Tyrosinase activity cntrolling agent, process for producing the same and external preparations containing the same
AssigneeNational Institute of Advanced Industrial Science
InventorsYutaka Tokiwa, Masaru Kitagawa, Kenji Yoshino, Shusaku Yanagidani, Takao Raku, Tetsuzo Totani, Hiromi Shimakawa
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Abstract
Disclosed is a tyrosinase activity controlling agent comprising, as an active ingredient, a compound that has tyrosinase inhibiting or promoting activity, an external preparation comprising the controlling agent, and a process for producing the compound.
Claims36
An arbutin ester compound represented by formula (1):
- wherein ra is a hydrophobic group.
A process for producing an arbutin ester compound, comprising the step of carrying out an esterification reaction of arbutin with a carboxylic acid compound represented by one of formulae (11) to (19):
- A-OCO—R1—CH═CH2 Formula (11)
- wherein A is hydrogen or a substituted or unsubstituted alkyl or vinyl group;
- and R1 is a single bond, an alkylene group or an arylene group;
- A-OCO—R1—C(CH3)═CH2 Formula (12)
- wherein A is hydrogen or a substituted or unsubstituted alkyl or vinyl group;
- and R1 is a single bond, an alkylene group or an arylene group;
- A-OCO—R1—COOCH═CH2 Formula (13)
- wherein A is hydrogen or a substituted or unsubstituted alkyl or vinyl group;
- and R1 is a single bond, an alkylene group or an arylene group;
- A-OCO—R1—COOH Formula (14)
- wherein A is hydrogen or a substituted or unsubstituted alkyl or vinyl group;
- and R1 is a single bond, an alkylene group or an arylene group;
- A-OCO—R1—COO—R2 Formula (15)
- wherein A is hydrogen or a substituted or unsubstituted alkyl or vinyl group;
- R1 is a single bond, an alkylene group or an arylene group;
- and R2 is an alkyl group or an aryl group;
- A-OCO—R1—[—R3—CH═CH—R4—]X—R5—CH3 Formula (16)
- wherein A is hydrogen or a substituted or unsubstituted alkyl or vinyl group;
- R1, R3, R4 and R5 are each independently a single bond, an alkylene group or an arylene group;
- and X represents a number of repeating units and is 1 to 6;
- A-OCO—R1—C(CH3)3 Formula (17)
- wherein A is hydrogen or a substituted or unsubstituted alkyl or vinyl group;
- and R1 is a single bond, an alkylene group or an arylene group;
- A-OCO—R1—C6H5 Formula (18)
- wherein A is hydrogen or a substituted or unsubstituted alkyl or vinyl group;
- and R1 is a single bond, an alkylene group or an arylene group;
- A-OCO—R1—CH3 Formula (19)
- wherein A is hydrogen or a substituted or unsubstituted alkyl or vinyl group;
- and R1 is a single bond, an alkylene group or an arylene group.
A tyrosinase inhibitor comprising undecylenic acid, salt(s) thereof and/or ester derivative(s) thereof represented by formula (20):
- wherein Rb is hydrogen or a sugar residue derived by the removal of one hydroxyl group from a sugar.
A tyrosinase activity promoter comprising ascorbic acid and/or ascorbic acid derivative(s) as an active ingredient.
The process for producing an ester, comprising esterifying hydroxyl-containing compound(s) with fatty acid(s) or derivative(s) thereof in the presence of Candida antarctica-derived lipase type A in an aprotic organic solvent.
Dependencies are inferred from the claim text.