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Cytotoxic Triterpenoids from the Barks of Betula platyphylla var. japonica
Author(s) -
Eom Hee Jeong,
Kang Hee Rae,
Choi Sang Un,
Kim Ki Hyun
Publication year - 2017
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201600400
Subject(s) - betula platyphylla , cytotoxicity , chemistry , triterpenoid , phytochemical , japonica , stereochemistry , betulaceae , traditional medicine , biochemistry , botany , in vitro , biology , medicine
Phytochemical investigation on the barks of Betula platyphylla var. japonica (Betulaceae) was carried out, resulting in the isolation and identification of three new triterpenoids, 27‐ O ‐ cis ‐caffeoylcylicodiscic acid ( 1 ), 27‐ O ‐ cis ‐feruloylcylicodiscic acid ( 2 ), and 27‐ O ‐ cis ‐caffeoylmyricerol ( 3 ), along with six known triterpenoids, obtusilinin ( 4 ), winchic acid ( 5 ), 27‐ O ‐ trans ‐caffeoylcylicodiscic acid ( 6 ), uncarinic acid E ( 7 ), myriceric acid B ( 8 ), and 3‐ O ‐ trans ‐caffeoyloleanolic acid ( 9 ). The structures of the new compounds were elucidated by extensive spectroscopic methods, including 1D‐ and 2D‐ NMR , and HR ‐ ESI ‐ MS . All of the isolated compounds were evaluated for cytotoxicity against four human tumor cell lines (A549, SK ‐ OV ‐3, SK ‐ MEL ‐2, and Bt549). Compounds 2 , 6 , 8 , and 9 exhibited potent cytotoxicity against all of the tumor cells tested ( IC 50 < 10.0 μ m ), while compounds 3 , 4 , 5 , and 7 showed moderate cytotoxicity against all of the tumor cells tested ( IC 50 < 20.0 μ m ).