Interaction of Tretinoin and Nimesulide with Amylose Matrices

Abstract

Systems of amylose with nimesulide or tretinoin are prepared and characterized in order to evaluate their in vitro release behavior. X‐ray diffraction (XRD) data of the amylose systems containing drug molecules reveal patterns characteristic of the V‐type of complexed amylose. Nevertheless, they cannot be unequivocally assigned to complexed amylose since both drugs exhibit XRD reflections at similar 2‐theta angles. Raman scattering and differential scanning calorimetry thermal analysis provide evidence suggesting that tretinoin is more likely to form molecular inclusion complexes than nimesulide. The drug–amylose interaction is also assessed by means of optical microscopy, confocal laser scanning microscopy, and scanning electron microscopy. The results reveal that the drug molecules are effectively entrapped in the amylose matrix, probably inside or between the amylose helices. Acidic and enzymatic tests allow the quantification of the drug molecules released from the matrix of the amylose systems with tretinoin or nimesulide. In the simulated intestinal fluid, the drug release of the samples reached up to ≈52% for tretinoin and ≈39% for nimesulide systems. Overall, the results show that the molecular interaction of amylose, with tretinoin appears to be more promising for efficient complexation than with nimesulide.

Effects of Ligand Concentration on the Thermal Properties, Structure, and Digestibility of Maize Starch Inclusion Complexes with Ascorbyl Palmitate

“…The starch can form helices with six, seven, and eight glucose units per turn with internal diameters of 5.7, 7.8, and 9.5 Å, respectively . If the ascorbic acid located inside the helix cavity, V 7 or V 8 helix should be formed since the diameter of the polar headgroup (ascorbyl group) was estimated as 7.66 ± 0.02 A˚ .…”

Therapeutic delivery with V‐amylose

“…Mainly, the V-amylose complexes with drug 728 COMMENTARY molecules exhibited low release profile in acidic pH (1.2) and phosphate buffer (6.9), whereas the drug release rate ameliorated in the presence of pancreatin enzyme (Carbinatto, Ribeiro, Colnago, Evangelista, & Cury, 2016). The release behavior of V-amylose for "tretinonin," and "nimesulide" followed a similar pattern (Marinopoulou, Christofilos, Arvanitidis, & Raphaelides, 2021). In appropriate conditions, the gelation of V-amylose results in the generation of films that displays an extraordinary resistance toward pancreatic α-amylase, whereas shows a gradual degradation in the presence of amylases of colonic microflora.…”

Biodegradable Films from Spray Dried Starch Inclusion Complexes with Bioactive Compounds—The Effect of Glycerol and pH

“…Amylose inclusion complexation is a technique used to molecularly encapsulate guest molecules such as alcohols, fatty acids, potassium hydroxide (KOH), iodine, flavor compounds, DMSO, etc. [ 20,21 ] In the past decade, only few researchers investigated the molecular interaction of amylose with drug molecules such as ibuprofen, [ 22–25 ] quercetin, [ 26 ] nimesulide, [ 27,28 ] praziquantel, [ 27 ] indomethacin, [ 29,30 ] tretinoin, [ 28 ] and flufenamic acid. [ 31 ] It has been proven that the molecular inclusion by amylose complexes, named V‐amylose complexes, can effectively protect the included bioactive compounds against oxidative and thermal degradation and provide a targeted and controlled release in the human alimentary tract.…”