Isolation and Structure Elucidation of Glucosylated Colchicinoids from the Seeds of Gloriosa superba by LC-DAD-SPE-NMR.

J Nat Prod

Natural Products & Food Research and Analysis (NatuRA), Department of Pharmaceutical Sciences, University of Antwerp , Universiteitsplein 1, 2610 Antwerp, Belgium.

Published: April 2017

Four new colchicinoids were isolated from the seeds of Gloriosa superba together with the known compounds colchicoside (4) and 3-de-O-methylcolchicine-3-O-β-d-glucopyranosyl-(1→4)-3-O-β-d-glucopyranoside (6), by means of conventional column chromatography and LC-DAD-SPE-NMR. The new compounds were identified as N-deacetyl-N-formyl-3-de-O-methylcolchicine-3-O-β-d-glucopyranoside (1), 3-de-O-methylcolchicine-3-O-β-d-glucopyranosyl-(1→6)-3-O-β-d-glucopyranoside (2), N-deacetyl-N-formyl-3-de-O-methylcolchicine-3-O-β-d-glucopyranosyl-(1→6)-3-O-β-d-glucopyranoside (3), and 3-de-O-methylcolchicine-3-O-β-d-glucopyranosyl-(1→3)-3-O-β-d-glucopyranoside (5). The structure elucidation was performed by means of NMR (COSY, HSQC, and HMBC), HRESIMS/MS, and GCMS data analysis.

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http://dx.doi.org/10.1021/acs.jnatprod.6b01024DOI Listing

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