Gastroprotective activity of the diterpene solidagenone and its derivatives on experimentally induced gastric lesions in mice.
The labdane diterpene solidagenone 1 and its semisynthetic and biotransformations products 2-7 were assessed for gastroprotective effect in the HCl.EtOH-induced lesions in mice. At 100 mg/kg, solidagenone presented a statistically significant gastroprotective effect (P<0.05) comparable to lansoprazole at 20 mg/kg. The presence of the furan ring was required for the activity of solidagenone while hydroxylation at C-3 or C-6 afforded products with different activity associated with the stereochemistry. Solidagen-6beta-ol 7 and 3alpha-hydroxysolidagenone 2 presented higher activity than solidagenone itself, while its epimers were inactive.
Schmeda-Hirschmann
Guillermo
G
Instituto de Química de Recursos Naturales, Universidad de Talca, Casilla 747, Talca, Chile. schmeda@pehuenche.utalca.cl
Rodriguez
Jaime
J
Astudillo
Luis
L
D000818:Animals; D000897:Anti-Ulcer Agents / Q000378:metabolism / Q000494:pharmacology* / Q000627:therapeutic use; D001711:Biotransformation; D004195:Disease Models, Animal; D004224:Diterpenes / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology* / Q000627:therapeutic use; D000431:Ethanol / Q000494:pharmacology; D005663:Furans / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology* / Q000627:therapeutic use; D006851:Hydrochloric Acid / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology* / Q000627:therapeutic use; D008517:Phytotherapy; D036624:Solidago / Q000737:chemistry*; D013272:Stomach Diseases / Q000139:chemically induced* / Q000188:drug therapy / Q000473:pathology / Q000517:prevention & control*; D013276:Stomach Ulcer / Q000139:chemically induced / Q000188:drug therapy / Q000473:pathology / Q000517:prevention & control
D000897:Anti-Ulcer Agents; D004224:Diterpenes; D005663:Furans; D009281:Naphthalenes; C406719:solidagenone; D000431:Ethanol; D006851:Hydrochloric Acid