Abstract
The brominated tryptophan-derived ent-eusynstyelamide B (1) and three new derivatives, eusynstyelamides D, E, and F (2-4), were isolated from the Arctic bryozoan Tegella cf. spitzbergensis. The structures were elucidated by spectroscopic methods including 1D and 2D NMR and analysis of mass spectrometric data. The enantiomer of 1, eusynstyelamide B, has previously been isolated from the Australian ascidian Eusynstyela latericius. Antimicrobial activities are here reported for 1-4, with minimum inhibitory concentrations (MIC) as low as 6.25 μg/mL for 1 and 4 against Staphylococcus aureus. Eusynstyelamides 2 and 3 showed weak cytotoxic activity against the human melanoma A 2058 cell line.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Animals
-
Anti-Bacterial Agents / chemistry
-
Anti-Bacterial Agents / isolation & purification*
-
Anti-Bacterial Agents / pharmacology*
-
Antifungal Agents / chemistry
-
Antifungal Agents / isolation & purification*
-
Antifungal Agents / pharmacology
-
Antineoplastic Agents / chemistry
-
Antineoplastic Agents / isolation & purification*
-
Antineoplastic Agents / pharmacology
-
Australia
-
Bryozoa / chemistry*
-
Candida albicans / drug effects
-
Drug Screening Assays, Antitumor
-
Escherichia coli / drug effects
-
Humans
-
Indoles / chemistry
-
Indoles / isolation & purification*
-
Indoles / pharmacology*
-
Microbial Sensitivity Tests
-
Molecular Structure
-
Nuclear Magnetic Resonance, Biomolecular
-
Pseudomonas aeruginosa / drug effects
-
Staphylococcus aureus / drug effects
Substances
-
Anti-Bacterial Agents
-
Antifungal Agents
-
Antineoplastic Agents
-
Indoles
-
ent-eusynstyelamide B