Campechic Acids A and B: Anti-invasive Polyether Polyketides from a Soil-Derived Streptomyces
| Autor: | Linkai Yu, Yasuhiro Igarashi, Satoshi Miyanaga, Ikuo Saiki, Martha E. Trujillo |
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| Rok vydání: | 2014 |
| Předmět: |
Staphylococcus aureus
Stereochemistry Pharmaceutical Science Antineoplastic Agents Microbial Sensitivity Tests Streptomyces Analytical Chemistry Stereocenter Inhibitory Concentration 50 chemistry.chemical_compound Anti invasive Candida albicans Drug Discovery Escherichia coli Humans Mexico Nuclear Magnetic Resonance Biomolecular Soil Microbiology Tetrahydrofuran Chemical decomposition Pharmacology Molecular Structure biology Organic Chemistry Tumor Cell Invasion Absolute configuration biology.organism_classification Micrococcus luteus Complementary and alternative medicine chemistry Polyketides Proton NMR Molecular Medicine Drug Screening Assays Antitumor Bacillus subtilis |
| Zdroj: | Journal of Natural Products. 77:976-982 |
| ISSN: | 1520-6025 0163-3864 |
| DOI: | 10.1021/np401071x |
| Popis: | Campechic acids A (1) and B (2), two new polyketides, were isolated from the culture extract of Streptomyces sp., and their structures were determined by NMR and MS spectroscopic analysis. Campechic acids are polyether-polyketides functionalized by two tetrahydrofuran rings, an enolized 1,3-diketone, and multiple methyl substitutions. Absolute configuration of nine stereogenic centers in 1, except for four chiral centers in the cyclic ether moieties, was determined by the 1H NMR anisotropy method in combination with chemical degradation. Campechic acids exhibited potent inhibitory effects on tumor cell invasion with IC50 values in the nanomolar to submicromolar range. |
| Databáze: | OpenAIRE |
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