申请人:Shibayama Hiroharu
公开号:US20060264407A1
公开(公告)日:2006-11-23
It is an object to provide an L-ascorbic acid derivative which can keep the L-ascorbic acid stable to heat and light and thus has a long shelf life, which is high in permeability into the skin, which can be quickly hydrolyzed by phosphatase, an enzyme that is ubiquitous in vivo, and which exhibits physiological activities that are inherent to L-ascorbic acid and beneficial to health, a method for producing such an L-ascorbic acid derivative, and a skin-whitening cosmetic material.
There is provided an ascorbic acid derivative comprising an L-ascorbic acid-2-phosphate ester or a salt thereof wherein the phosphate ester has a branched alkyl group, the L-ascorbic acid-2-phosphate ester being of formula [13]. The ascorbic acid derivative is produced by a method comprising reacting a branched alkanol with phosphorus oxychloride to synthesize monoalkyldichlorophosphate or dialkylmonochlorophosphate, reacting the thus obtained substance with 5,6-O-isopropylidene-L-ascorbic acid obtained by reacting L-ascorbic acid with acetone, and subjecting the thus obtained substance to acid hydrolysis. There is also provided a cosmetic material containing such an ascorbic acid derivative by 0.05 to 80 percent by weight.
(wherein each of R
1
and R
2
is a hydrogen (H) atom or an alkyl group having branches and including 3 to 30 carbon atoms, but not both of R
1
and R
2
are hydrogen (H) atoms)
本发明旨在提供一种L-抗坏血酸衍生物,该衍生物可以使L-抗坏血酸在热和光下保持稳定性,因此具有长时间的保质期,其渗透性高,可以快速被磷酸酶水解,磷酸酶是普遍存在于体内的酶,并且具有固有于L-抗坏血酸的生理活性和有益于健康的功效,以及生产这种L-抗坏血酸衍生物的方法和美白皮肤的化妆品材料。提供一种抗坏血酸衍生物,包括L-抗坏血酸-2-磷酸酯或其盐,其中磷酸酯具有支链烷基,L-抗坏血酸-2-磷酸酯的化学式为[13]。通过将支链醇与氧化氯磷反应合成单烷基二氯磷酸酯或双烷基单氯磷酸酯,将所得物质与通过将L-抗坏血酸与丙酮反应得到的5,6-O-异丙基-L-抗坏血酸反应,并将所得物质进行酸水解制备出该抗坏血酸衍生物。还提供了一种化妆品材料,其中包含0.05至80重量百分比的抗坏血酸衍生物。(其中R1和R2中的每一个是氢(H)原子或具有分支的烷基,包括3至30个碳原子,但R1和R2中不同时存在氢(H)原子)