In Vivo Activity of Benzoyl Ester Clerodane Diterpenoid Derivatives from Dodonaea polyandra

• Published in: Journal of natural products (Washington, D.C.) Vol. 74; no. 4; pp. 650 - 657
• Main Authors: Simpson, Bradley S, Claudie, David J, Gerber, Jacobus P, Pyke, Simon M, Wang, Jiping, McKinnon, Ross A, Semple, Susan J
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society and American Society of Pharmacognosy 25.04.2011; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: Animals; Anti-Inflammatory Agents, Non-Steroidal - chemistry; Anti-Inflammatory Agents, Non-Steroidal - isolation & purification; Anti-Inflammatory Agents, Non-Steroidal - pharmacology; Australia; Biological and medical sciences; Chemistry, Medicinal; Disease Models, Animal; Diterpenes, Clerodane - chemistry; Diterpenes, Clerodane - isolation & purification; Diterpenes, Clerodane - pharmacology; Ear - pathology; Edema - chemically induced; General pharmacology; Life Sciences & Biomedicine; Medical sciences; Mice; Molecular Structure; Pharmacognosy. Homeopathy. Health food; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Plant Leaves - chemistry; Plant Sciences; Plant Stems - chemistry; Sapindaceae - chemistry; Science & Technology; Tetradecanoylphorbol Acetate - pharmacology; Australia; VISCOSA; Terpenoid; Rodentia; Antiinflammatory agent; Plant leaf; Biological activity; Stem; Medicinal plant; Dose activity relation; Ester; In vivo; Vertebrata; Mammalia; Mouse; Carboxylic acid; Dicotyledones; Animal; Angiospermae; Plant origin; Sapindaceae; Diterpene; Isolation; Spermatophyta; Structural analysis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np100701s

Four new benzoyl ester clerodane diterpenoids, 15,16-epoxy-8α-(benzoyloxy)methylcleroda-3,13(16),14-trien-18-oic acid (1), 15,16-epoxy-8α-(benzoyloxy)methyl-2α-hydroxycleroda-3,13(16),14-trien-18-oic acid (2), 15,16-epoxy-8α-(benzoyloxy)methyl-2-oxocleroda-3,13(16),14-trien-18-oic acid (3), and 15,16-epoxy-2α-benzoyloxycleroda-3,13(16),14-trien-18-oic acid (4), have been isolated from the leaves and stems of Dodonaea polyandra. The anti-inflammatory activities of compounds 1, 2, and 4 were evaluated by means of 12-O-tetradecanoylphorbol-13-acetate (TPA)-induced mouse ear edema. Compounds 2 and 4 exhibited maximum inhibition of inflammation (70−76%) at doses of 0.22 and 0.9 μmol/ear, respectively. Modest activity (∼45% inhibition) was maintained at nanomole/ear doses.