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

Aikaterini Koutsaviti; Maria Daskalaki; Susana Agustı́; Sotirios C. Kampranis; Christos Tsatsanis; Carlos M. Duarte; Vassilios Roussis; Efstathia Ioannou

doi:10.3390/md17110644

Abstract

1 min read

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.

Related publications

Article2011

Bioactive C15 Acetogenins from the Red Alga Laurencia obtusa

Seif‐Eldin N. Ayyad, Khalid Alfooty, Walied M. Alarif, Tariq R. Sobahi, Salim Ahmed Bassaif, Mohamed Saleh Makki, Abdullah Mohamed Asiri, Amani Yahya Al Halawani, Adel F. Badria, Farid Abd Al‐raheem Badria

Article2007

Cinnamacrins A−C, Cinnafragrin D, and Cytostatic Metabolites with α-Glucosidase Inhibitory Activity from Cinnamosma macrocarpa

Liva Harinantenaina, Yoshinori Asakawa, De Clercq Erik

Article2024

Isolation and Bioactivity Evaluation of Sesquiterpenes from an Alcyonarian of the Genus Lemnalia from the Saudi Arabian Red Sea

Aikaterini Koutsaviti, Marie Kvasnicová, Gabriel González, Tereza Štenclová, Susana Agustı́, Carlos M. Duarte, Lucie Rárová, Miroslav Strnad, Vassilios Roussis, Efstathia Ioannou

Article2007

Callophycoic Acids and Callophycols from the Fijian Red Alga Callophycus serratus

Amy L. Lane, E. Paige Stout, Mark E Hay, Anne C. Prusak, Kenneth I. Hardcastle, Craig R. Fairchild, Scott G. Franzblau, Karine G. Le Roch, Jacques Prudhomme, William G.L. Aalbersberg, Julia Kubanek

Article1991

A new class of HIV-1 specific 6-substituted acyclouridine derivatives: synthesis and anti-HIV-1 activity of 5- or 6-substituted analogs of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT)

Hiromichi Tanaka, Masanori Baba, Hiroyuki Hayakawa, Takashi Sakamaki, Tadashi Miyasaka, Masaru Ubasawa, Hideaki Takashima, Kouichi Sekiya, Issei Nitta, Shirô Shigeta, Richard Walker, Jan Balzarini, De Clercq Erik

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

Abstract

Discussion(0)

Related publications

Bioactive C15 Acetogenins from the Red Alga Laurencia obtusa

Cinnamacrins A−C, Cinnafragrin D, and Cytostatic Metabolites with α-Glucosidase Inhibitory Activity from <i>Cinnamosma macrocarpa</i>

Isolation and Bioactivity Evaluation of Sesquiterpenes from an Alcyonarian of the Genus <i>Lemnalia</i> from the Saudi Arabian Red Sea

Callophycoic Acids and Callophycols from the Fijian Red Alga <i>Callophycus serratus</i>

A new class of HIV-1 specific 6-substituted acyclouridine derivatives: synthesis and anti-HIV-1 activity of 5- or 6-substituted analogs of 1-[(2-hydroxyethoxy)methyl]-6-(phenylthio)thymine (HEPT)