Study of the dermal anti-inflammatory, antioxidant, and analgesic activity of pinostrobin.

Pinostrobin is a flavanone isolated from Renealmia alpinia (Rottb.) Maas, which is used to treat painful diseases and ailments; indigenous peoples use it as plasters. Different plant species have been reported as a source of this flavonoid, among which are: Boesenbergia rotunda, Cajanus cajan, Piper ecuadorense, Piper hispidum, Teloxys graveolens, Kaempferia pandurata, among others. Pinostrobin expresses potentially useful biological activities such as antioxidant, analgesic, and dermal anti-inflammatory, at low levels nonetheless due to its low solubility. The formation of inclusion complexes deems a good strategy to improve the pharmacologic effects of many substances. In the present work, we evaluated the dermal toxicity, analgesic and dermal anti-inflammatory activity of pinostrobin included in cyclodextrins, to improve those effects on experimental animals. To include pinostrobin, we used two of beta cyclodextrin (ßCD) and hydroxypropil beta cyclodextrin (HPßCD) complexes using two methods developed by Benesi-Hildebrand and Higuchi-Connors. Dermal anti-inflammatory activity was evaluated in experimental mice by inhibiting the edema generated by 12-O-tetradecanoylforbol-13-acetate (TPA). Analgesic activity was evaluated by inducing chemical pain by means of a Siegmund test. Antioxidant activities were measured with two in vitro tests. Analgesic and dermal anti-inflammatory activities of pinostrobin, as included in control and experimental complexes, showed comparatively better effects than pinostrobin without inclusion complexes. Our results indicate that both beta cyclodextrin (ßCD) and hydroxypropyl beta cyclodextrin (HPßCD) enhance the different effects of pinostrobin, which may indicate greater bioavailability.

pH sensitive tubules of a bile acid derivative: a tubule opening by release of wall leaves.

Tubules formed by self-assembly of organic molecules have vast potential for nanotechnology applications, and the introduction of sensitivity to stimuli into self-assembly tubules represents a particularly attractive feature. Here we report the preparation and characterization of a molecule obtained by chemical modification of a natural bile acid, a biological surfactant, that self-assembles in pH sensitive tubules in aqueous solutions. The tubules, which are rigid, single-walled and with a diameter of 60 nm, form at pH 8-9 and open up when the pH is increased. The transition is reversible, it occurs in the pH range of 9-10 with an opening mechanism that is remarkably different from those so far proposed in the literature. It involves a release of wall layers similar to leaves, and is determined by a drastic pH-triggered change in the molecular arrangement, which in turn induces a radical modification of the wall curvature. The description of the morphological transformation is provided by means of cryogenic transmission electron microscopy and represents, to our knowledge, the first detailed visualization of pH stimulated tubule opening. UV and circular dichroism spectroscopies are used to investigate the evolution at the molecular level.