Pyrroloquinoline quinone alcohol adduct
The present invention relates to a compound represented by the formula (A) or (B), or a salt thereof capable of improving a red color of pyrroloquinoline quinone (PQQ) and obtaining functions of original PQQ, and to a method of efficiently manufacturing the compound. wherein R is an alkyl group, a hydroxyalkyl group, a dihydroxyalkyl group, or an alkoxyalkyl group.
1. A composition comprising:
(a) a compound represented by formula (A) or (B), or a salt thereof:
where R is alkyl, hydroxyalkyl, dihydroxyalkyl, or alkoxylalkyl; and
(b) coenzyme Q10.
2. A beverage, comprising the composition of claim 1 .
3. A food, comprising the composition of claim 1 .
4. A cosmetic, comprising the composition of claim 1 .
5. The composition according to claim 1 , wherein the composition is in a form of a powder, a tablet, a chewable tablet, a capsule, a granule, an injectable, a liquid, an eye drop, a lotion, a hair tonic, a cosmetic emulsion, a spray liquid, an aerosol, a drink liquid, a liquid fertilizer, or a preservation solution.
6. A method for manufacturing the composition according to claim 1 , the method comprising:
(a) adding one equivalent of an alcohol represented by formula (2) to the pyrroloquinoline quinone represented by formula (1) or a salt thereof:
wherein where R is alkyl, hydroxyalkyl, dihydroxyalkyl, or alkoxylalkyl; and
(b) admixing coenzyme Q10 with the compound obtained by step (a).
7. The method according to claim 6 , wherein said adding is performed in a solvent having a water content of 50 mass % or less.
8. The method according to claim 6 , comprising adding the alcohol represented by formula (2) to a monoalkali metal salt of the pyrroloquinoline quinone.
9. The method according to claim 7 , comprising adding the alcohol represented by formula (2) to a monoalkali metal salt of the pyrroloquinoline quinone.
10. A compound by formula (A) or (B), or a salt thereof:
where R is hydroxyalkyl, dihydroxyalkyl, or alkoxylalkyl.
11. A composition, comprising the compound or the salt thereof of claim 10 .
12. The composition according to claim 11 , wherein the composition is selected from a beverage, a food or a cosmetic.
13. The composition according to claim 11 , comprising coenzyme Q10.
14. The composition according to claim 13 , wherein the composition is in a form of a powder, a tablet, a chewable tablet, a capsule, a granule, an injectable, a liquid, an eye drop, a lotion, a hair tonic, a cosmetic emulsion, a spray liquid, an aerosol, a drink liquid, a liquid fertilizer, or a preservation solution.
15. The composition according to claim 13 , wherein the composition is selected from a beverage, a food or a cosmetic.
16. A method for manufacturing the compound or the salt thereof according to claim 10 , the method comprising:
adding one equivalent of an alcohol represented by formula (2) to the pyrroloquinoline quinone represented by formula (1) or a salt thereof:
wherein R is hydroxyalkyl, dihydroxyalkyl, or alkoxylalkyl.
17. The method according to claim 16 , wherein said adding is performed in a solvent having a water content of 50 mass % or less.
18. The method according to claim 16 , comprising adding the alcohol represented by formula (2) to a monoalkali metal salt of the pyrroloquinoline quinone.
19. The method according to claim 16 , further comprising admixing coenzyme Q10 to the compound thus obtained.