Permeability changes of erythrocytes and liposomes by 5-(n-alk(en)yl) resorcinols from rye

Abstract

Summary 5-(n-Alk(en)yl) resorcinols can induce potassium release from liposomes and erythrocytes. The results suggest that 5-(n-pentyl)resorcinol can induce a specific permeability to protons as well as to potassium and other small molecules. The highest permeability changes were found in the presence of 5-(npentadecyl)resorcinol and alkenyl resorcinols. Orcin and resorcin were without effect. The size of permeant as investigated by turbidity measurements indicated that Ca 2÷ and Mg :÷ cannot pass through the alkyl resorcinol-modified membrane but can pass through the alkenyl resorcinol-modified membrane. It was observed that alkenyl resorcinol at a concentration of 15 #M induced not only potassium release but also lysis of erythrocytes.

4-hexylresorcinol exerts antitumor effects via suppression of calcium oscillation and its antitumor effects are inhibited by calcium channel blockers

“…Calcium uptake is due, in part, to upregulation of voltage-dependent calcium channels; calcium channel blockers attenuated 4-HR-mediated cellular effects include protein kinase C-α, which plays an important role in calcium-induced keratinocyte differentiation (22). The effects of 4-HR on cancer cell proliferation and differentiation may also be due to non-specific interactions with other proteins (24), changes in membrane permeability (25), and/ or antioxidant and, thus, anti-mutagenic activities (26). A possible mechanism concerning the different uptake of calcium ion by 4-HR in OSCC cells and fibroblasts might be related to the glutamate receptor.…”

Reliability of fasting plasma alkylresorcinol concentrations measured 4 months apart

“…The ratio between C17:0 and C21:0 has been suggested to distinguish between different cereals because the ratio is close to 1.0 for rye, 0.1 for common wheat and 0.001 for durum wheat (Chen et al, 2004;Landberg et al, 2006a). Owing to the amphiphilic nature of AR molecules, they are incorporated in biological membranes Parikka et al, 2006), in which they may affect membrane permeability, and enhance the bi-layer rigidity and stability (Kozubek and Demel, 1980;Kozubek, 1987;Gubernator et al, 1999). The bioavailability of AR homologues increases with homologue length (Landberg et al, 2006b) and AR homologues with higher relative bioavailability (C23:0 and C25:0) have been shown to be closer correlated with intake (Landberg et al, 2008a).…”

Higher Cardol Homologues (5-Alkenylresorcinols) from Rye Affect the Red Cell Membrane-Water Transport

“…H ither to obtained results show the high affinity of cereal resorcinol derivatives to biom em brane [13]. The incorporation of these water insoluble molecules significantly enhanced the perm eability of both erythrocyte and liposome m em brane for alkali cations and small solutes [14]. The derivatives with Reprint requests to Dr. A. Kozubek.…”

“…0341-0382/85/0100-0080 $ 0 1 .3 0 /0 unsaturated aliphatic chains showed also strong haemolytic activity [13,14] which was com parable to some known water soluble surfactants [13].…”