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Isopropylpyrone and Phenylpyrones from the Leaves of Hypericum monogynum
Author(s) -
Li YingYing,
Zhang Yu−Bo,
Li Wen,
Wu ZhongNan,
Chen NengHua,
Wang GuoCai,
Li YaoLan
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201903815
Subject(s) - hela , cytotoxic t cell , circular dichroism , stereochemistry , chemistry , ic50 , two dimensional nuclear magnetic resonance spectroscopy , hypericum , biology , in vitro , biochemistry , botany
A new isopropylpyrone, hypemonone F ( 1 ), and a new phenylpyrone, hypemonone G ( 2 ), along with five known phenylpyrones, peplidiforone B ( 3 ), hypemonone C ( 4 ), hypemonone B ( 5 ), 3‐(1,1‐dimethyl‐2‐propen‐1‐yl)‐4‐methoxy‐6‐phenyl‐2H‐pyran‐2‐one ( 6 ), hyperenone A ( 7 ) were isolated from the leaves of Hypericum monogynum . Their structures were identified on the basis of the spectral data (IR, UV, HRESIMS, and NMR). The absolute configurations of 1 − 4 were determined by electronic circular dichroism and single crystal X‐ray analyses. All isolated compounds ( 1 − 7 ) were evaluated for their cytotoxic activities on tumor cells (HeLa and HepG2). Compounds 1 − 7 showed cytotoxic activities against HeLa cells with IC 50 values of 28.27 ± 2.65 to 89.02 ± 2.30 μM, and compounds 2 , 3 , 6 , 7 showed cytotoxic activities against HepG2 cells with IC 50 values of 68.44 ± 1.45 to 80.7 ± 1.66 μM.