TY - JOUR
T1 - Thuwalallenes A-E and Thuwalenynes A-C: New C15 Acetogenins with Anti-Inflammatory Activity from a Saudi Arabian Red Sea Laurencia sp.
AU - Koutsaviti, Aikaterini
AU - Daskalaki, Maria G
AU - Agusti, Susana
AU - Kampranis, Sotirios C
AU - Tsatsanis, Christos
AU - Duarte, Carlos M.
AU - Roussis, Vassilios
AU - Ioannou, Efstathia
N1 - KAUST Repository Item: Exported on 2020-10-01
PY - 2019/11/15
Y1 - 2019/11/15
N2 - Thuwalallenes A-E (1-3, 5 and 8) and thuwalenynes A-C (4, 6, 7), 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 1-6, 8, 10 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.
AB - Thuwalallenes A-E (1-3, 5 and 8) and thuwalenynes A-C (4, 6, 7), 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 1-6, 8, 10 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.
UR - http://hdl.handle.net/10754/660391
UR - https://www.mdpi.com/1660-3397/17/11/644
UR - http://www.scopus.com/inward/record.url?scp=85075051175&partnerID=8YFLogxK
U2 - 10.3390/md17110644
DO - 10.3390/md17110644
M3 - Article
C2 - 31731724
SN - 1660-3397
VL - 17
SP - 644
JO - Marine Drugs
JF - Marine Drugs
IS - 11
ER -