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Triterpene saponins from Cyclamen trocopteranthum.
Planta Med. 2010 May; 76(8):818-21.PM

Abstract

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.

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Authors+Show Affiliations

Mihci-Gaidi G
Laboratoire de Pharmacognosie, Unité de Molécules d'Intérêt Biologique (UMIB UPRES EA 3660), Faculté de Pharmacie, Université de Bourgogne, Dijon, France.
Ozbey S
No affiliation info available
Orhan I
No affiliation info available
Sener B
No affiliation info available
Miyamoto T
No affiliation info available
Mirjolet JF
No affiliation info available
Duchamp O
No affiliation info available
Mitaine-Offer AC
No affiliation info available
Lacaille-Dubois MA
No affiliation info available

MeSH

Carbohydrate SequenceCell Line, TumorCyclamenHumansMagnetic Resonance SpectroscopySaponinsSpectrometry, Mass, Electrospray IonizationTriterpenes

Pub Type(s)

Letter

Language

eng

PubMed ID

20072956

Citation

Mihci-Gaidi, Ghezala, et al. "Triterpene Saponins From Cyclamen Trocopteranthum." Planta Medica, vol. 76, no. 8, 2010, pp. 818-21.
Mihci-Gaidi G, Ozbey S, Orhan I, et al. Triterpene saponins from Cyclamen trocopteranthum. Planta Med. 2010;76(8):818-21.
Mihci-Gaidi, G., Ozbey, S., Orhan, I., Sener, B., Miyamoto, T., Mirjolet, J. F., Duchamp, O., Mitaine-Offer, A. C., & Lacaille-Dubois, M. A. (2010). Triterpene saponins from Cyclamen trocopteranthum. Planta Medica, 76(8), 818-21. https://doi.org/10.1055/s-0029-1240727
Mihci-Gaidi G, et al. Triterpene Saponins From Cyclamen Trocopteranthum. Planta Med. 2010;76(8):818-21. PubMed PMID: 20072956.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Triterpene saponins from Cyclamen trocopteranthum. AU - Mihci-Gaidi,Ghezala, AU - Ozbey,Suheyla, AU - Orhan,Ilkay, AU - Sener,Bilge, AU - Miyamoto,Tomofumi, AU - Mirjolet,Jean-François, AU - Duchamp,Olivier, AU - Mitaine-Offer,Anne-Claire, AU - Lacaille-Dubois,Marie-Aleth, Y1 - 2010/01/12/ PY - 2010/1/15/entrez PY - 2010/1/15/pubmed PY - 2010/9/3/medline SP - 818 EP - 21 JF - Planta medica JO - Planta Med VL - 76 IS - 8 N2 - 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. SN - 1439-0221 UR - https://www.unboundmedicine.com/medline/citation/20072956/Triterpene_saponins_from_Cyclamen_trocopteranthum_ L2 - http://www.thieme-connect.com/DOI/DOI?10.1055/s-0029-1240727 DB - PRIME DP - Unbound Medicine ER -