Highly purified tocopheryl phosphate, process for producing the

Details Highly purified tocopheryl phosphate, process for producing the Highly purified tocopheryl phosphate, process for producing the

1999-06-29

2000-04-04

Dentz, Bernard

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Phosphorus containing other than solely as part of an...

424 64, 424 57, 514846, A61K 7035, A61K 7021, A61K 7027, A61K 700, A61K 702

Patent

active

060461810

ABSTRACT:
Disclosed herein are a highly purified tocopheryl phosphate and/or a salt thereof (tocopheryl phosphates) wherein a P,P'-bistocopheryl hypophosphate and/or a salt thereof (P,P'-bistocopheryl diphoshates) is contained in a proportion of not higher than 3% by weight; a process for producing a highly purified tocopheryl phosphate and/or a salt thereof, which comprises the steps of reacting a tocopherol with an oxyphosphorus trihalide followed by treating with an acid or basic aqueous solution to thereby form tocopheryl phosphates (i) in which P,P'-bistocopheryl diphoshates (ii) formed as by-products are contained, hydrolyzing the P,P'-bistocopheryl diphoshates (ii) under acid condition, and, optionally, rendering the hydrolyzate neutral or basic under basic condition; and a method of analyzing tocopheryl phosphates, comprising analyzing a sample containing components (i) and (ii) with the use of a high-performance liquid chromatograph column packed with a gel of a polymethacrylate having, bonded thereto, long-chain alkyl groups. None or only an extremely minute amount of P,P'-bistocopheryl diphoshates are contained in the highly purified tocopheryl phosphates, so that the highly purified tocopheryl phosphates exhibit antioxidant and blood circulation promoting effects, have excellent water solubility, are powdery so that the handling thereof is extremely easy, are free from cutaneous irritation and allergenecity and ensure dermal safety. Therefore, the highly purified tocopheryl phosphates are useful as cosmetic ingredients. The amounts of components (i) and (ii) can be simply measured with high accuracy by the above method.

REFERENCES:
Nakagawa et al, Yakugaku Zasshi, 75(11):1322-1325 (1995).
Mushika et al, Chem. Pharm. Bull., 19(4):687-695 (1971).
Zhukova et al, Khim. Farm. Zh., 17(7):840 (1983) / (English Translation--Pharm. Chem. J., 17(7):501 (1983)).
Evstigneeva, Bioact. Mol. 3, pp. 235-246 (1987).

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