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Cycloartane and oleanane-type glycosides from Astragalus pennatulus.
Fitoterapia. 2016 Mar; 109:254-60.F

Abstract

Four new cycloartane and one new oleanane-type glycosides were isolated from Astragalus pennatulus along with five known cycloartane-type glycosides. The structures of the new compounds were established as 3-O-β-D-xylopyranosyl-6-O-β-D-glucopyranosyl-3β,6α,16β-trihydroxy-24-oxo-20(R),25-epoxycycloartane (1), 3-O-[β-D-glucuronopyranosyl-(1 → 2)-β-D-xylopyranosyl]-3β,16β,24α-trihydroxy-20(R),25-epoxycycloartane (2), 3-O-[β-D-glucuronopyranosyl-(1 → 2)-β-D-xylopyranosyl]-3β,16β,25-trihydroxy-20(R),24(S)-epoxycycloartane (3), 3,25-di-O-β-D-glucopyranosyl-6-O-β-D-xylopyranosyl-3β,6α,16β,25-tetrahydroxy-20(R),24(S)-epoxycycloartane (4), 29-O-α-L-rhamnopyranosyl-abrisapogenol B (5) by 1D and 2D-NMR experiments along with ESIMS and HRMS analyses. The aglycone of compound 1, 3β,6α,16β-trihydroxy-24-oxo-20(R),25-epoxycycloartane, is reported for the first time. The cytotoxic activity of the isolated compounds was evaluated against three cancer cell lines including A549 (human lung adenocarcinoma), A375 (human melanoma) and DeFew (human B lymphoma) cells. None of the tested compounds caused a significant reduction of the cell number.

Authors+Show Affiliations

Department of Chemistry, Faculty of Science, Ege University, 35100 Bornova, İzmir, Turkey.Department of Chemistry, Faculty of Science, Ege University, 35100 Bornova, İzmir, Turkey.Department of Pharmacy, Salerno University, 84084 Fisciano, Salerno, Italy. Electronic address: mmasullo@unisa.it.Department of Pharmacy, Salerno University, 84084 Fisciano, Salerno, Italy.Department of Biology, Faculty of Science, Ege University, 35100 Bornova, İzmir, Turkey.Department of Pharmacy, Salerno University, 84084 Fisciano, Salerno, Italy.Department of Chemistry, Faculty of Science, Ege University, 35100 Bornova, İzmir, Turkey. Electronic address: ozgen.alankus.caliska@ege.edu.tr.

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

26804373

Citation

Un, Rabia, et al. "Cycloartane and Oleanane-type Glycosides From Astragalus Pennatulus." Fitoterapia, vol. 109, 2016, pp. 254-60.
Un R, Horo I, Masullo M, et al. Cycloartane and oleanane-type glycosides from Astragalus pennatulus. Fitoterapia. 2016;109:254-60.
Un, R., Horo, I., Masullo, M., Falco, A., Senol, S. G., Piacente, S., & Alankuş-Çalıskan, Ö. (2016). Cycloartane and oleanane-type glycosides from Astragalus pennatulus. Fitoterapia, 109, 254-60. https://doi.org/10.1016/j.fitote.2016.01.015
Un R, et al. Cycloartane and Oleanane-type Glycosides From Astragalus Pennatulus. Fitoterapia. 2016;109:254-60. PubMed PMID: 26804373.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Cycloartane and oleanane-type glycosides from Astragalus pennatulus. AU - Un,Rabia, AU - Horo,Ibrahim, AU - Masullo,Milena, AU - Falco,Antonia, AU - Senol,Serdar G, AU - Piacente,Sonia, AU - Alankuş-Çalıskan,Özgen, Y1 - 2016/01/22/ PY - 2015/12/04/received PY - 2016/01/19/revised PY - 2016/01/20/accepted PY - 2016/1/26/entrez PY - 2016/1/26/pubmed PY - 2016/7/13/medline KW - Astragalus pennatulus KW - Cycloartane saponins KW - Cyclocephalogenin KW - Fabaceae SP - 254 EP - 60 JF - Fitoterapia JO - Fitoterapia VL - 109 N2 - Four new cycloartane and one new oleanane-type glycosides were isolated from Astragalus pennatulus along with five known cycloartane-type glycosides. The structures of the new compounds were established as 3-O-β-D-xylopyranosyl-6-O-β-D-glucopyranosyl-3β,6α,16β-trihydroxy-24-oxo-20(R),25-epoxycycloartane (1), 3-O-[β-D-glucuronopyranosyl-(1 → 2)-β-D-xylopyranosyl]-3β,16β,24α-trihydroxy-20(R),25-epoxycycloartane (2), 3-O-[β-D-glucuronopyranosyl-(1 → 2)-β-D-xylopyranosyl]-3β,16β,25-trihydroxy-20(R),24(S)-epoxycycloartane (3), 3,25-di-O-β-D-glucopyranosyl-6-O-β-D-xylopyranosyl-3β,6α,16β,25-tetrahydroxy-20(R),24(S)-epoxycycloartane (4), 29-O-α-L-rhamnopyranosyl-abrisapogenol B (5) by 1D and 2D-NMR experiments along with ESIMS and HRMS analyses. The aglycone of compound 1, 3β,6α,16β-trihydroxy-24-oxo-20(R),25-epoxycycloartane, is reported for the first time. The cytotoxic activity of the isolated compounds was evaluated against three cancer cell lines including A549 (human lung adenocarcinoma), A375 (human melanoma) and DeFew (human B lymphoma) cells. None of the tested compounds caused a significant reduction of the cell number. SN - 1873-6971 UR - https://www.unboundmedicine.com/medline/citation/26804373/Cycloartane_and_oleanane_type_glycosides_from_Astragalus_pennatulus_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0367-326X(16)30014-4 DB - PRIME DP - Unbound Medicine ER -