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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
6
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pubmed:dateCreated |
1993-3-4
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pubmed:abstractText |
4-Chloro-6-methoxyindole, a constituent of fava beans, forms a potent direct-acting mutagen, 4-chloro-6-methoxy-2-hydroxy-1-nitrosoindolin-3-one oxime, when nitrosated. In order to better understand the properties of this mutagen, we have studied a readily-available analog, 4-chloro-2-hydroxy-1-nitrosoindolin-3-one oxime, prepared by nitrosation of 4-chloroindole. This analog is also mutagenic, and both mutagens decompose rapidly at neutral or higher pH to yield in each case a new, less potent mutagen which then reacts further to form a nonmutagenic final product. The two products arising from 4-chloro-2-hydroxy-1-nitrosoindolin-3-one oxime, on the basis of comparison of spectroscopic and chromatographic evidence with that from authentic standards, are 4-chloro-N-nitrosodioxindole and 4-chloroisatin; those arising from 4-chloro-6-methoxy-2-hydroxy-1-nitrosoindolin-3-one oxime appear to be the corresponding 6-methoxy analogs. The interplay of these pathways with respect to net biological activity, especially under gastric conditions, remains to be described.
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pubmed:grant | |
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:issn |
0893-228X
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
5
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
797-801
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pubmed:dateRevised |
2007-11-14
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pubmed:meshHeading |
pubmed-meshheading:1489931-Chromatography, Gas,
pubmed-meshheading:1489931-Chromatography, High Pressure Liquid,
pubmed-meshheading:1489931-DNA,
pubmed-meshheading:1489931-Hydrogen-Ion Concentration,
pubmed-meshheading:1489931-Indoles,
pubmed-meshheading:1489931-Magnetic Resonance Spectroscopy,
pubmed-meshheading:1489931-Mass Spectrometry,
pubmed-meshheading:1489931-Mutagenicity Tests,
pubmed-meshheading:1489931-Mutagens,
pubmed-meshheading:1489931-Salmonella typhimurium,
pubmed-meshheading:1489931-Spectrophotometry, Ultraviolet
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pubmed:articleTitle |
Mutagenic decomposition products of nitrosated 4-chloroindoles.
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pubmed:affiliation |
Division of Toxicology, Massachusetts Institute of Technology, Cambridge 02139.
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pubmed:publicationType |
Journal Article,
Research Support, U.S. Gov't, P.H.S.
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