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Two New Anti‐Proliferative C 18 ‐Norditerpenes from the Roots of Podocarpus macrophyllus
Author(s) -
Qi YanYan,
Su Jia,
Zhang ZhiJun,
Li LaiWei,
Fan Min,
Zhu Yu,
Wu XingDe,
Zhao QinShi
Publication year - 2018
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.201800043
Subject(s) - hela , chemistry , fractionation , stereochemistry , two dimensional nuclear magnetic resonance spectroscopy , ic50 , cytotoxicity , biochemistry , cell , in vitro , organic chemistry
Activity‐guided fractionation strategy was used to investigate chemical constituents from the roots of Podocarpus macrophyllus . Successfully, two new norditerpenes, 2 β ‐hydroxymakilactone A ( 1 ) and 3 β ‐hydroxymakilactone A ( 2 ), along with ten known analogues ( 3 – 12 ) were isolated. The structures of 1 and 2 were elucidated by spectroscopic analysis including 1D‐, 2D‐NMR, and HR‐ESI‐MS data. The previously reported structure of 2,3‐dihydro‐2 α ‐hydroxypodolide was revised as 2,3‐dihydro‐2 β ‐hydroxypodolide ( 3 ) by spectroscopic analysis, and was further confirmed by X‐ray crystallographic analysis. Cytotoxic activities of all isolated compounds against five human solid tumour cell lines (AGS, HeLa, MDA‐MB‐231, HepG‐2, and PANC‐1) were evaluated. All of them exhibited anti‐proliferative activities ( IC 50 = 0.3 – 27 μ m ), except for 10 . Compounds 1 , 4 , 5 , 6 , and 8 exhibited potent inhibitory activities with IC 50 < 1 μ m against HeLa and AGS cells.