phytochemical analysis and metal-chelation activity of achillea tenuifolia lam.

Authors

shirin moradkhani school of pharmacy, shaheed beheshti university of medical sciences, tehran, iran. student research committee, school of pharmacy, shahid beheshti university of medical sciences, tehran, iran.

abdul majid ayatollahi phytochemistry research center, shahid beheshti university of medical sciences, tehran, iran.

mustafa ghanadian pharmaceutical sciences research center, isfahan university of medical sciences, isfahan, iran.

mohammad reza moin faculty of pharmacy, shiraz university of medical sciences, shiraz, iran.

abstract

achillea tenuifolia lam. (asteraceae) afforded a dichloromethane fraction from which three known compounds β-sitosterol (compound1), 5-hydroxy, 4',6,7– trimethoxy flavone (salvigenin compound 2), and methyl-gallate (compound 3) were isolated for the first time. the structure of isolated compounds was elucidated by different spectroscopic methods. applying the molar-ratio method, the complexation of salvigenin with fe (iii), cu(ii) and zn(ii), the most abundant type of metal ions in the body, were then evaluated. it was determined that stoichiometric ratio of salvigenin with these cations were as fe(salvigenin)2 (h2o)2 and cu(salvigenin)2(h2o)2 in methanolic solution without ph control, while zinc ions didn`t form significant complexes. the results were confirmed more, by computational molecular modeling of the structure of proposed ligand-complexes by semi-imperical pm3 calculations, which determined negative heat of formation for the complexes fe(iii) and cu(ii) ions as -689.7 and -573.5, respectively and proposed chelating affinity of salvigenin in the following order: fe(iii) > cu(ii) >> zn(ii).

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Journal title:

the iranian journal of pharmaceutical research

جلد ۱۱، شماره ۱، صفحات ۱۷۷-۱۸۳

Keywords

[ ' a c h i l l e a t e n u i f o l i a ' , ' i r o n o v e r l o a d ' , 5 , ' h y d r o x y ' , ' f l a v o n e ' , ' q u e r c e t i n ' , ' c h e l a t i o n a s s a y ' ]

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