Structural correlates of antifungal and cytotoxic activity of brefeldin A: the importance of a rigid planar lactone ring
Language English Country United States Media print
Document type Journal Article, Research Support, Non-U.S. Gov't
Grant support
Wellcome Trust - United Kingdom
PubMed
7729778
DOI
10.1007/bf02814454
Knihovny.cz E-resources
- MeSH
- Antifungal Agents chemistry pharmacology MeSH
- Brefeldin A MeSH
- Cell Death drug effects MeSH
- Cyclopentanes chemistry pharmacology MeSH
- Leukemia P388 drug therapy MeSH
- Models, Molecular MeSH
- Molecular Structure MeSH
- Mice MeSH
- Tumor Cells, Cultured drug effects MeSH
- Antibiotics, Antineoplastic chemistry pharmacology MeSH
- Structure-Activity Relationship MeSH
- Animals MeSH
- Check Tag
- Mice MeSH
- Animals MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Names of Substances
- Antifungal Agents MeSH
- Brefeldin A MeSH
- Cyclopentanes MeSH
- Antibiotics, Antineoplastic MeSH
Molecular modelling of brefeldin A and its derivatives shows that the presence of a rigid and planar lactone ring conformation is necessary for cytotoxic and anti-fungal activity. Cytotoxic compounds had lactone ring torsion angles of -28.77 +/- 6.13 degrees, while non-cytotoxic compounds had torsion angles of -88.25 +/- 14.6 degrees.
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