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PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
9
pubmed:dateCreated
2002-9-27
pubmed:abstractText
Two new compounds, an ent-isopimarane-type diterpene, 3alpha,12alpha-dihydroxy-ent-8(14),15-isopimaradien-18-al (1), and a dihydrobenzo[b]furan neolignan, (-)-trans-9-acetyl-4,9'-di-O-methyl-3'-de-O-methyldehydrodiconiferyl alcohol (2), along with five known compounds, 7,7'-dihydroxy-6,8'-bicoumarin (bicoumol) (3), 3,4-dimethoxycinnamaldehyde (4), 6-hydroxy-7-methoxycoumarin (isoscopoletin), N-butylaniline, and vanillin, have been isolated from an ethyl acetate-soluble extract of the stem wood of Euphorbiaquinquecostata. The structures of compounds 1 and 2 were elucidated on the basis of spectroscopic data interpretation, and single-crystal X-ray diffraction analysis was used to confirm the structure and relative stereochemistry of 1. The absolute configuration of 1 was established by a convenient Mosher ester procedure in which the sample was treated with MTPA chlorides in deuterated pyridine directly in NMR tubes. All isolates were evaluated for the induction of quinone reductase in Hepa1c1c7 hepatoma cells and for the inhibition of the transformation of murine epidermal JB6 cells.
pubmed:grant
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Sep
pubmed:issn
0163-3864
pubmed:author
pubmed:issnType
Print
pubmed:volume
65
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
1278-82
pubmed:dateRevised
2007-11-14
pubmed:meshHeading
pubmed-meshheading:12350147-Animals, pubmed-meshheading:12350147-Carcinoma, Hepatocellular, pubmed-meshheading:12350147-Cell Transformation, Neoplastic, pubmed-meshheading:12350147-Crystallography, X-Ray, pubmed-meshheading:12350147-Diterpenes, pubmed-meshheading:12350147-Epidermis, pubmed-meshheading:12350147-Euphorbia, pubmed-meshheading:12350147-Furans, pubmed-meshheading:12350147-Inhibitory Concentration 50, pubmed-meshheading:12350147-Lignans, pubmed-meshheading:12350147-Mice, pubmed-meshheading:12350147-Molecular Structure, pubmed-meshheading:12350147-Plant Stems, pubmed-meshheading:12350147-Plants, Medicinal, pubmed-meshheading:12350147-Quinone Reductases, pubmed-meshheading:12350147-Stereoisomerism, pubmed-meshheading:12350147-Tanzania, pubmed-meshheading:12350147-Tumor Cells, Cultured, pubmed-meshheading:12350147-Wood
pubmed:year
2002
pubmed:articleTitle
New chemical constituents of Euphorbia quinquecostata and absolute configuration assignment by a convenient Mosher ester procedure carried out in NMR tubes.
pubmed:affiliation
Program for Collaborative Research in the Pharmaceutical Sciences and Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, 60612, USA.
pubmed:publicationType
Journal Article, Research Support, U.S. Gov't, P.H.S.