摘要
壬二酸(AzA)是一种天然饱和二羧酸,已被证明对痤疮、红斑痤疮及黄褐斑等皮肤病具有良好的治疗效果。然而,其水溶性较差、相容性有限以及稳定性不足等问题严重限制了其在实际应用中的前景。为克服这些缺点,本研究以川芎嗪(TMP)作为配体分子,成功合成了一种壬二酸/川芎嗪共晶(AzA/TMP)。通过高斯分子模拟计算确定了共晶体系最佳物质的量比为n(AzA)∶n(TMP)=1∶1。同时通过傅立叶变换红外光谱(FTIR)、核磁共振(1H NMR)、粉末X射线衍射(PXRD)及差示扫描量热法(DSC)对AzA/TMP共晶进行了表征。对AzA/TMP共晶体系的水溶性、抑菌性、抗氧化性及透皮性能进行了评估。实验结果表明,与单一的壬二酸相比,AzA/TMP共晶的水溶性提升了5.53倍,并增强了其生物活性,表现出更强的抑菌性、抗氧化性和渗透性。同时,通过分子对接技术进一步分析探讨了其在痤疮治疗中的作用机制。
Azelaic acid(AzA)is a natural saturated dicarboxylic acid that has been shown to have therapeutic effects on skin diseases such as acne,rosacea and melasma.However,its poor water solubility,limited compatibility,and insufficient stability severely limit its prospects in practical applications.To overcome these drawbacks,an azelaic acid-tetramethylpyrazine(AzA/TMP)cocrystal was successfully synthesized using tetramethylpyrazine(TMP)as the ligand molecule.The optimum molar ratio of the cocrystal system was determined by Gaussian molecular simulation calculations as n(AzA)∶n(TMP)=1∶1.The AzA/TMP cocrystal was also characterized by fourier transform infrared spectroscopy(FTIR),nuclear magnetic resonance(1H NMR),powder X-ray diffraction(PXRD)and differential scanning calorimetry(DSC).The aqueous solubility,antibacterial,antioxidant and transdermal properties of the AzA/TMP cocrystal system were evaluated.The experimental results showed that the water solubility of AzA/TMP cocrystal was enhanced by 5.53-fold compared with that of single azelaic acid,and enhanced its bioactivity,exhibiting stronger antibacterial,antioxidant and transdermal properties.Meanwhile,its mechanism of action in acne treatment was further analyzed and explored by molecular docking technique.
作者
陈海汇
古昊哲
曾天宇
马竞雄
杜立永
CHEN Haihui;GU Haozhe;ZENG Tianyu;MA Jingxiong;DU Liyong(College of Chemical and Material Engineering,Jiangnan University,Wuxi 214122,China)
出处
《山东化工》
2025年第18期48-51,54,共5页
Shandong Chemical Industry
关键词
壬二酸
川芎嗪
共晶
溶解度
抑菌性
渗透性
抗氧化性
分子对接
azelaic acid
tetramethylpyrazine
cocrystal
solubility
bacteriostatic
transdermal
antioxidant
molecular docking
