Sesquiterpene lactones from Lychnophora ericoides.
Two new sesquiterpene lactones, (4S,6R,7S,8S,10R,11S,16R)-1-oxo-3(10),8(16)-diepoxy-16-methylprop-1Z-enyl-16-methoxygermacra-2-en-6(12)-olide (1) and (4S,6R,7S,8S,10R,11S)-1-oxo-3,10-epoxy-8-angeloyloxygermacra-2-en-6(12)-olide (2), were isolated from Lychnophora ericoides. Their structures, including absolute configuration, were established by spectroscopic methods, including single-crystal X-ray analysis. Monitoring the furanoheliangolide metabolism of L. ericoides revealed an increase in biosynthesis during the plant flowering period.
Sakamoto
Humberto T
HT
Faculdade de Filosofia Ciências e Letras de Ribeirão Preto, Universidade de São Paulo, CEP 14.040-903, Brazil.
Flausino
Douglas
D
Castellano
Eduardo E
EE
Stark
Christian B W
CB
Gates
Paul J
PJ
Lopes
Norberto P
NP
D019659:Asteraceae / Q000737:chemistry*; D001938:Brazil; D018360:Crystallography, X-Ray; D035264:Flowers / Q000502:physiology; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification*; D013237:Stereoisomerism
C478079:(4S,6R,7S,8S,10R,11S)-1-oxo-3,10-epoxy-8-angeloyloxygermacra-2-en-6(12)-olide; C478078:(4S,6R,7S,8S,10R,11S,16R)-1-oxo-3(10),8(16)-diepoxy-16-methylprop-1Z-enyl-16-methoxygermacra-2-en-6(12)-olide; D007783:Lactones; D012717:Sesquiterpenes