A new depsipeptide from the sacoglossan mollusk Elysia ornata and the green alga Bryopsis species

F D Horgen; D B delos Santos; G Goetz; B Sakamoto; Y Kan; H Nagai; P J Scheuer

doi:10.1021/np990402o

A new depsipeptide from the sacoglossan mollusk Elysia ornata and the green alga Bryopsis species

J Nat Prod. 2000 Jan;63(1):152-4. doi: 10.1021/np990402o.

Authors

F D Horgen¹, D B delos Santos, G Goetz, B Sakamoto, Y Kan, H Nagai, P J Scheuer

Affiliation

¹ Department of Chemistry, University of Hawaii at Manoa, 2545 The Mall, Honolulu, Hawaii 96822, USA.

PMID: 10650101
DOI: 10.1021/np990402o

Abstract

A new cyclic depsipeptide, kahalalide O (1), was isolated from the sacoglossan Elysia ornata and its algal diet Bryopsis sp. The structure was elucidated primarily by NMR and MS spectral methods, and the stereochemistry of the amino acid residues was determined by chiral HPLC and Marfey analyses. Unlike the related metabolite kahalalide F, which is in development as a potential anticancer agent, kahalalide O (1) was inactive in arresting the growth of P-388, A549, HT29, and MEL28 cancer cell lines in vitro.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.
Research Support, U.S. Gov't, P.H.S.

MeSH terms

Animals
Chlorophyta / chemistry*
Chromatography, High Pressure Liquid
Depsipeptides*
Drug Screening Assays, Antitumor
Magnetic Resonance Spectroscopy
Mollusca / chemistry*
Peptides, Cyclic / chemistry
Peptides, Cyclic / isolation & purification*
Peptides, Cyclic / pharmacology
Protein Conformation
Tumor Cells, Cultured

Substances

Depsipeptides
Peptides, Cyclic
kahalalide O