Antitumor agents. 261. 20(S)-protopanaxadiol and 20(s)-protopanaxatriol as antiangiogenic agents and total assignment of (1)H NMR spectra.
Angiogenesis is a critical step in tumor progression and involves several steps including endothelial cell (EC) proliferation, migration, and matrix remodeling. We investigated the antiangiogenic effects of 20( S)-protopanaxadiol ( 1) and 20( S)-protopanaxatriol ( 2), the sapogenins of two major ginseng saponins, in an angiogenesis model of human umbilical vein endothelial cells (HUVECs). These compounds inhibited the proliferative activity of HUVECs in a dose-dependent manner and have potential as anticancer drug candidates. In addition, we report the complete and unambiguous assignment of (1)H NMR spectra of 1 and 2, based on analyses of 2D NMR spectra including COSY, NOESY, HSQC, and HMBC. This report is the first to completely assign the (1)H NMR signals of 2, together with correction of data for 1 from prior reports.
Usami
Yoshihide
Y
School of Pharmacy, University of North Carolina, Chapel Hill, North Carolina 27599-7360, USA.
Liu
Yi-Nan
YN
Lin
An-Shen
AS
Shibano
Makio
M
Akiyama
Toshiyuki
T
Itokawa
Hideji
H
Morris-Natschke
Susan L
SL
Bastow
Kenneth
K
Kasai
Ryoji
R
Lee
Kuo-Hsiung
KH
D020533:Angiogenesis Inhibitors / Q000737:chemistry* / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D006801:Humans; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012502:Sapogenins / Q000737:chemistry* / Q000494:pharmacology*; D013237:Stereoisomerism; D014315:Triterpenes / Q000737:chemistry* / Q000494:pharmacology*; D014471:Umbilical Veins / Q000166:cytology / Q000187:drug effects
D020533:Angiogenesis Inhibitors; D012502:Sapogenins; D014315:Triterpenes; C081552:protopanaxatriol; C062916:protopanaxadiol