ArticleJournal of natural products2008
Kahalalides V-Y isolated from a Hawaiian collection of the sacoglossan mollusk Elysia rufescens.
Article in Journal of natural products, 2008. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Cyanobacteria Join the Kahalalide Conversation: Genome and Metabolite Evidence for Structurally Related Peptides.Journal of the American Chemical Society · 2025Article
- Occurrence of D-amino acids in natural products.Natural products and bioprospecting · 2023Review
- Recent advances and limitations in the application of kahalalides for the control of cancer.Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie · 2022Review
- Pagoamide A, a Cyclic Depsipeptide Isolated from a Cultured Marine Chlorophyte,Journal of natural products · 2020Article
- A microbial factory for defensive kahalalides in a tripartite marine symbiosis.Science (New York, N.Y.) · 2019Article
- Marine Indole Alkaloids.Marine drugs · 2015Review
- Biosynthetic products from a nearshore-derived gram-negative bacterium enable reassessment of the kailuin depsipeptides.Journal of natural products · 2015Article
- Computationally assisted assignment of kahalalide Y configuration using an NMR-constrained conformational search.Journal of natural products · 2013Article
- Chemistry and biology of kahalalides.Chemical reviews · 2011Review
- Who is in there? Exploration of endophytic bacteria within the siphonous green seaweed Bryopsis (Bryopsidales, Chlorophyta).PloS one · 2011Article
- 5-OHKF and NorKA, depsipeptides from a Hawaiian collection of Bryopsis pennata: binding properties for NorKA to the human neuropeptide Y Y1 receptor.Journal of natural products · 2009Article
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6 authors.
Funding
Abstract
Four new kahalalides, V (1), W (2), X (3), and Y (4), as well as six previously characterized kahalalides have been isolated from a two-year collection of the sacoglossan mollusk Elysia rufescens. Curiously, kahalalide B, previously isolated in high yield from E. rufescens, was found to be essentially absent from these collections despite identical collection sites and times with previous collections. In addition, kahalalide K, which to date has only been reported from Bryopsis sp., was found in this collection of E. rufescens, suggesting that the production of these metabolites could potentially be from a microbial association with the mollusk and algae, and this relationship is continuously evolving in response to changes in the environment and predation. The structures of new peptides have been established on the basis of extensive 1D and 2D NMR spectroscopic data analysis. Kahalalide V (1) was ascertained to be an acyclic derivative of kahalalide D (5), while kahalalide W (2) was determined to have a 4-hydroxy-L-proline residue instead of the proline in 5. The arginine residue of kahalalide X (3), an acyclic derivative of kahalalide C, was determined to have an L configuration. Kahalalide Y (4) was found to have an L-proline residue instead of the hydroxyproline in kahalalide K. It is clear from this collection of E. rufescens that the discovery of new kahalalide-related metabolites is still highly feasible.
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