Abstract
The possible effect of curcumin as a potential natural cancer treatment drug has been intensively discussed. In the present study the probabilities of a series of curcumin analogues to possess potential as antineoplastic, prostate cancer treatment and anticarcinogenic agents has been studied theoretically applying a selection of quantitative structure-activity relation and absorption, distribution, metabolism, and excretion (ADME) approaches. From spectroscopic studies it is evident that these compounds can be found in both enol and diketo forms, the former in general the more predominant in non-polar solvents, whereas in polar solvents, like water an increasing amount of the diketo form can be noted. Hence, the probabilities for both the enols and diketo forms to possess the above-mentioned effects were studied. In most cases the enol form shows the highest probabilities for being effective although the differences are not significant. Thus, it is suggested to look at the sum of effects of the keto and the enol forms in relation to the possible therapeutic effects of the compounds here studied.
Highlights
Curcumin ((1E,6E)-1,7-Bis(4-hydroxy-3-methoxyphenyl) hepta-1,6-diene-3,5-dione; CAS 458-37-7) (Fig. 1) is a natural product extracted from Turmeric (Curcuma longa) of the ginger family
In the present study the probabilities of a series of curcumin analogues to possess potential as antineoplastic, prostate cancer treatment and anticarcinogenic agents has been studied theoretically applying a selection of quantitative structureactivity relation and absorption, distribution, metabolism, and excretion (ADME) approaches
From the NMR and UV studies, the enol form is usually dominant in non-polar solvent
Summary
Curcumin ((1E,6E)-1,7-Bis(4-hydroxy-3-methoxyphenyl) hepta-1,6-diene-3,5-dione; CAS 458-37-7) (Fig. 1) is a natural product extracted from Turmeric (Curcuma longa) of the ginger family. Curcumin has over the years been reported to have a variety of positive health effects among others anti-inflammatory and anti-carcinogenic effects [1], especially the possibly effect on prostate cancer has received attention [2]. The presence of extra methoxy groups have been shown to have beneficial effects [1, 3]. Small amounts of demethoxy- and didemethyoxycurcumine are found. It is interesting to test their potential as drugs.
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