Kaiser, Mathias;Chalapala, Sudharani;Gorzelanny, Christian;Perali, Ramu Sridhar;Goycoolea, Francisco Martin published 《The Effect of Capsaicin Derivatives on Tight-Junction Integrity and Permeability of Madin-Darby Canine Kidney Cells》 in 2016. The article was appeared in 《Journal of Pharmaceutical Sciences》. They have made some progress in their research.Formula: C17H27NO3 The article mentions the following:
Capsaicin is known to interfere with tight junctions (TJs) of epithelial cells and therefore to enhance paracellular permeability of poorly absorbable drugs. However, due to its low water solubility, pungency, and cytotoxicity, its pharmacol. use is limited. In this study, the authors investigated the effect of capsaicin derivatives of synthetic (e.g., 10-hydroxy-N-(4-hydroxy-3-methoxybenzyl)decanamide, etc.) and natural (olvanil and dihydrocapsaicin) origin on Madin-Darby Canine Kidney-C7 cells. Impedance spectroscopy was used to determine the transepithelial elec. resistance and the capacitance. Permeability assays with fluorescein isothiocyanate-dextran were carried out to evaluate the impact on cell permeability. The results show that lipophilicity could play an important role for the interference with TJ and that the mechanism is independent from the ion channel TRPV-1 and hence on the flux of calcium into the cells. In summary, the authors synthesized 4 derivatives of capsaicin of lower lipophilicity and compared their properties with other well-known vanilloids. The authors show that these compounds are able to enhance the permeability of a hydrophilic macromol., by opening the TJ for a shorter time than capsaicin. This behavior is dependent on the lipophilicity of the mol. Understanding of these phenomena may lead to better control of administration of therapeutic mols. To complete the study, the researchers used N-Vanillylnonanamide (cas: 2444-46-4) .
N-Vanillylnonanamide(cas:2444-46-4) is a capsaicin analog that has been used to study the effects of capsaicin on energy metabolism and bowel disease.Formula: C17H27NO3 It has been shown to be effective in the treatment of bowel disease, by inhibiting the production of proinflammatory cytokines and prostaglandins.
Reference:
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