Identification of six new lupane-type triterpenoids from Acanthopanax koreanum leaves and their tyrosinase inhibitory activities

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• 作者：Le Duc Dat^a ; Nguyen Phuong Thao^b ; ^c ; Bui Thi Thuy Luyen^b ; Bui Huu Tai^b ; Min Hee Jeong^b ; Mi Hee Woo^a ; ^{woomh@cu.ac.kr" class="auth_mail" title="E-mail the corresponding author} ; Young Ho Kim^b ; ^{yhk@cnu.ac.kr" class="auth_mail" title="E-mail the corresponding author}
• 关键词：Acanthopanax koreanum ; Araliaceae ; Lupane-type triterpenoids ; Tyrosinase inhibitory activity
• 刊名：Bioorganic & Medicinal Chemistry Letters
• 出版年：2016
• 出版时间：1 February 2016
• 年：2016
• 卷：26
• 期：3
• 页码：1061-1067
• 全文大小：927 K

文摘

Chemical investigation of Acanthopanax koreanum leaves resulted in the isolation of 13 compounds (1–13), including six new (20,29)-dehydrolupane-type triterpenoids: 3α,11α,30-trihydroxylup-20(29)-en-23,28-dioic acid (1), 3α,11α,30-trihydroxylup-20(29)-en-28-oic acid (2), 3α,11α,30-trihydroxylup-23-al-20(29)-en-28-oic acid (3), 3α, 11α-dihydroxy-20-oxo-30-norlupane-23,28-dioic acid (5), (20S)-3α-hydroxy-30 oxolupane-23,28-dioic acid (8), (20S)-3β,7β,29-trihydroxy-lupane-23-al-28-oic acid (10), and one novel compound isolated for the first time, named 3α,20α,29-trihydroxylupane-23,28-dioic acid (9), together with six known compounds (4, 6, 7, and 11–13). Chemical structures of the isolated compounds were evaluated by analyzing and comparing spectroscopic data with those reported in the literature. These compounds were also evaluated for their tyrosinase inhibitory effects. Among them, compounds 3, 7, 9, and 12 showed significant inhibitory effects, with inhibitory concentrations of 50% (IC₅₀) values ranging from 8.61 to 63.5 μM.