Thuwalallenes A–E and Thuwalenynes A–C: New C15 Acetogenins with Anti-Inflammatory Activity from a Saudi Arabian Red Sea Laurencia sp

by Aikaterini Koutsaviti, Maria G. Daskalaki, Susana Agusti, Sotirios C. Kampranis, Christos Tsatsanis, Carlos M. Duarte, Vassilios Roussis, Efstathia Ioannou
RESEARCH ARTICLE Year: 2019 DOI: doi: 10.3390/md17110644

Bibliography

Koutsaviti, A., Daskalaki, M. G., Agusti, S., Kampranis, S. C., Tsatsanis, C., Duarte, C. M., ... & Ioannou, E. (2019). Thuwalallenes A–E and Thuwalenynes A–C: New C15 Acetogenins with Anti-Inflammatory Activity from a Saudi Arabian Red Sea Laurencia sp. Marine drugs17(11), 644.

Abstract

Thuwalallenes A–E (135 and 8) and thuwalenynes A–C (467), new C15 acetogenins featuring uncommon ring systems, along with cis-maneonene D (9), thyrsiferol (10) and 23-acetyl-thyrsiferol (11) were isolated from the organic extract of a population of the red alga Laurencia sp., collected at Rose Reef off the village of Thuwal in the Red Sea waters of the Kingdom of Saudi Arabia. The structure elucidation of the isolated natural products was based on extensive analysis of their spectroscopic data. Compounds 16810 and 11 were evaluated for their anti-inflammatory activity by quantifying nitric oxide (NO) release in response to TLR4 stimulation in macrophages. Besides compound 4 that did not exhibit any activity, all other tested metabolites inhibited NO production from activated macrophages. Among them, thyrsiferol (10) and 23-acetylthyrsiferol (11) displayed activity with IC50 values in the low nM scale without cytotoxicity.

Keywords

Laurencia acetogenins anti-inflammatory activity thuwalallene thuwalenyne