TY - JOUR
T1 - Cytotoxic protobassic acid saponins from the kernels of Palaquium formosanum
AU - Chen, Hsin Yi
AU - Liu, Ju Fang
AU - Tsai, Sheng Fa
AU - Lin, Yi Li
AU - Lee, Shoei Sheng
N1 - Publisher Copyright:
© 2017
PY - 2018/4
Y1 - 2018/4
N2 - Bioassay guided fractionation and separation of the EtOH extract of the kernels of Palaquium formosanum against PC-3 cells via Sephadex LH-20 and reverse phase C-18 columns led to the isolation of 13 protobassic saponins. One of these saponins is new and was characterized as 3‴-O-rhamnopyranosyl-arganin C, a bisdesmoside of 16α-hydroxyprotobassic acid at the C-3 and C-28 positions. The structures of these compounds were determined on the basis of 1D NMR ( 1 H, 13 C), 2D NMR ( 1 H– 1 H COSY, HSQC, HMBC, and NOESY), and selectively excited 1D TOCSY spectroscopic analyses and MS data, and comparison with literature data. Bioassay of these compounds and five additional compounds, isolated from Planchonella obovata leaf, against PC-3 prostate cancer cells indicated arganin C to be the most potent one with the IC 50 value of 13.8 μM. Some structure and activity relationships were also drawn.
AB - Bioassay guided fractionation and separation of the EtOH extract of the kernels of Palaquium formosanum against PC-3 cells via Sephadex LH-20 and reverse phase C-18 columns led to the isolation of 13 protobassic saponins. One of these saponins is new and was characterized as 3‴-O-rhamnopyranosyl-arganin C, a bisdesmoside of 16α-hydroxyprotobassic acid at the C-3 and C-28 positions. The structures of these compounds were determined on the basis of 1D NMR ( 1 H, 13 C), 2D NMR ( 1 H– 1 H COSY, HSQC, HMBC, and NOESY), and selectively excited 1D TOCSY spectroscopic analyses and MS data, and comparison with literature data. Bioassay of these compounds and five additional compounds, isolated from Planchonella obovata leaf, against PC-3 prostate cancer cells indicated arganin C to be the most potent one with the IC 50 value of 13.8 μM. Some structure and activity relationships were also drawn.
KW - 1D TOCSY
KW - Cytotoxicity
KW - Palaquium formosanum Hayata
KW - Protobassic acid saponins
KW - Sapotaceae
UR - http://www.scopus.com/inward/record.url?scp=85023625611&partnerID=8YFLogxK
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U2 - 10.1016/j.jfda.2017.06.004
DO - 10.1016/j.jfda.2017.06.004
M3 - Article
C2 - 29567224
AN - SCOPUS:85023625611
SN - 1021-9498
VL - 26
SP - 557
EP - 564
JO - Journal of Food and Drug Analysis
JF - Journal of Food and Drug Analysis
IS - 2
ER -
