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폭동진압 작용제로서 고추(Capsicum annuum L.) 성분(Capsaicin)의인체 내 수용체(CYP2E1 및 CYP2C9)의 역할

Role of the Receptors (CYP2E1 & CYP2C9) in Human Body of a Hot Pepper (Capsicum annuum L.) Component (Capsaicin) as Riot Control Agent

성낙도|최미정
한국과학수사학회 (The Korean Academy of Scientific Criminal Investigation)|2017.06|과학수사학회지 (Journal of Science Criminal Investigation)|제11권 제2호|pp. 97-104|DOI 10.20297/jsci.2017.11.2.97

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키워드

Riot control agentCapsaicin analogsCapsaicin receptors (CYP2E1PDB 3GPH & CYP2C9PDB 1R9O)Molecular docking (DS)

초록

폭동진압 작용제로 사용하는 고추 내 활성성분의 기능성을 탐색하기 위하여, 기질 분자로서 가지과 고추(Capsicum annuum L.) 성분인 Capsaicin 유도체(1-8)의 인체 내 두 수용체(CYP2E1; PDB 3GPH 및 CYP2C9; PDB 1R9O)에 대한 분자도킹(molecular docking)을 실시하고 DS (docking score)와 매운맛의 척도인 SHU (Scoville heat units) 지수사이의 상관성 관계로부터 두 수용체의 역할을 추정하였다. 두수용체들의 반응점 부피(CYP2E1; 112 Å3 및 CYP2C9; 118 Å3)는 CYP2E1보다 CYP2C9가 6 Å3 정도의커다란 체적을 보였다. 그리고 Capsaicin 유도체 중에서 homocapsaicin (5) 분자가 제일 큰 DS (CYP2E1; 44.54 및 CYP2C9; 55.37)를 나타내었으며(ΔDS=10.83), 대체로 CYP2E1보다 CYP2C9에 대한 DS가 높은 경향이었다. 결론적으로, DS와 SHU 지수와의 구조-활성관계(SAR)로부터 Capsaicin 유도체(1-8)는선택적으로 CYP2E1 (Cytochrome P450 2E1)에 의한 탈수소화(산화 및 환원) 반응이 우세하게 일어날것으로 예상되었다.

Abstract

To investigate the function of the active components in chili peppers (Capsicum annuum L.), which are used as riot-control agents, capsaicin analogs (1-8) were used as substrate molecules for molecular docking against 2 receptors (CYP2E1; PDB 3GPH and CYP2C9; PDB 1R9O) in the human body. In addition, the roles of the 2 receptors (CYP2E1 and CYP2C9) of pepper capsaicin analogs (1-8) were investigated in the correlation between molecular docking score (DS) and Scoville heat units (SHU), a measurement indicating the spiciness of the chili pepper. Based on the volume (CYP2E1; 112 Å3 and CYP2C9; 118 Å3) of the reaction site, CYP2C9 showed a larger volume of about 6 Å3 more than CYP2E1. Among the capsaicin analogs, homocapsaicin (5) showed the largest docking score, and CYP2C9 tended to have a higher docking score than CYP2E1 (DS:CYP2E1; 44.54 and CYP2C9; 55.37; ΔDS=10.83). In conclusion, the structure-activity relationship (SAR) between DS and SHU revealed that the capsaicin analogs (1-8) selectively undergo dehydrogenation (oxidation and reduction) with CYP2E1.

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