Interaction of curcumin with phosphatidylcholine: A spectrofluorometric study
Interaction of curcumin with phosphatidylcholine: A spectrofluorometric study
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DOI：
10.1021/jf9900837
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发表时间：
1999-12-01
影响因子：
6.1
通讯作者：
Rao, AGA
中科院分区：
文献类型：
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作者：
Began, G;Sudharshan, E;Rao, AGA
姜黄素[1，7-双（4-羟基-3-甲氧基苯基）-1，6-庚烯-3，5-二酮]，是植物姜黄（Curcumelonga L.）（姜黄）是酶和非酶系统中的强效抗氧化剂。用荧光光谱法研究了姜黄素与鸡蛋和大豆磷脂酰胆碱的相互作用。姜黄素在水溶液中有很弱的荧光，在非极性环境中荧光增强。姜黄素在磷脂酰胆碱胶束中经451 nm激发后，在490 nm处有荧光发射。姜黄素与鸡蛋和大豆磷脂酰胆碱相互作用的平衡常数分别为（3.26 ± 0.2）× 10（5）和（2.64 ± 0.2）× 10（5）M-1。根据荧光数据的Scatchard图，推断一个分子的姜黄素可以结合六个分子的磷脂酰胆碱。磷脂酰胆碱-姜黄素相互作用的平衡常数随温度的升高而降低，表明姜黄素具有两亲性。卵磷脂酰胆碱-姜黄素相互作用的Δ G、Δ H和Δ S值分别为-7.8 +/- 0.3 kcal/mol、-9.6 +/- 0.4 kcal/mol和-6.8 +/- 0.2 cal/mol/K。姜黄素与磷脂酰胆碱的荧光各向异性测量表明，姜黄素分子的各向异性没有改变磷脂酰胆碱。二价金属离子与磷脂酰胆碱-姜黄素的相互作用与磷脂酰胆碱1-苯胺基-8-萘磺酸配合物的相互作用相比，表明姜黄素与金属离子的结合较强。
Curcumin [1,7-bis(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione], the main constituent of the rhizomes of the plant Curcume longa L. (turmeric), is a powerful antioxidant in both enzymatic and nonenzymatic systems. The interactions of curcumin with egg and soy phosphatidylcholine were followed by fluorescence spectroscopy. Curcumin had very weak fluorescence in aqueous system, which was enhanced in apolar environments. Curcumin emitted at 490 nm after being excited at 451 nm in phosphatidylcholine micelles. The equilibrium constants for the interaction of curcumin with egg and soy phosphatidylcholine were (3.26 +/- 0.2) x 10(5) and (2.64 +/- 0.2) x 10(5) M-1, respectively. From the Scatchard plot of the fluorometric data, it was inferred that one molecule of curcumin could bind six molecules of phosphatidylcholine. The equilibrium constant for the phosphatidylcholine-curcumin interaction decreased with temperature, indicating the amphiphilc nature of curcumin. The Delta G, Delta H, and Delta S values obtained for the interaction of egg phosphatidylcholine-curcumin were -7.8 +/- 0.3 kcal/mol, -9.6 +/- 0.4 kcal/mol, and -6.8 +/- 0.2 cal/mol/K, respectively. The fluorescence anisotropy measurements of curcumin with phosphatidylcholine suggested that the anisotropy of the curcumin molecule did not change in phosphatidylcholine. The interaction of divalent metal ions with phosphatidylcholine - curcumin in comparison with phosphatidylcholine 1-anilino-8-naphathalenesulfonic acid complex suggested the strong binding of curcumin to metal ions.