Paraliane and pepluane diterpenes as anti-inflammatory agents: first insights in structure-activity relationships.
Two new diterpenes, named paralianone (2) and pepluene (3), based, respectively, on rare paraliane and pepluane skeletons, have been isolated from Euphorbia paralias, together with two known analogues (4 and 5), and their stereostructure determined by spectroscopic methods. The isolated compounds were tested as anti-inflammatory agents in vitro for evaluating their ability to inhibit the nitric oxide production in LPS-stimulated J774 murine macrophages. Compound 4 showed the highest anti-inflammatory activity comparable to those recently discovered for pepluanone (1). The data obtained provided first insights towards the structure-activity relationship of this class of compounds highlighting the key role of D-ring structure.
Barile
Elisa
E
DISTAAM, Università degli Studi del Molise, Via F. De Sanctis, I-86100 Campobasso, Italy.
Fattorusso
Ernesto
E
Ialenti
Armando
A
Ianaro
Angela
A
Lanzotti
Virginia
V
D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000494:pharmacology*; D004224:Diterpenes / Q000737:chemistry / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013329:Structure-Activity Relationship
D000893:Anti-Inflammatory Agents; D004224:Diterpenes; C468575:paraliane diterpene