Champanones, yellow pigments from the seeds of champa (Campomanesia lineatifolia).
Chemical investigation of the methanol extract of the seeds of Campomanesia lineatifolia Ruiz and Pav. (Myrtaceae) led to the isolation of two new beta-triketone type compounds, named champanones A (1) and B (2), together with the known 2,3-dihydro-5-hydroxy-6,8,8-trimethyl-2-phenyl-4H-1-benzopyran-4,7(8H)-dione (champanone C) (3). The structures of 1 and 2 were determined to be 2,2,4,4-tetramethyl-6-(1-oxo-3-phenylprop-2-enyl) cyclohexane-1,3,5-trione (occurs as an enol form) and 2,2,4-trimethyl-6-(1-oxo-3-phenylprop-2-enyl)cyclohexane-1,3,5-trione (occurs as an enol form), respectively, by means of spectroscopic analysis. The three compounds showed mild antimicrobial activity.
Bonilla
Adriana
A
Departamento de Química, Universidad Nacional de Colombia, AA 14490, Bogotá, Colombia.
Duque
Carmenza
C
Garzón
Cristina
C
Takaishi
Yoshihisa
Y
Yamaguchi
Kazutaka
K
Hara
Noriyuki
N
Fujimoto
Yoshinori
Y
D000890:Anti-Infective Agents / Q000737:chemistry / Q000494:pharmacology; D001578:Benzopyrans / Q000737:chemistry; D003510:Cyclohexanes / Q000737:chemistry; D007659:Ketones / Q000737:chemistry; D015394:Molecular Structure; D027822:Myrtaceae / Q000737:chemistry*; D010860:Pigments, Biological / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D012639:Seeds / Q000737:chemistry*
C505177:2,2,4,4-tetramethyl-6-(1-oxo-3-phenylprop-2-enyl) cyclohexane-1,3,5-trione; C505176:2,2,4-trimethyl-6-(1-oxo-3-phenylprop-2-enyl)cyclohexane-1,3,5-trione; C505175:2,3-dihydro-5-hydroxy-6,8,8-trimethyl-2-phenyl-4H-1-benzopyran-4,7(8H)-dione; D000890:Anti-Infective Agents; D001578:Benzopyrans; D003510:Cyclohexanes; D007659:Ketones; D010860:Pigments, Biological