Turbinatine, a potential key intermediate in the biosynthesis of corynanthean-type indole alkaloids.
Extraction of the leaves of Chimarrhis turbinata has led to the isolation of turbinatine (1), a new corynanthean-type indole alkaloid, besides four known indole alkaloids, strictosidine, 5alpha-carboxystrictosidine, vallesiachotamine, and isovallesiachotamine. The structural determination of 1 was based on 1D and 2D spectroscopic data. An evaluation of the DNA-damaging activities of the isolates was performed by means of a bioassay using mutant strains of Saccharomyces cerevisiae, which indicated these compounds were weakly active.
Cardoso
Carmen Lucia
CL
Instituto de Química, Universidade Estadual Paulista, UNESP, CP 355, CEP 14-801-970, Araraquara, São Paulo, Brazil.
Siqueira Silva
Dulce Helena
DH
Tomazela
Daniela Maria
DM
Verli
Hugo
H
Young
Maria Claudia Marx
MC
Furlan
Maysa
M
Eberlin
Marcos Nogueira
MN
da Silva Bolzani
Vanderlan
V
D001938:Brazil; D004249:DNA Damage; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008968:Molecular Conformation; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D019666:Rubiaceae / Q000737:chemistry*; D012441:Saccharomyces cerevisiae / Q000187:drug effects*
D026121:Indole Alkaloids; C480066:turbinatine