Source:http://linkedlifedata.com/resource/pubmed/id/16933866
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| Predicate | Object |
|---|---|
| rdf:type | |
| lifeskim:mentions | |
| pubmed:issue |
8
|
| pubmed:dateCreated |
2006-8-28
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| pubmed:abstractText |
Five new members of the actinomycin family, actinomycins G2-G6 (2-6), are produced by Streptomyces iakyrus strain DSM 41873. Their structures were established by spectroscopic methods. Unlike actinomycin D (1), the alpha-ring of the novel compounds contains the unusual amino acid 3-hydroxy-5-methylproline, while the beta-ring includes N-methylalanine and either a chlorinated or hydroxylated threonine moiety. The chlorine-containing actinomycin G2 (2) is the main product; it exhibits strong cytotoxic and antibacterial activities. Actinomycin G5 (5) is the first actinomycin with an additional ring closure between the beta-peptidolactone and the actinoyl chromophore. Actinomycin G6 (6) resulted from the 4-hydroxythreonine-containing actinomycin G3 (3) by a 2-fold acyl shift of the beta-unit, which has not been observed before for this class of chromopeptides. The structural modification of compounds 5 and 6 goes along with an evident reduction of the biological activity. The biosynthesis of aniso-actinomycins is discussed.
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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 |
Aug
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| pubmed:issn |
0163-3864
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| pubmed:author | |
| pubmed:issnType |
Print
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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 |
1153-7
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| pubmed:meshHeading |
pubmed-meshheading:16933866-Bacillus subtilis,
pubmed-meshheading:16933866-Candida albicans,
pubmed-meshheading:16933866-Citrus sinensis,
pubmed-meshheading:16933866-Dactinomycin,
pubmed-meshheading:16933866-Drug Screening Assays, Antitumor,
pubmed-meshheading:16933866-Escherichia coli,
pubmed-meshheading:16933866-Humans,
pubmed-meshheading:16933866-Israel,
pubmed-meshheading:16933866-Lactones,
pubmed-meshheading:16933866-Molecular Structure,
pubmed-meshheading:16933866-Nuclear Magnetic Resonance, Biomolecular,
pubmed-meshheading:16933866-Staphylococcus aureus,
pubmed-meshheading:16933866-Stereoisomerism,
pubmed-meshheading:16933866-Streptomyces,
pubmed-meshheading:16933866-Structure-Activity Relationship,
pubmed-meshheading:16933866-Threonine,
pubmed-meshheading:16933866-Tumor Cells, Cultured
|
| pubmed:year |
2006
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| pubmed:articleTitle |
Actinomycins with altered threonine units in the beta-peptidolactone.
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| pubmed:affiliation |
Institute of Organic and Biomolecular Chemistry, University of Göttingen, Tammannstrasse 2, D-37077 Göttingen, Germany.
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| pubmed:publicationType |
Journal Article
|