학술논문
아다만틸을 기반한 N-아릴아미드 신규 안드로겐 수용체 길항제
Adamantyl-based N-arylamide as a Novel Series of Androgen Receptor Antagonists
Adamantyl-based N-arylamide as a Novel Series of Androgen Receptor Antagonists
Document Type
Article
Author
우병영 / Byoung Young Woo; 신송석 / Song Seok Shin; 홍용덕 / Yong Deog Hong; 주영협 / Yung Hyup Joo; 정연수 / Yeonsu Jeong; 이범진 / Beom-jin Lee; 김수동 / Soo-dong Kim
Source
대한화장품학회지(J. Soc. Cosmet. Scientists Korea) / journal of the society of cosmetic scientists of korea. Mar 30, 2020 46(1):43
Subject
Language
Korean
English
English
ISSN
1226-2587
Abstract
안드로겐 수용체 길항제로서 N-아릴아미드의 신규한 아다만틸 유도체들을 합성하고 항안드로겐 활성을 평가 하였다. 아다만틸 유도체를 함유하는 N-아릴아미드는 아다만틸 치환체가 없는 유도체보다 더 높은 활성을 가졌다. 아다만틸의 공간부피 및 방향족 고리에 전자밀도 상승효과를 주는 pendant 작용기들이 강력한 길항작용에 결정적인 영향을 미쳤다. 리간드와 수용체 사이의 상호 작용을 설명하기 위해 분자 모델링 연구를 수행 하였다.
A novel series of adamantyl derivatives of N-aryl amides as androgen receptor antagonists were synthesized and their anti-androgenic activities were evaluated. The N-aryl amides containing adamantyl derivatives had more activity than those lacking adamantyl substitutions. The synergistic effect of bulkiness of the adamantyl group and modulation of electron density on the aromatic ring by pendant groups was crucial to the potent antagonism. Molecular modeling studies were performed to elucidate the interactions between ligands and receptors.
A novel series of adamantyl derivatives of N-aryl amides as androgen receptor antagonists were synthesized and their anti-androgenic activities were evaluated. The N-aryl amides containing adamantyl derivatives had more activity than those lacking adamantyl substitutions. The synergistic effect of bulkiness of the adamantyl group and modulation of electron density on the aromatic ring by pendant groups was crucial to the potent antagonism. Molecular modeling studies were performed to elucidate the interactions between ligands and receptors.