title: Isolation and phytotoxicity of apocarotenoids from Chenopodium album.
abstract: 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.
authors.affiliation: Dipartimento di Chimica Organica e Biochimica, Università Federico II, Complesso Universitario Monte Sant'Angelo, Via Cinthia 4, I-80126, Napoli, Italy. dellagre@unina.it
authors.forename: Marina
authors.initials: M
authors.lastname: DellaGreca
authors.forename: Cinzia
authors.initials: C
authors.lastname: Di Marino
authors.forename: Armando
authors.initials: A
authors.lastname: Zarrelli
authors.forename: Brigida
authors.initials: B
authors.lastname: D'Abrosca
mesh_terms: 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
chemical_list: 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