Biomaterial Database

Kinetics of thiamine-polyphenol interactions and mechanism of thiamine disulphide formation. 1980

B Panijpan, and K Ratanaubolchai

Interactions between thiamine and antithiamine polyphenolic compounds exhibit similar pseudo-first order rate constants and Arrhenius activation energy. Probably, hydroxide ions open the thiazole moiety of thiamine to give a sulphydryl derivative existing in equilibrium with thiamine. Ionization and air oxidation of the polyphenols yield oxidized forms which may be quinones and others. Catalytic and rapid oxidation by the quinones lead to formation of thiamine disulphide from the sulphydryl derivative shifting the equilibrium away from thiamine.

UI	MeSH Term	Description	Entries
D007700	Kinetics	The rate dynamics in chemical or physical systems.
D010636	Phenols	Benzene derivatives that include one or more hydroxyl groups attached to the ring structure.
D011809	Quinones	Hydrocarbon rings which contain two ketone moieties in any position. They can be substituted in any position except at the ketone groups.
D002109	Caffeic Acids	A class of phenolic acids related to chlorogenic acid, p-coumaric acid, vanillic acid, etc., which are found in plant tissues. It is involved in plant growth regulation.	Acids, Caffeic
D002621	Chemistry	A basic science concerned with the composition, structure, and properties of matter; and the reactions that occur between substances and the associated energy exchange.
D002726	Chlorogenic Acid	A naturally occurring phenolic acid which is a carcinogenic inhibitor. It has also been shown to prevent paraquat-induced oxidative stress in rats. (From J Chromatogr A 1996;741(2):223-31; Biosci Biotechnol Biochem 1996;60(5):765-68).	3-Caffeoylquinic Acid,3 Caffeoylquinic Acid,Acid, 3-Caffeoylquinic,Acid, Chlorogenic
D006873	Hydroquinones	Derivatives of hydroquinone (1,4-dihydrobenzene) made by reduction of BENZOQUINONES.	Quinol,p-Dihydroxybenzenes,para-Dihydroxybenzenes,Quinols,p Dihydroxybenzenes,para Dihydroxybenzenes
D013831	Thiamine	3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-5-(2- hydroxyethyl)-4-methylthiazolium chloride.	Aneurin,Vitamin B 1,Thiamin,Thiamine Mononitrate,Vitamin B1,Mononitrate, Thiamine
D015102	3,4-Dihydroxyphenylacetic Acid	A deaminated metabolite of LEVODOPA.	DOPAC,Homoprotocatechuic Acid,3,4-Dihydroxyphenylacetic Acid, Monosodium Salt,3,4 Dihydroxyphenylacetic Acid
D047348	Hydrolyzable Tannins	Polymeric derivatives of GALLIC ACID that are esters of a sugar.	Ellagi-Tannins,Ellagitannins,Gallo-Tannins,Gallotannins,Pyrogallol Tannins,Ellagi Tannins,Gallo Tannins,Tannins, Hydrolyzable,Tannins, Pyrogallol