Studies on the Taiwan Folk Medicine; III. A Smooth Muscle Relaxant fromOnychium siliculosum, Onitin

Abstract

The pharmacological properties of onitin, onitinoside and onitisin, three phenolic pterosins, isolated from Onychium siliculosum have been investigated. Their predominant effects are to inhibit the contraction of isolated guinea-pig ileum. In these three compounds, onitin is the most potent one. Onitin (1 x 10M) inhibits both the D receptor and M receptor of 5-HT. The antagonism of onitin against histamine is non-competitive.

Synthesis of Fern Sesquiterpene Pterosin Z via a Novel Palladium-Catalyzed Route

“…The mixture was then heated in an oven at 100°C for 48 h. After cooling, the reaction mixture was poured on ice and dilute HCl, extracted with EtOAc (100 mL), dried over sodium sulfate, and evaporated under vacuum, leaving a residue that was purified by column chromatography (eluent: petroleum etherEtOAc, 9:1) to yield two compounds. The most polar compound was a waxy oil, which did not crystallize from EtOH, MeOH, or n-hexane and was identified as 3 (E and Z isomers, 6-[2′-Acetoxyethyl]-2,2,5,7-tetramethylindan-1-one (Acetyl pterosin Z) (4). A solution of 3 (150 mg, 0.55 mmol) in EtOH (10 mL …”

Indanes—Properties, Preparation, and Presence in Ligands for G Protein Coupled Receptors

“…). Ho et al . showed that onitin possesses smooth muscle relaxant properties, suggested to take place through inhibition of a serotonin 5HT receptor.…”

“…3). Ho et al 15 showed that onitin possesses smooth muscle relaxant properties, suggested to take place through inhibition of a serotonin 5HT receptor. More than a decade later Sheridan et al 16 proposed that pterosin Z 15 (the dehydroxylated form of onitin, Fig.…”

The indane diastereoisomers, PH2 and PH5: divergence between their effects in delayed-type hypersensitivity models and a model of colitis

“…Ferns belonging to the Onychium family ( Pteridaceae ) have a substantial history of use in traditional Asian medicine to treat gastrointestinal conditions . Initially, our previous studies were focused on Onychium metabolites with the indane skeleton, which feature in a range of molecules in clinical use and which display significant and diverse biological activity .…”

“…Ferns belonging to the Onychium family (Pteridaceae) have a substantial history of use in traditional Asian medicine to treat gastrointestinal conditions. [1,2] Initially, our previous studies were focused on Onychium metabolites with the indane skeleton, which feature in a range of molecules in clinical use and which display significant and diverse biological activity. [3][4][5] We have established that monomeric indanes, related to the fern metabolites [6][7][8] together with synthetic 1,2-coupled dimers [9,10] demonstrate smooth muscle relaxant activity and also inhibited histamine release stimulated by compound 48/80 from rat peritoneal mast cells.…”