Swain Jitendriya, Kumar Mishra Ashok
Department of Chemistry, Indian Institute of Technology Madras , Chennai 600 036, India.
J Phys Chem B. 2015 Sep 10;119(36):12086-93. doi: 10.1021/acs.jpcb.5b05351. Epub 2015 Aug 31.
Capsaicin is an ingredient of a wide variety of red peppers, and it has various pharmacological and biological applications. The present study explores the interaction of capsaicin with dimyristoylphosphatidylcholine (DMPC) lipid bilayer membrane by monitoring various photophysical parameters using its intrinsic fluorescence. In order to have a clearer understanding of the photophysical responses of capsaicin, studies involving (i) its solvation behavior in different solvents, (ii) the partition coefficient of capsaicin in different thermotropic phase states of lipid bilayer membrane, and (iii) its location inside lipid bilayer membrane have been carried out. Capsaicin has a reasonably high partition coefficient for DMPC liposome membrane, in both solid gel (2.8 ± 0.1 × 10(5)) and liquid crystalline (2.6 ± 0.1 × 10(5)) phases. Fluorescence quenching study using cetylpyridinium chloride (CPC) as quencher suggests that the phenolic group of capsaicin molecule is generally present near the headgroup region and hydrophobic tail present inside hydrophobic core region of the lipid bilayer membrane. The intrinsic fluorescence intensity and lifetime of capsaicin sensitively respond to the temperature dependent phase changes of liposome membrane. Above 15 mol %, capsaicin in the aqueous liposome suspension medium lowers the thermotropic phase transition temperature by about 3 °C, and above 30 mol %, the integrity of the membrane is significantly lost.
辣椒素是多种红辣椒中的一种成分,具有多种药理和生物学应用。本研究通过利用辣椒素的固有荧光监测各种光物理参数,探索辣椒素与二肉豆蔻酰磷脂酰胆碱(DMPC)脂质双层膜的相互作用。为了更清楚地了解辣椒素的光物理响应,已开展了以下研究:(i)其在不同溶剂中的溶剂化行为;(ii)辣椒素在脂质双层膜不同热致相态中的分配系数;(iii)其在脂质双层膜内的位置。辣椒素对DMPC脂质体膜具有相当高的分配系数,在固体凝胶相(2.8±0.1×10⁵)和液晶相(2.6±0.1×10⁵)中均如此。以十六烷基吡啶氯化物(CPC)作为猝灭剂的荧光猝灭研究表明,辣椒素分子的酚羟基通常存在于脂质双层膜的头基区域附近,而疏水尾部则存在于疏水核心区域内。辣椒素的固有荧光强度和寿命对脂质体膜的温度依赖性相变敏感响应。在水相脂质体悬浮介质中,当辣椒素含量高于15摩尔%时,热致相变温度降低约3℃,当含量高于30摩尔%时,膜的完整性会显著丧失。