Aplysinellamides A-C, bromotyrosine-derived metabolites from an Australian Aplysinella sp. marine sponge.

Abstract

Mass-directed fractionation of an extract from the Australian marine sponge Aplysinella sp., from the Great Barrier Reef, resulted in the isolation of four new bromotyrosine derivatives, aplysinellamides A-C (1-3) and aplysamine-1-N-oxide (4), along with six known compounds (5-10). The structure elucidation of compounds 1-4 was based on their 1D and 2D NMR and MS spectroscopic data. Aplysamine-1 (6) increased the apolipoprotein E secretion from human CCF-STTG1 astrocytoma cells by 2-fold at the concentration of 30 μM.

• Authors: Li-Wen Tian, Yunjiang Feng, Yoko Shimizu, Tom Pfeifer, Cheryl Wellington, John N A Hooper, Ronald J Quinn
• Journal: Journal of natural products (J Nat Prod) Vol. 77 Issue 5 Pg. 1210-4 (May 23 2014) ISSN: 1520-6025 [Electronic] United States
• PMID: 24758268 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Apolipoproteins
• aplysamine-1
• aplysinellamide A
• aplysinellamide B
• aplysinellamide C
• bromotyrosine
• Tyrosine

Topics

• Animals
• Apolipoproteins (drug effects, metabolism)
• Astrocytoma (metabolism)
• Australia
• Dose-Response Relationship, Drug
• Humans
• Marine Biology
• Molecular Structure
• Nuclear Magnetic Resonance, Biomolecular
• Porifera (chemistry)
• Tyrosine (analogs & derivatives, chemistry, pharmacology)