Isolation and Structure Elucidation of Cembranoids from a Dongsha Atoll Soft Coral Sarcophyton stellatum
Journal
Marine Drugs
Journal Volume
16
Journal Issue
6
Pages
210
Date Issued
2018-06
Author(s)
Abstract
Six new polyoxygenated cembrane-based diterpenoids, stellatumolides A–C (1–3), stellatumonins A and B (4 and 5), and stellatumonone (6), were isolated together with ten known related compounds (7–16) from the ethyl acetate (EtOAc) extract of soft coral Sarcophyton stellatum. The structures of the new compounds were established by extensive spectroscopic analyses, including 1D and 2D nuclear magnetic resonance (NMR) spectroscopy and data comparison with related structures. Compounds 8 and 14 were isolated from a natural source for the first time. The isolated metabolites were shown to be not cytotoxic against a limited panel of cancer cells. Compound 9 showed anti-inflammatory activity by reducing the expression of proinflammatory cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS) proteins in lipopolysaccharide (LPS)-stimulated mouse leukaemic monocyte macrophage (RAW 264.7) cells. ? 2018 by the authors.
Subjects
Anti-inflammatory activity; Cembranoid; Cytotoxic activity; Sarcophyton stellatum; Soft coral
Other Subjects
17 hydroxysarcophytoxide; 7beta acetoxy 8alpha hydroxydeepoxysarcophine; 7beta,8alpha dihydroxydeepoxy ent sarcophine; acetic acid ethyl ester; biological product; cembranoid derivative; crassumol A; cyclooxygenase 2; diterpenoid; hydroperoxide; inducible nitric oxide synthase; laevigatol B; lipopolysaccharide; sarcophine; Sarcophyton stellatum extract; sarcophytonin C; sarcophytonin E; sarsolilide; stellatumolide A; stellatumolide B; stellatumolide C; stellatumonin A; stellatumonin B; stellatumonone; unclassified drug; cyclooxygenase 2; cyclooxygenase 2 inhibitor; diterpene; inducible nitric oxide synthase; lipopolysaccharide; Nos2 protein, mouse; Ptgs2 protein, mouse; animal cell; antiinflammatory activity; Article; cancer cell line; carbon nuclear magnetic resonance; cell stimulation; concentration response; controlled study; coral; drug cytotoxicity; drug isolation; drug structure; enzyme inhibition; human; human cell; IC50; in vitro study; mouse; nonhuman; nuclear magnetic resonance spectroscopy; one dimensional nuclear magnetic resonance; physical chemistry; protein expression; proton nuclear magnetic resonance; RAW 264.7 cell line; Sarcophyton stellatum; structure analysis; two dimensional nuclear magnetic resonance; Western blotting; animal; antagonists and inhibitors; Anthozoa; chemical structure; chemistry; drug effect; drug screening; isolation and purification; macrophage; metabolism; tumor cell line; Animals; Anthozoa; Cell Line, Tumor; Cyclooxygenase 2; Cyclooxygenase 2 Inhibitors; Diterpenes; Drug Screening Assays, Antitumor; Humans; Inhibitory Concentration 50; Lipopolysaccharides; Macrophages; Magnetic Resonance Spectroscopy; Mice; Molecular Structure; Nitric Oxide Synthase Type II
Type
journal article