Khorsandi Khatereh, Chamani Elham, Hosseinzadeh Ghader, Hosseinzadeh Reza
Department of Photodynamic, Medical Laser Research Center, Yara Institute, ACECR, Tehran, Iran.
Department of Medical Laser, Medical Laser Research Center, Yara Institute, ACECR, Tehran, Iran.
Lasers Med Sci. 2019 Mar;34(2):239-246. doi: 10.1007/s10103-018-2571-0. Epub 2018 Jun 30.
Curcumin and salicylic acid are both phenolic compounds and they can both affect cancer treatment efficacy. In this study, the effects of methylene blue-curcumin (CU-MB) and methylene blue-salicylic acid (SA-MB) ion pair complexes on MDA-MB-231 human breast cancer cells are studied. According to the thermodynamic parameters, the stability of curcumin and salicylic acid complexes ion pair complexes was compared. The free energy of ion pair interactions was calculated based on binding constants. A comparison of the free energies of the complexes (CU-MB: ∆G = - 21.11 kJ/mol and ∆G = - 8.37 kJ/mol, SA-MB: ∆G = - 12.92 kJ/mol and ∆G = - 9.02 kJ/mol) indicates that the interaction of methylene blue in first binding interaction with curcumin is greater than that of methylene blue with salicylic acid. Electrostatic interactions are the main forces in the binding of both compounds to methylene blue. All forces are inter-molecular physical interactions. The results of cellular experiments show that ion pairing has enhanced the reduction of cell viability. By increasing molecular stability and prevention of dimerization of methylene blue, the cell killing potential of methylene blue increases and it subsequently causes enhancement of photodynamic efficacy.
姜黄素和水杨酸均为酚类化合物，二者均可影响癌症治疗效果。在本研究中，对亚甲蓝 - 姜黄素（CU - MB）和亚甲蓝 - 水杨酸（SA - MB）离子对复合物对MDA - MB - 231人乳腺癌细胞的影响进行了研究。根据热力学参数，比较了姜黄素和水杨酸复合物离子对复合物的稳定性。基于结合常数计算了离子对相互作用的自由能。复合物自由能的比较（CU - MB：∆G = - 21.11 kJ/mol和∆G = - 8.37 kJ/mol，SA - MB：∆G = - 12.92 kJ/mol和∆G = - 9.02 kJ/mol）表明，亚甲蓝在与姜黄素的首次结合相互作用中的相互作用大于亚甲蓝与水杨酸的相互作用。静电相互作用是两种化合物与亚甲蓝结合的主要作用力。所有作用力均为分子间物理相互作用。细胞实验结果表明，离子配对增强了细胞活力的降低。通过提高分子稳定性并防止亚甲蓝二聚化，亚甲蓝的细胞杀伤潜力增加，随后导致光动力疗效增强。
