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New triterpenoid saponins from Leontice smirnowii.
Fitoterapia. 2010 Oct; 81(7):897-901.F

Abstract

Three new triterpene saponins, leonticins I (1), J (2) and L (3) were isolated from the tubers of Leontice smirnowii. On the basis of spectroscopic methods, including 2D NMR experiments (DEPT, gs-COSY, gs-HMQC, gs-HMBC and gs-HSQC-TOCSY), mass spectrometry (HR-ESI-MS) and chemical degradation, the structures of the new compounds were elucidated as 3-O-β-D-glucopyranosyl-(1 → 3)-[β-D-xylopyranosyl-1 → 2)]-α-L-arabinopyranosyl-28-O-[α-L-rhamnopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl]-3β-hydroxy-30-norolean-12,20(29)-dien-28-oic acid (1), 3-O-[β-D-xylopyranosyl-(1 → 3)-β-D-galactopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)-α-L-arabinopyranosyl]-28-O-[α-L-rhamnopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl]-3β-hydroxy-30-norolean-12,20(29)-dien-28-oic acid (2) and 3-O-[β-D-xylopyranosyl-(1 → 3)-β-D-galactopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)]-[β-D-xylopyranosyl-(1 → 2)]-α-L-arabinopyranosyl]-28-O-[α-L-rhamnopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl]-3β-hydroxy-30-norolean-12,20(29)-dien-28-oic acid (3), respectively. The aglycone 3β-hydroxy-30-norolean-12,20(29)-dien-28-oic acid was observed for the first time in Leontice species.

Authors+Show Affiliations

Institute of Pharmacochemistry, Academy of Sciences of Georgia, 36, St. P. Sarajishvili, 0159, Tbilisi, Georgia.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

20554004

Citation

Tabatadze, Nino, et al. "New Triterpenoid Saponins From Leontice Smirnowii." Fitoterapia, vol. 81, no. 7, 2010, pp. 897-901.
Tabatadze N, Bun SS, Tabidze B, et al. New triterpenoid saponins from Leontice smirnowii. Fitoterapia. 2010;81(7):897-901.
Tabatadze, N., Bun, S. S., Tabidze, B., Mshvildadze, V., Dekanosidze, G., Ollivier, E., & Elias, R. (2010). New triterpenoid saponins from Leontice smirnowii. Fitoterapia, 81(7), 897-901. https://doi.org/10.1016/j.fitote.2010.05.021
Tabatadze N, et al. New Triterpenoid Saponins From Leontice Smirnowii. Fitoterapia. 2010;81(7):897-901. PubMed PMID: 20554004.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - New triterpenoid saponins from Leontice smirnowii. AU - Tabatadze,Nino, AU - Bun,Sok-Siya, AU - Tabidze,Badri, AU - Mshvildadze,Vakhtang, AU - Dekanosidze,Genri, AU - Ollivier,Evelyne, AU - Elias,Riad, Y1 - 2010/06/08/ PY - 2010/03/26/received PY - 2010/05/26/revised PY - 2010/05/30/accepted PY - 2010/6/18/entrez PY - 2010/6/18/pubmed PY - 2011/4/30/medline SP - 897 EP - 901 JF - Fitoterapia JO - Fitoterapia VL - 81 IS - 7 N2 - Three new triterpene saponins, leonticins I (1), J (2) and L (3) were isolated from the tubers of Leontice smirnowii. On the basis of spectroscopic methods, including 2D NMR experiments (DEPT, gs-COSY, gs-HMQC, gs-HMBC and gs-HSQC-TOCSY), mass spectrometry (HR-ESI-MS) and chemical degradation, the structures of the new compounds were elucidated as 3-O-β-D-glucopyranosyl-(1 → 3)-[β-D-xylopyranosyl-1 → 2)]-α-L-arabinopyranosyl-28-O-[α-L-rhamnopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl]-3β-hydroxy-30-norolean-12,20(29)-dien-28-oic acid (1), 3-O-[β-D-xylopyranosyl-(1 → 3)-β-D-galactopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)-α-L-arabinopyranosyl]-28-O-[α-L-rhamnopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl]-3β-hydroxy-30-norolean-12,20(29)-dien-28-oic acid (2) and 3-O-[β-D-xylopyranosyl-(1 → 3)-β-D-galactopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 3)]-[β-D-xylopyranosyl-(1 → 2)]-α-L-arabinopyranosyl]-28-O-[α-L-rhamnopyranosyl-(1 → 4)-β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl]-3β-hydroxy-30-norolean-12,20(29)-dien-28-oic acid (3), respectively. The aglycone 3β-hydroxy-30-norolean-12,20(29)-dien-28-oic acid was observed for the first time in Leontice species. SN - 1873-6971 UR - https://www.unboundmedicine.com/medline/citation/20554004/New_triterpenoid_saponins_from_Leontice_smirnowii_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0367-326X(10)00130-9 DB - PRIME DP - Unbound Medicine ER -