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Cytotoxic protobassic acid saponins from the kernels of Palaquium formosanum
Journal
Journal of Food and Drug Analysis
Journal Volume
26
Journal Issue
2
Pages
557-564
Date Issued
2018
Author(s)
Abstract
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. ? 2017
Subjects
1D TOCSY; Cytotoxicity; Palaquium formosanum Hayata; Protobassic acid saponins; Sapotaceae
SDGs
Other Subjects
16 dehydroxy butyroside D; 3' o glucosyl 3''' O rhamnosyl arganin C; 3' o glucosyl arganin C; 3''' o rhamnopyranosyl arganin C; 6beta hydroxy conyzasaponin N; arganin A; arganin B; arganin C; butyroside B; butyroside C; butyroside D; cytotoxic agent; mi saponin A; mi saponin B; mi saponin C; mimusopsin; paclitaxel; protobassic acid saponin derivative; saponin derivative; sephadex; tieghemelin; unclassified drug; antineoplastic activity; Article; bioassay; carbon nuclear magnetic resonance; cell viability; comparative study; concentration response; controlled study; cytotoxicity; drug isolation; drug potency; electrospray mass spectrometry; fractionation; heteronuclear multiple bond correlation; heteronuclear single quantum coherence; human; human cell; IC50; male; nuclear Overhauser effect; Palaquium; Palaquium formosanum; PC-3 [Human prostate carcinoma] cell line; Planchonella obovata; plant leaf; proton nuclear magnetic resonance; Sapotaceae; seed kernel; structure activity relation
Type
journal article