title: Identification of six new lupane-type triterpenoids from Acanthopanax koreanum leaves and their tyrosinase inhibitory activities.
abstract: 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.
authors.affiliation: College of Pharmacy, Catholic University of Daegu, Gyeongsan 38430, Republic of Korea.
authors.forename: Le Duc
authors.initials: LD
authors.lastname: Dat
authors.affiliation: College of Pharmacy, Chungnam National University, Dejeon 34134, Republic of Korea; Institute of Marine Biochemistry (IMBC), Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Caugiay, Hanoi, Viet Nam.
authors.forename: Nguyen Phuong
authors.initials: NP
authors.lastname: Thao
authors.affiliation: College of Pharmacy, Chungnam National University, Dejeon 34134, Republic of Korea.
authors.forename: Bui Thi Thuy
authors.initials: BTT
authors.lastname: Luyen
authors.affiliation: College of Pharmacy, Chungnam National University, Dejeon 34134, Republic of Korea.
authors.forename: Bui Huu
authors.initials: BH
authors.lastname: Tai
authors.affiliation: College of Pharmacy, Chungnam National University, Dejeon 34134, Republic of Korea.
authors.forename: Min Hee
authors.initials: MH
authors.lastname: Jeong
authors.affiliation: College of Pharmacy, Catholic University of Daegu, Gyeongsan 38430, Republic of Korea. Electronic address: woomh@cu.ac.kr.
authors.forename: Mi Hee
authors.initials: MH
authors.lastname: Woo
authors.affiliation: College of Pharmacy, Chungnam National University, Dejeon 34134, Republic of Korea. Electronic address: yhk@cnu.ac.kr.
authors.forename: Young Ho
authors.initials: YH
authors.lastname: Kim
mesh_terms: D028001:Eleutherococcus / Q000737:chemistry* / Q000378:metabolism; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D010936:Plant Extracts / Q000737:chemistry*; D018515:Plant Leaves / Q000737:chemistry / Q000378:metabolism; D011485:Protein Binding; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism; D053978:Pentacyclic Triterpenes
chemical_list: D004791:Enzyme Inhibitors; D014442:Monophenol Monooxygenase; D010936:Plant Extracts; D014315:Triterpenes; C480546:lupane; D053978:Pentacyclic Triterpenes
keywords: Acanthopanax koreanum; Araliaceae; Lupane-type triterpenoids; Tyrosinase inhibitory activity