Nitrogen-containing phorbol esters from Croton ciliatoglandulifer and their effects on cyclooxygenases-1 and -2.
Four new phorbol derivatives, 12-O-[(2R)-N,N-dimethyl-3-methylbutanoyl]-4-deoxyphorbol 13-acetate (1), 12-O-[(2S)-N,N-dimethyl-3-methylbutanoyl]-4-deoxyphorbol 13-acetate (2), 12-O-[3-methyl-2-butenoyl]-4-deoxyphorbol 13-acetate (3), and 12-O-[(2R)-N,N-dimethyl-3-methylbutanoyl]phorbol 13-acetate (4), along with six known compounds, were isolated from the aerial parts of Croton ciliatoglandulifer. An anti-inflammatory activity of a hexane extract of this plant was demonstrated against ear edema in mice produced by 12-O-tetradecanoylphorbol 13-acetate, and compounds 1, 4, and 3beta-O-acetyloleanolic acid (5) were active when evaluated against cyclooxygenases-1 and -2.
Rios
María Yolanda
MY
Centro de Investigaciones Químicas de la Universidad Autónoma del Estado de Morelos, Avenida Universidad 1001, Chamilpa 62210, Cuernavaca, Morelos, México. myolanda@uaem.mx
Aguilar-Guadarrama
A Berenice
AB
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D029802:Croton / Q000737:chemistry*; D051545:Cyclooxygenase 1 / Q000187:drug effects; D051546:Cyclooxygenase 2 / Q000187:drug effects; D052246:Cyclooxygenase 2 Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004195:Disease Models, Animal; D004423:Ear; D004487:Edema / Q000139:chemically induced / Q000188:drug therapy; D008800:Mexico; D051379:Mice; D009584:Nitrogen / Q000737:chemistry*; D010703:Phorbol Esters / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D010946:Plants, Medicinal / Q000737:chemistry*; D013755:Tetradecanoylphorbol Acetate / Q000494:pharmacology
D000894:Anti-Inflammatory Agents, Non-Steroidal; D052246:Cyclooxygenase 2 Inhibitors; D010703:Phorbol Esters; D051545:Cyclooxygenase 1; D051546:Cyclooxygenase 2; D009584:Nitrogen; D013755:Tetradecanoylphorbol Acetate