Riboflavin Tetrabutyrate

Riboflavin tetrabutyrate is a lipophilic flavin derivative with antioxidative and lipid peroxide-removing activity.

Signaling Pathways >> Others >> Others

Research Areas >> Metabolic Disease

Riboflavin tetrabutyrate inhibits oxygen uptake by lipid peroxidation. Riboflavin tetrabutyrate is suppressive against both NADPH-coupled and ascorbate-induced microsomal lipid peroxidation. Riboflavin tetrabutyrate seems to exhibit its antioxidative action at or after the hydrogen atom is abstracted as a free radical from an active methylene group of polyunsaturated fatty acids during the process of enzymic oxidation-reduction reaction[1].

Riboflavin tetrabutyrate might improve the metabolism of lipids in patients suffering from atherosclerosis, diabetes, fatty liver and so on through the inhibition of lipid peroxide, resulting in the decrease of the elevated serum lipid[1]. Feeding of riboflavin tetrabutyrate results in an increase in the hepatic activity of 3-ketoacyl-CoA thiolase by 50% of the control level, while the activities of renal 3-ketoacyl-CoA thiolase and of hepatic and renal acyl-CoA synthetase and acyl-CoA dehydrogenase remain unaffected. The increase in hepatic 3-ketoacyl-CoA thiolase activity suggests that prolonged riboflavin tetrabutyrate administration results in an increased beta-oxidation of fatty acid in the liver [2].

Rats: Riboflavin tetrabutyrate-14C (700 μg, corresponding to 400 μg of riboflavin; total radioactivity 2.19×105 cpm) is suspended in 0.2mL of soybean oil and given per os . In the case of injection, same amount of Riboflavin tetrabutyrate-14C is dissolved in 1mL of soybean oil and injected subcutaneously into the back of rat[3].

[1]. Tahara K, et al. Effect of riboflavin and riboflavin 2',3',4',5'-tetrabutyrate on rat liver microsomallipid peroxidation. J Nutr Sci Vitaminol (Tokyo). 1974;20(2):81-8.

[2]. Okuno E, et al. Effect of chronic administration of riboflavin 2',3',4',5'-tetrabutyrate on the hepatic enzymes of fatty acid oxidation in the rat. J Nutr Sci Vitaminol (Tokyo). 1983 Dec;29(6):637-42.

[3]. Yagi K, et al. Studies on fatty acid esters of flavins. VI. Incorporation of riboflavin part of riboflavin tetrabutyrate-2-14C into flavin nucleotides in the organs of rat. J Vitaminol (Kyoto). 1969 Jun 10;15(2):155-9.

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MOLECULAR FORMULA :

C33-H44-N4-O10

MOLECULAR WEIGHT :

656.81

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

>7500 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

REFERENCE :

NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,887,1982

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Intraperitoneal

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

>4500 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

REFERENCE :

NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,887,1982

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Subcutaneous

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

>4500 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

REFERENCE :

NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,887,1982

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

>15 gm/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

REFERENCE :

NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,887,1982

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Intraperitoneal

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

>10 gm/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

REFERENCE :

NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,887,1982

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Subcutaneous

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

>10 gm/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

REFERENCE :

NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,887,1982