Triterpene saponins from Cyclamen trocopteranthum.
Two new triterpene saponins ( 1- 2) together with three known saponins, deglucocyclamin I ( 3), cyclamin ( 4), and mirabilin ( 5), were isolated from the tubers of Cyclamen trocopteranthum. They were elucidated as 3 beta- O-{4- O-[3-hydroxyl-3-methylglutaryl]- beta-D-xylopyranosyl-(1 --> 2)- beta-D-glucopyranosyl-(1 --> 4)-[ beta-D-glucopyranosyl-(1 --> 2)]- alpha-L-arabinopyranosyl}-16 alpha-hydroxy-13 beta,28-epoxy-oleanan-30-al ( 1) and 3 beta- O-{4- O-[3-hydroxyl-3-methylglutaryl]- beta-D-xylopyranosyl-(1 --> 2)-[ beta-D-glucopyranosyl-(1 --> 6)]- beta-D-glucopyranosyl-(1 --> 4)-[ beta-D-glucopyranosyl-(1 --> 2)]- alpha-L-arabinopyranosyl}-16 alpha-hydroxy-20,30-lactone-olean-12-ene ( 2). Their structures were characterized mainly by a combination of 1D- and 2D-NMR techniques ( (1)H- (1)H COSY, TOCSY, NOESY, HSQC, and HMBC) and mass spectroscopy. Saponins 1, 3, and 4 showed a weak cytotoxic activity when tested against HT-29 and HCT 116 tumor colon cancer cells.
Mihci-Gaidi
Ghezala
G
Laboratoire de Pharmacognosie, Unité de Molécules d'Intérêt Biologique (UMIB UPRES EA 3660), Faculté de Pharmacie, Université de Bourgogne, Dijon, France.
Ozbey
Suheyla
S
Orhan
Ilkay
I
Sener
Bilge
B
Miyamoto
Tomofumi
T
Mirjolet
Jean-François
JF
Duchamp
Olivier
O
Mitaine-Offer
Anne-Claire
AC
Lacaille-Dubois
Marie-Aleth
MA
D002240:Carbohydrate Sequence; D045744:Cell Line, Tumor; D031824:Cyclamen / Q000737:chemistry*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification*; D021241:Spectrometry, Mass, Electrospray Ionization; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification*
D012503:Saponins; D014315:Triterpenes