Hydroxytyrosol derivatives, their method of preparation and use in personal care
US9334229B2 · kind B2 · utility
Assignee
Inventors
Key dates
| Filing date | Nov 4, 2013 |
| Grant date | May 10, 2016 |
| Priority date | — |
| Expiry date | Nov 4, 2033 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C69/738
- WIPO fieldPharmaceuticals
- WIPO sectorChemistry
Abstract
Hydroxytyrosol derivative compositions, methods for their manufacture, and their use in personal care products are disclosed. Lipophilic hydroxytyrosol carbonate ester compound can be made by oxidizing a substituted hydroxybenzaldehyde compound with an oxidizing agent such as hydrogen peroxide under mild conditions. The process involves enzymatic esterification of 4-(2-hydroxyethyl)phenol to form the corresponding ester, the introduction of a formyl group ortho to the phenolic hydroxyl group of the ester to form a lipophilic formyltyrosol ester; oxidation of the lipophilic formyltyrosol ester with a peroxide compound to form a lipophilic hydroxytyrosol ester compound; and reaction of lipophilic hydroxytyrosol ester compound with carbonic acid ester derivatives to form a lipophilic hydroxytyrosol carbonic ester compound. These compounds are useful is a wide variety of personal care compositions as anti-aging compounds that are stable against oxidation.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.