Topical anti-inflammatory lignans from Haplophyllum hispanicum.
The present paper reports the results of the methanol extract of Haplophyllum hispanicum Spach on single or repeated local 12-O-tetradecanoylphorbol acetate (TPA) administration and in the oxazolone-induced contact-delayed hypersensitivity mouse ear edemas. Two topical anti-inflammatory aryl naphthalide lignans were isolated from the active fractions of the methanol extract. They were identified by spectroscopic methods, including 13C NMR and heteronuclear multiple bond correlation (HMBC), as diphyllin acetyl apioside and tuberculation. The former was the most active on acute TPA edema with a ID50 of 0.27 mumol/ear.
Prieto
J M
JM
Departament de Farmacologia, Facultat de Farmàcia, Universitat de València, Spain.
Recio
M C
MC
Giner
R M
RM
Máñez
S
S
Massmanian
A
A
Waterman
P G
PG
Ríos
J L
JL
D000287:Administration, Topical; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002351:Carrageenan; D003877:Dermatitis, Contact; D004148:Dioxolanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004487:Edema / Q000139:chemically induced / Q000188:drug therapy; D005260:Female; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006968:Hypersensitivity, Delayed; D007213:Indomethacin / Q000494:pharmacology; D007249:Inflammation; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D015394:Molecular Structure; D010081:Oxazolone; D010936:Plant Extracts; D010946:Plants, Medicinal; D013755:Tetradecanoylphorbol Acetate
D000893:Anti-Inflammatory Agents; D000894:Anti-Inflammatory Agents, Non-Steroidal; D004148:Dioxolanes; D006027:Glycosides; D010936:Plant Extracts; C103139:tuberculatin; C103138:diphyllin acetyl apioside; D010081:Oxazolone; D002351:Carrageenan; D013755:Tetradecanoylphorbol Acetate; D007213:Indomethacin