Journal of the Society of Cosmetic Scientists of Korea (대한화장품학회지)

Society of Cosmetic Scientists of Korea (대한화장품학회)
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Whitening Effects of Adamantyl Benzamide Derivatives

Adamantyl Benzamide 유도체의 미백효과

  • 백흥수 ((주)아모레퍼시픽 기술연구원) ;
  • 안수미 ((주)경희대학교 피부생명공학센터) ;
  • 우병영 ((주)아모레퍼시픽 기술연구원) ;
  • 조영석 ((주)아모레퍼시픽 기술연구원) ;
  • 최수정 ((주)아모레퍼시픽 기술연구원) ;
  • 노호식 ((주)아모레퍼시픽 기술연구원) ;
  • 변경희 ((주)아모레퍼시픽 기술연구원) ;
  • 신송석 ((주)아모레퍼시픽 기술연구원) ;
  • 박영호 ((주)아모레퍼시픽 기술연구원) ;
  • 주영협 ((주)아모레퍼시픽 기술연구원)
  • Received : 2012.10.30
  • Accepted : 2013.02.20
  • Published : 2013.06.30
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Abstract

The structure activity relationship of polyhydroxylated benzamide derivatives for whitening effects was examined. The adamantyl benzamide derivatives with catechol (3,4-dihydroxyphenyl) of B-ring part showed good anti-melanogenesis activity, but the inhibitory activity of mono-hydroxyphenyl (3-OH or 4-OH) or 3,4-dimethoxyphenyl substituted derivatives was decreased or lost. Therefore the catechol unit was appeared to be the crucial factor for the inhibition of melanogenesis. And the existence of 2-OH of A-ring part had minor influence on the activity, the length of carbon chain between A-ring and B-ring was also not the major factor for the anti-melanogenesis activity.

Polyhydroxylated benzamide 유도체의 구조변화에 따른 미백효과의 상관관계를 고찰하였다. Adamantyl benzamide 유도체에서 B ring 부분의 치환기가 catechol (3,4-dihydroxyphenyl)인 경우 우수한 멜라닌 생성 저해활성을 보였으나, mono-hydroxyphenyl (3-OH 또는 4-OH)이거나 3,4-dimethoxyphenyl인 경우에 그 활성이 감소하거나 없어졌다. 따라서 catechol unit이 멜라닌 생성 저해에 중요한 인자임 을 알 수 있었다. 그리고 A-ring부분의 2-OH의 존재여부는 활성에 큰 영향을 주지는 않았고, A-ring과 B-ring을 연결하는 탄소사슬의 길이 역시 멜라닌 생성저해에 큰 영향을 주는 요소는 아니었다.

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References

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