily.

Evaluation of the Phytotoxicity of Urochloa humidicola Roots by Bioassays and Microscopic Analysis. Characterization of New Compounds.

Herbicides are a key element in agriculture but they do cause environmental problems and natural alternatives are being sought. In this context, invasive plants could provide an as yet unexplored source for the development of future herbicides. Urochloa humidicola has great invasive potential in Brazilian environments as it hampers the establishment of other plants. The phytotoxicity of U. humidicola root extracts has been evaluated, and the major components have been identified. The phytotoxicity of the extract was assessed in the wheat coleoptile assay on seeds of troublesome weeds and on Anadenanthera colubrina, a tree species used in ecological restoration programs. The ethyl acetate extract showed the highest activity, and the most affected weeds were E. crus-galli, M. maximus, and A. viridis with the latter weed more affected by the extract than by the herbicide Logran. Microscopic ultrastructural analysis of A. colubrina roots indicated possible signals of cell death. Seven compounds were identified in the ethyl acetate extract of which one diterpene and four saponins are new. Six of these compounds were tested in the wheat coleoptile bioassay. The most active were diterpene 1 and saponins 2, 3, and 6. The phytotoxic activity of U. humidicola explains the issues observed in ecological restoration with A. colubrina in the presence of Urochloa species, and its effect on weeds reinforces its potential use in agriculture.