2006
DOI: 10.1021/np050519e
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Lophocladines, Bioactive Alkaloids from the Red Alga Lophocladia sp.

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. Immunoflu… Show more

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Cited by 92 publications
(64 citation statements)
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“…L. lallemandii is highly abundant in the community while it is scarce in gut contents and therefore Ivlev's index is negative. Sea urchins may avoid L. lallemandi because it contains lophocladines, alkaloids with cytotoxic effects (Gross et al 2006), which are not present in any native algal species. In contrast, the high abundance of C. racemosa in the sea urchin gut contents and a positive Ivlev's index indicate that this species is actively consumed.…”
Section: Discussionmentioning
confidence: 99%
“…L. lallemandii is highly abundant in the community while it is scarce in gut contents and therefore Ivlev's index is negative. Sea urchins may avoid L. lallemandi because it contains lophocladines, alkaloids with cytotoxic effects (Gross et al 2006), which are not present in any native algal species. In contrast, the high abundance of C. racemosa in the sea urchin gut contents and a positive Ivlev's index indicate that this species is actively consumed.…”
Section: Discussionmentioning
confidence: 99%
“…Given that seagrass blades are tougher than the thin filamentous thallii of L. lallemandii, W. setacea and A. preissii, differences in feeding behaviour are likely driven by chemical characteristics. Lophocladia species produce alkaloids with cytotoxic effects (Gross et al 2006), which could act as a defense mechanism against herbivores, but the presence of secondary metabolites in W. setacea and A. preissii is unknown. However, the highest diversity of secondary metabolites is found among rodophytes, and algae from the family Rhodomelacea (which includes Womersleyella spp.)…”
Section: Discussionmentioning
confidence: 99%
“…2f) isolated from red alga Lophocladia showed a remarkable cytotoxicity and cell cycle arrest of NCI-H460 human lung tumor and MDA-MB-435 breast cancer cell lines (Table 2). Cells in the G 1 and S phases with an accumulation of cells in G 2 /M, signaling a G 2 /M cell cycle arrest [41].…”
Section: Lophocladiamentioning
confidence: 99%