An analysis of phakellin and oroidin structures stimulated by further study of an Agelas sponge
| Autor: | Stephanie Whitman, Theodore R. Holman, Phillip Crews, Jeffrey T. Gautschi |
|---|---|
| Rok vydání: | 2004 |
| Předmět: |
Stereochemistry
Pharmaceutical Science Selective inhibition Animal origin Isozyme Guanidines Piperazines Analytical Chemistry Lipoxygenase Inhibitory Concentration 50 Papua New Guinea Alkaloids Drug Discovery Inhibitory concentration 50 Animals Pyrroles Spiro Compounds Lipoxygenase Inhibitors Enzyme Inhibitors Pharmacology biology Molecular Structure Organic Chemistry New guinea biology.organism_classification Porifera Agelas Sponge Complementary and alternative medicine Biochemistry biology.protein Molecular Medicine |
| Zdroj: | Journal of natural products. 67(8) |
| ISSN: | 0163-3864 |
| Popis: | Two new phakellin alkaloids, (-)-7-N-methyldibromophakellin (14) and (-)-7-N-methylmonobromophakellin (15), were isolated from an Agelas sp. sponge, collected near Wewak, Papua New Guinea. Inhibition assays employing both 12- and 15-human lipoxygenase isozymes (12-HLO, 15-HLO) were used to guide the isolation of 14, and LCMS data pointed the way to uncovering 15. The structure elucidations were completed by spectroscopic data analysis and comparisons to the properties of known phakellins. The lipoxygenase IC50 data showed that 14 was modest in its selective inhibition of 12-HLO. The phakellin family is uniquely marine-derived, and comments are offered on the biogenetic insights provided by these new structures. |
| Databáze: | OpenAIRE |
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