Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Carbohydrate doai
Reexamination Certificate
1999-02-04
2002-03-12
Wilson, James O. (Department: 1623)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Carbohydrate doai
C536S046000, C536S103000, C512S002000, C512S003000, C512S004000
Reexamination Certificate
active
06355627
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
The present invention relates to a clathrate compound of hinokitiol or a metal salt of hinokitiol and to a composition containing the clathrate compound.
2. Prior Art
Hinokitiols have a high antibacterial activity against various Gram-positive bacteria and Gram-negative bacteria and have been known to exhibit an antibacterial activity against mesitylene-resistant staphylococcus aureus (MRSA) in recent years. By using the characteristics of a hinokitiol based on its antibacterial activity, it is utilized in various applications such as medicament, fragrant cosmetic and food fields.
However, hinokitiols have the drawbacks of high sublimation, deficient thermal stability and strong corrosiveness to metals, e.g.,stainless, as well as poor solubility in water.
For this, trials for water-solubilization of hinokitiols have been made and clathrate compounds of disbranched cyclodextrins (hereinafter described as “disbranched CD” as the case may be) have been proposed (Japanese Patent Application Publication (JP-B) No. 1-53,856). However, the solubilities of clathrates of disbranched CD in water at 15° C. are 13 g/100 ml in the case of &agr;-CD clathrates containing 38 mol% of a hinokitiol, 0.3 g/100 ml in the case of &bgr;-CD clathrates containing 92 mol% of a hinokitiol and 0.9 g/100 ml in the case of &ggr;-CD clathrates containing 60 mol% of a hinokitiol. The solubility of each clathrate including the &bgr;-CD clathrate is insufficient. Moreover, hinokitiols have a solubility insufficient to be formulated into fragrant cosmetics, health and sanitary materials or medicaments.
SUMMARY OF THE INVENTION
Present inventors have conducted various studies to solve the above problems and as a result found that the solubilities of hinokitiols in water, fragrant cosmetics, health and sanitary materials and medicaments can be improved in contrast with clathrates of disbranched CD without damaging the antibacterial activity of a hinokitiol by clathration of hinokitiols by using branched cyclodextrin (hereinafter described as “branched CD” as the case may be). The present inventors have also found that the sublimation, the corrosive characteristics and the like of a hinokitiol can be improved and the invention was thus completed.
According to a first aspect of the present invention, there is provided a clathrate compound comprising clathration of hinokitiols by using a branched cyclodextrin.
In preferred embodiments, the hinokitiols are at least one compound selected from the group consisting of a hinokitiol and a metal salt of hinokitiol;
the branched cyclodextrin is a branched &bgr;-cyclodextrin; and
the clathrate compound is a water-soluble powder.
According to another aspect of the present invention, there is provided a composition comprising the clathrate compound.
In preferred embodiments, the composition comprising the clathrate compound has an antibacterial activity; and
the composition comprising the clathrate compound is a composition selected from the group consisting of a cosmetic composition, a bath agent, a detergent and an oral composition.
REFERENCES:
patent: 5024998 (1991-06-01), Bodor
patent: 5730969 (1998-03-01), Hora et al.
patent: 5811114 (1998-09-01), Knight et al.
patent: 5955093 (1999-09-01), Woo et al.
patent: 0 822 447 (1998-12-01), None
Ishida Kenya
Sakurai Kazutoshi
Sughrue & Mion, PLLC
Takasago International Corporation
Wilson James O.
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