Sesquiterpene lactones and phenylpropanoids from Cosmos pringlei.
Activity-directed fractionation of a phytotoxic extract from Cosmos pringlei led to the isolation of three new compounds, namely, 1'-isovaleroyloxy-4-O-isobutyryleugenol (1), zaluzanin C isobutyrate (2), and zaluzanin C isovalerate (3). In addition, mokko lactone, 1'-isobutiroyloxy-4-O-isobutyryleugenol (4), dehydrocostus lactone (5), costunolide (6), 15-isovaleroyloxycostunolide (7), 15-isobutiroyloxycostunolide (8), 1',2'-epoxy-3',4'-di-isobutyryl-Z-coniferyl alcohol, and 3beta-hydroxy-5alpha-pregn-16-en-20-one were obtained. The structures of the new compounds were established by spectral methods. Compounds 5-7 caused inhibition of radicle growth of seedlings of Amaranthus hypochondriacus.
Departamento de Farmacia, Facultad de Química, Universidad Nacional Autónoma de México, D.F. 04510, México. rachel@servidor.unam.mx
Rachel
R
Mata
Isabel
I
Rivero-Cruz
Blanca
B
Rivero-Cruz
Robert
R
Bye
Barbara N
BN
Timmermann
D027721:Amaranthus / Q000187:drug effects / Q000196:embryology / Q000254:growth & development; D019659:Asteraceae / Q000737:chemistry* / Q000378:metabolism; D002851:Chromatography, High Pressure Liquid; D020128:Inhibitory Concentration 50; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008800:Mexico; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010666:Phenylpropionates / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013329:Structure-Activity Relationship
C465807:1'-isovaleroyloxy-4-O-isobutyryleugenol; D007783:Lactones; D010666:Phenylpropionates; D012717:Sesquiterpenes; C465808:zaluzanin C isobutyrate; C465809:zaluzanin C isovalerate