Chemistry Department, Faculty of Science, Cairo University, Cairo 12613, Egypt.
Chemistry Department, Faculty of Science, Cairo University, Cairo 12613, Egypt.
Int J Biol Macromol. 2022 May 31;208:1029-1045. doi: 10.1016/j.ijbiomac.2022.03.199. Epub 2022 Apr 2.
Chitosan (Cs) bis-aldehyde Schiff base derivatives were synthesized by condensation of Cs with three bis-aldehydes namely; butane-1,4-diyl bis(4-formylbenzoate), N,N'-(butane-1,4-diyl)bis(2-(4-formylphenoxy)acetamide) and 4,4'-(butane-1,4-diylbis(oxy))dibenzaldehyde. The prepared Cs derivatives were blended with carboxymethyl chitosan(CMC) and graphene quantum dots (GQDs) to produce semi-IPNs polyelectrolyte complexes (PECs). and characterized with respect to their molecular structure and physio-chemical properties. The antibacterial activity against H. pylori (and in vitro Inosine 5'-monophosphate dehydrogenase IMPDH inhibitory assay) was evaluated. Additionally, a preliminary in vitro assessment for wound healing was performed against PECs in which wound closure percentages, and rates were investigated indicating an accelerated wound healing compared with untreated cells. The PEC based on Schiff base PEC containing amide linkage showed the highest wound healing ability. A minimal inhibitory concentration (MIC) was obtained for the PEC sample containing Cs Schiff base derived from 4,4'-(butane-1, 4-diylbis(oxy))dibenzaldehyde at a dose of 0.98 μg/ml inhibiting H. pylori growth by 100%. Additionally, the selected above-mentioned compound was selected to test its inhibitory activity against the HpIMPDH enzyme in addition to its selectivity towards the hIMPDH2 enzyme and was found to have promising activity against the HpIMPDH enzyme with IC value of 0.65 μM, and to be safer and less active against the hIMPDH2 enzyme with IC > 10 μM, reflecting its selectivity.
壳聚糖(Cs)双醛席夫碱衍生物是通过 Cs 与三种双醛缩合而成的,即:丁烷-1,4-二基双(4-甲酰基苯甲酸酯)、N,N'-(丁烷-1,4-二基)双(2-(4-甲酰基苯氧基)乙酰胺)和 4,4'-(丁烷-1,4-二基双(氧基))二苯甲醛。所制备的 Cs 衍生物与羧甲基壳聚糖(CMC)和石墨烯量子点(GQDs)混合,制成半互穿网络聚电解质复合物(PECs)。并对其分子结构和物理化学性质进行了表征。评估了其对 H. pylori 的抗菌活性(以及体外肌苷 5'-单磷酸脱氢酶 IMPDH 抑制测定)。此外,还对 PECs 进行了初步的体外伤口愈合评估,研究了伤口闭合百分比和速率,表明与未处理的细胞相比,伤口愈合速度加快。含有酰胺键的席夫碱 PEC 基 PEC 显示出最高的伤口愈合能力。含有 Cs 席夫碱的 PEC 样品的最小抑制浓度(MIC)为 0.98μg/ml,对 H. pylori 的生长抑制率为 100%,该样品来自 4,4'-(丁烷-1,4-二基双(氧基))二苯甲醛。此外,选择上述化合物来测试其对 HpIMPDH 酶的抑制活性,以及其对 hIMPDH2 酶的选择性,发现其对 HpIMPDH 酶具有有前途的活性,IC 值为 0.65μM,对 hIMPDH2 酶的活性较低,IC 值>10μM,反映其选择性。