The effect of the water on the curcumin tautomerism: a quantitative approach.
نویسندگان
چکیده
The tautomerism of curcumin has been investigated in ethanol/water binary mixtures by using UV-Vis spectroscopy and advanced quantum-chemical calculations. The spectral changes were processed by using advanced chemometric procedure, based on resolution of overlapping bands technique. As a result, molar fractions of the tautomers and their individual spectra have been estimated. It has been shown that in ethanol the enol-keto tautomer only is presented. The addition of water leads to appearance of a new spectral band, which was assigned to the diketo tautomeric form. The results show that in 90% water/10% ethanol the diketo form is dominating. The observed shift in the equilibrium is explained by the quantum chemical calculations, which show that water molecules stabilize diketo tautomer through formation of stable complexes. To our best knowledge we report for the first time quantitative data for the tautomerism of curcumin and the effect of the water.
منابع مشابه
The Effect of Curcumin on GLUT4 Gene Expression as a Diabetic Resistance Marker in C2C12 Myoblast Cells
Objective: Adipocyte and skeletal muscle are important tissues which contribute the development and progression of metabolic disorder. Insulin has a major regulatory function on glucose metabolism in these tissues by redistributing glucose transporter (GLUT4) from intracellular vesicles to the cell surface. Today, due to the side effects of chemical medications attendance to herbal medicines is...
متن کاملEffect of Curcumin on Doxorubicin-induced Cytotoxicity in H9c2 Cardiomyoblast Cells
Objective(s) Doxorubicin (DOX), a widely used chemotherapeutic agent can give rise to serve cardiotoxicity by inducing apoptosis. Curcumin, the active compound of the rhizome of Curcuma longa L. has anti-inflammatory, antioxidant and anti-proliferative activities. Curcumin has been identified to increase cytotoxicity in several cancer cell lines in combination with DOX, but there is no study a...
متن کاملCurcumin is soluble in oil and alkali, practically insoluble in water, acidic and neutral pH. In solutions the principal colouring components of curcumin exhibit keto- enol tautomerism and depending on the solvent, up to 95 percent are in the enol
متن کامل
Analysis of the antiproliferative effects of curcumin and nanocurcumin in MDA-MB231 as a breast cancer cell line
Cancer is one of the main cause of mortality in the world which appears by the effect of enviromental physico-chemical mutagen and carcinogen agents. The identification of new cytotoxic drug with low sid effects on immune system has developed as important area in new studies of immunopharmacology. Curcumin is a natural polyphenol with anti-oxidative, anti-inflammatory and anti-cancer properties...
متن کاملAnalysis of the antiproliferative effects of curcumin and nanocurcumin in MDA-MB231 as a breast cancer cell line
Cancer is one of the main cause of mortality in the world which appears by the effect of enviromental physico-chemical mutagen and carcinogen agents. The identification of new cytotoxic drug with low sid effects on immune system has developed as important area in new studies of immunopharmacology. Curcumin is a natural polyphenol with anti-oxidative, anti-inflammatory and anti-cancer properties...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy
دوره 132 شماره
صفحات -
تاریخ انتشار 2014