Isolation and phytotoxicity of apocarotenoids from Chenopodium album.
Two new compounds (1, 2) and 16 apocarotenoids (3-18) were isolated from the weed Chenopodium album. The structures of new apocarotenoids were determined to be (3R,6R,7E,9E,11E)-3-hydroxy-13-apo-alpha-caroten-13-one (1) and (6S,7E,9E,11E)-3-oxo-13-apo-alpha-caroten-13-one (2) by spectroscopic, NMR, and MS analysis. Five of the known compounds (5, 6, 13, 15, and 17) were previously reported only as synthetic compounds. Effects of these compounds on germination and growth of Lactuca sativa (lettuce) were studied in the 10(-4)-10(-7) M concentration range.
DellaGreca
Marina
M
Dipartimento di Chimica Organica e Biochimica, Università Federico II, Complesso Universitario Monte Sant'Angelo, Via Cinthia 4, I-80126, Napoli, Italy. dellagre@unina.it
Di Marino
Cinzia
C
Zarrelli
Armando
A
D'Abrosca
Brigida
B
D002338:Carotenoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D027463:Chenopodium album / Q000737:chemistry*; D018525:Germination / Q000187:drug effects*; D007558:Italy; D018545:Lactuca / Q000187:drug effects / Q000254:growth & development; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D013237:Stereoisomerism
C493077:(3R,6R,7E,9E,11E)-3-hydroxy-13-apo-alpha-caroten-13-one; C493078:(6S,7E,9E,11E)-3-oxo-13-apo-alpha-caroten-13-one; D002338:Carotenoids