Cytotoxic triterpenoid saponins from the stem bark of Antonia ovata.
Phytochemical investigation of the MeOH extract of the stem bark of Antonia ovata led to the isolation of four triterpenoid saponins, along with eleven known compounds. Their structures were established by extensive 1D and 2D NMR, as well as HR-MS analysis and acid hydrolysis. All isolated saponins contained the same tetrasaccharide chain O-beta-d-xylopyranosyl-(1-->2)-O-beta-d-glucopyranosyl-(1-->3)-O-[beta-d-glucopyranosyl-(1-->2)]-beta-d-glucuropyranoside linked to C-3 of esterified derivatives of R(1)-barrigenol, A(1)-barrigenol, barringtogenol C, or camelliagenin. Biological evaluation of the compounds against KB cell line revealed a potent cytotoxic activity with IC(50) values ranging from 3.1 to 6.6microM. The known compounds were found to be inactive at 10microg/ml concentration.
Magid
Abdulmagid Alabdul
AA
Laboratoire de Pharmacognosie, Institut de Chimie Moléculaire de Reims, CNRS UMR 6229, IFR 53 Biomolécules, Bâtiment 18, BP 1039, 51687 Reims Cedex 2, France. abdulmagid.alabdulmagid@univ-reims.fr
Bobichon
Hélène
H
Borie
Nicolas
N
Lalun
Nathalie
N
Long
Christophe
C
Moretti
Christian
C
Lavaud
Catherine
C
D049109:Cell Proliferation / Q000187:drug effects; D002726:Chlorogenic Acid / Q000031:analogs & derivatives; D003603:Cytotoxins / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D006801:Humans; D039823:Iridoids / Q000737:chemistry; D007624:KB Cells; D029541:Loganiaceae / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D024301:Plant Bark / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D014315:Triterpenes / Q000737:chemistry*
D003603:Cytotoxins; D039823:Iridoids; D012503:Saponins; D014315:Triterpenes; D002726:Chlorogenic Acid