Source:http://linkedlifedata.com/resource/pubmed/id/15074926
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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
8
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pubmed:dateCreated |
2004-4-12
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pubmed:abstractText |
A new versatile synthesis of benzo[c]phenanthridine and protoberberine alkaloids using lithiated toluamide-benzonitrile cycloaddition was carried out. The coupling reaction between benzonitrile 6 with o-toluamides (8a-c) afforded 3-arylisoquinolines (9a-c) that were transformed to the protoberberines (11a-c) or benzo[c]phenanthridines (14a-c). These compounds were synthesized by ring closure of the two-carbon chain on either position 2 or 4 of the 3-arylisoquinolinone (9a-c). Several kinds of substituted benzo[c]phenanthridine alkaloids such as oxysanguinarine, oxyavicine, and oxynitidine as well as protoberberines such as 8-oxocoptisine, 8-oxopseudoberberine, and 8-oxopseudocoptisine were synthesized.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Alkaloids,
http://linkedlifedata.com/resource/pubmed/chemical/Berberine Alkaloids,
http://linkedlifedata.com/resource/pubmed/chemical/Lithium,
http://linkedlifedata.com/resource/pubmed/chemical/Nitriles,
http://linkedlifedata.com/resource/pubmed/chemical/Phenanthridines,
http://linkedlifedata.com/resource/pubmed/chemical/Toluene,
http://linkedlifedata.com/resource/pubmed/chemical/protoberberine
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pubmed:status |
MEDLINE
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pubmed:month |
Apr
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pubmed:issn |
0022-3263
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
16
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pubmed:volume |
69
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
2768-72
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:15074926-Alkaloids,
pubmed-meshheading:15074926-Berberine Alkaloids,
pubmed-meshheading:15074926-Cyclization,
pubmed-meshheading:15074926-Lithium,
pubmed-meshheading:15074926-Molecular Structure,
pubmed-meshheading:15074926-Nitriles,
pubmed-meshheading:15074926-Phenanthridines,
pubmed-meshheading:15074926-Toluene
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pubmed:year |
2004
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pubmed:articleTitle |
A versatile total synthesis of benzo[c]phenanthridine and protoberberine alkaloids using lithiated toluamide-benzonitrile cycloaddition.
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pubmed:affiliation |
College of Pharmacy and Research Institute of Drug Development, Chonnam National University, Yong-Bong dong, Buk-gu, Kwangju 500-757 Korea.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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