Source:http://linkedlifedata.com/resource/pubmed/id/12088423
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
6
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pubmed:dateCreated |
2002-6-28
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pubmed:abstractText |
Bioassay-guided fractionation of a phytotoxic extract of Prionosciadium watsoni led to the isolation of three new pyranocoumarins and two pyranochromones. The new compounds were characterized as propionic acid (9R,10R)-9-acetoxy-8,8-dimethyl-9,10-dihydro-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one-10-yl ester (1), isobutyric acid (9R,10R)-9-hydroxy-8,8-dimethyl-9,10-dihydro-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one-10-yl ester (2), isobutyric acid (9R)-8,8-dimethyl-9,10-dihydro-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one-9-yl ester (10), 2-methylbut-(2Z)-enoic acid (3R)-5-methoxy-3,4-dihydro-2,2,8-trimethyl-6-oxo-2H,6H-benzo[1,2-b:5,4-b']dipyran-3-yl ester (11), and isobutyric acid (3R)- 5-methoxy-3,4-dihydro-2,2,8-trimethyl-6-oxo-2H,6H-benzo[1,2-b:5,4-b']dipyran-3-yl ester (12) by spectroscopic and chemical methods. The stereochemistry at the stereogenic centers was established by applying the Mosher ester methodology. The structures of 1 and 2 were corroborated by single-crystal X-ray diffraction studies. The phytotoxic activity of the isolated compounds was assessed on Amaranthus hypochondriacus, Echinochloa crus-galli, and Lemna pausicostata. The phytotoxins also modified the electrophoretic mobility of calmodulin from both bovine-brain and spinach.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical | |
pubmed:status |
MEDLINE
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pubmed:month |
Jun
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pubmed:issn |
0163-3864
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
65
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
828-34
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:12088423-Amaranthus,
pubmed-meshheading:12088423-Animals,
pubmed-meshheading:12088423-Apiaceae,
pubmed-meshheading:12088423-Brain,
pubmed-meshheading:12088423-Calmodulin,
pubmed-meshheading:12088423-Cattle,
pubmed-meshheading:12088423-Crystallography, X-Ray,
pubmed-meshheading:12088423-Electrophoresis, Polyacrylamide Gel,
pubmed-meshheading:12088423-Heterocyclic Compounds, 3-Ring,
pubmed-meshheading:12088423-Magnetic Resonance Spectroscopy,
pubmed-meshheading:12088423-Mexico,
pubmed-meshheading:12088423-Molecular Conformation,
pubmed-meshheading:12088423-Molecular Structure,
pubmed-meshheading:12088423-Plants, Medicinal,
pubmed-meshheading:12088423-Plants, Toxic,
pubmed-meshheading:12088423-Spinacia oleracea,
pubmed-meshheading:12088423-Stereoisomerism
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pubmed:year |
2002
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pubmed:articleTitle |
Phytotoxic compounds from Prionosciadium watsoni.
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pubmed:affiliation |
Departamento de Farmacia, Facultad de Química, Universidad Nacional Autónoma de México, México, D.F. 04510, México.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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