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Compounds for reducing melanin content of cells

A compound, the technology of melanin, applied in the molecular field of the melanin content of cells, can solve the problems of permanent depigmentation, irritation and allergic reactions, melanocyte death, etc.

Active Publication Date: 2022-05-24
UNILEVER IP HLDG BV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, some tyrosinase inhibitors are associated with safety concerns such as melanocyte death, permanent depigmentation, irritation and allergic reactions

Method used

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  • Compounds for reducing melanin content of cells
  • Compounds for reducing melanin content of cells
  • Compounds for reducing melanin content of cells

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0108] Example 1: Technical influence of various compounds on melanin content

[0109] The following three compounds were tested. Compounds 1 and 3 are within the scope of the present invention. Compound 2, although having a similar structure, is outside the scope of the present invention.

[0110] Compound 1 : 2-Chloroethyl[2-(1H-indol-3-yl)-1-methylethyl]carbamate

[0111]

[0112] Compound 2 : N-[2-(1H-indol-3-yl)-1-methylethyl]acetamide

[0113]

[0114] Compound 3 : 2-Amino-N-[2-(1H-indol-3-yl)-1-methylethyl]acetamide acetate

[0115]

[0116] Of all the indolyl compounds tested, compounds 1 and 3 showed significant melanin reduction.

[0117] Table 1: Data on cellular melanin content

[0118]

[0119] The above table shows that compound 1 compares favorably directly by its effect on melanin content levels, while compound 3 exhibits its effect more by cell number. However, the effect of Compound 2 (a compound outside the scope of the present invent...

Embodiment 2

[0120] Example 2: Effect of different doses of compound 1

[0121] The effect of Compound 1 on another batch of fresh human primary melanocytes at different doses was further examined and compared to a well-known skin lightening agent (kojic acid).

[0122] Table 2: Cytomelanin Content Data

[0123]

[0124] The data in Table 2 clearly show that Compound 1 of the present invention is superior to kojic acid because Compound 1 is more effective at concentrations much lower than kojic acid.

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PUM

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Abstract

The present invention relates to molecules capable of reducing the content of melanin in cells; in particular, it relates to reducing the content of melanin for applications such as skin lightening. There is a continuing need for new cosmetic skin lighteners with improved overall effectiveness. Accordingly, an object of the present invention is to provide compounds useful as melanin content reducing agents. Specific indolyl compounds were found to reduce the amount of melanin in melanocytes. Disclosed is the purposes of formula (I) compound or its salt for reducing the cellular melanin content of human skin, wherein, (i) R is: (a)-(CH 2 ) n -A, where n=1 to 6 and A is -OH or -NH 2 ; or (b)‑O‑(CH 2 ) n -X, wherein n=1 to 5 and X is halogen; (ii) R 2 is ‑H, alkyl, n-hexyl, aryl, alkoxy or aryloxy; (iii) R 3 is ‑H, alkyl, aryl, alkoxy or aryloxy:

Description

technical field [0001] The present invention relates to molecules capable of reducing the cellular melanin content of human skin; in particular, the reduction of melanin content for use in areas such as skin lightening. Background technique [0002] Most people are concerned about hyperpigmented skin. For example, people with age spots or freckles may want such pigmented spots to be less noticeable, while others may want to reduce skin darkening caused by sun exposure. Others may wish to brighten their natural skin color or tone. To meet this need, attempts have been made to develop products that modulate pigment production in melanocytes. However, the substances identified so far tend to have lower efficacy or have undesired side effects such as, for example, toxicity or skin irritation. Accordingly, there is an ongoing need for new skin lightening agents with improved overall effectiveness. [0003] Desired skin color is a major unmet consumer demand worldwide, especia...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A61K8/49A61Q19/02
CPCA61K8/492A61Q19/02
Inventor I·P·斯托特G·钱德拉莫里S·蒂迈雅
Owner UNILEVER IP HLDG BV