Md. Atiquel Islam Chowdhury, Tasnim Rahman Anisa, S. Bhattacharjee, Suman Das
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引用次数: 0
摘要
单糖衍生葡萄糖-阿司匹林(GA)可由葡萄糖和阿司匹林(ASA)偶联制备。据报道,GA比ASA本身具有更高的镇痛和抗炎特性。从这个角度来看,本研究考虑了六种由β- d -葡萄糖吡喃糖,ASA和乙酰基组成的GAs。这些气体中的葡萄糖单元具有规则的椅子构象,偶极矩略低。分子轨道表明分子的HOMO-LUMO间隙较大。所有的GAs都比阿司匹林更倾向于亲电相互作用。总的来说,葡萄糖-阿司匹林酯被发现比原始阿司匹林具有更好的非甾体抗炎特性。与环氧化酶-1 (COX1, 6y3c)相比,这些GAs是环氧化酶-2 (COX2, 5f19)更好的抑制剂,这表明这些GAs是COX2相关炎症的潜在候选药物。此外,与C-4位置相比,葡萄糖醛基C-6或C-3位置的阿斯匹林基更适合抗炎活性。
In Silico Investigation of Some Glucose-Aspirin as COX Inhibitor
Monosaccharide derived glucose-aspirin (GA) can be prepared by conjugation between glucose and aspirin (ASA). The GA is reported to show higher analgesic and anti-inflammatory properties than ASA itself. In this perspective, six GAs which are composed of β-D-glucopyranose, ASA and acetyl groups are considered for the present investigations. The glucose unit in these GAs possesses regular chair conformation with slightly lower dipole moments. Molecular orbitals indicated a higher HOMO-LUMO gap of the molecules. All GAs showed more prone to electrophilic interactions than aspirin. Overall, glucose-aspirin esters are found to have better non-steroidal anti-inflammatory properties than the original aspirin. These GAs are better inhibitors of cyclooxygenase-2 (COX2, 5f19) compared to cyclooxygenase-1 (COX1, 6y3c) indicating that these GAs are potential drug candidates for COX2 related inflammation. Additionally, aspirinyl group at C-6 or C-3 position of the glucopyranose unit is found more suitable for anti-inflammatory activities as compared to C-4 position.