Abstract |
Lophocladines A (1) and B (2), two 2,7-naphthyridine alkaloids, were isolated from the marine red alga Lophocladiasp. collected in the Fijian Islands. Their structures were deduced on the basis of high-resolution mass spectra and one- and two-dimensional NMR spectroscopy. Lophocladine A (1) displayed affinity for NMDA receptors and was found to be a delta-opioid receptor antagonist, whereas lophocladine B (2) exhibited cytotoxicity to NCI-H460 human lung tumor and MDA-MB-435 breast cancer cell lines. Immunofluorescence studies indicated that the cytotoxicity of lophocladine B (2) was correlated with microtubule inhibition. This is the first reported occurrence of alkaloids based on a 2,7-naphthyridine skeleton from red algae.
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Authors | Harald Gross, Douglas E Goeger, Patrice Hills, Susan L Mooberry, David L Ballantine, Thomas F Murray, Frederick A Valeriote, William H Gerwick |
Journal | Journal of natural products
(J Nat Prod)
Vol. 69
Issue 4
Pg. 640-4
(Apr 2006)
ISSN: 0163-3864 [Print] United States |
PMID | 16643042
(Publication Type: Journal Article, Research Support, N.I.H., Extramural, Research Support, Non-U.S. Gov't)
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Chemical References |
- Alkaloids
- Antineoplastic Agents
- Naphthyridines
- Receptors, N-Methyl-D-Aspartate
- Receptors, Opioid, delta
- lophocladine A
- lophocladine B
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Topics |
- Alkaloids
(chemistry, isolation & purification, pharmacology)
- Antineoplastic Agents
(chemistry, isolation & purification, pharmacology)
- Drug Screening Assays, Antitumor
- Female
- Fiji
- Humans
- Molecular Structure
- Naphthyridines
(chemistry, isolation & purification, pharmacology)
- Nuclear Magnetic Resonance, Biomolecular
- Receptors, N-Methyl-D-Aspartate
(drug effects)
- Receptors, Opioid, delta
(antagonists & inhibitors)
- Rhodophyta
(chemistry)
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