Withanolides from Vassobia lorentzii
Eight new withanolides were isolated from the aerial parts of Vassobia lorentzii and characterized by spectroscopic methods and with the aid of molecular modeling. The compounds were identified as (17S,20R,22R)-5β,6β:18,20-diepoxy-18-hydroxy-1-oxowitha-2,5,24-trienolide (1); (17S,20R,22R)-18,20-epox...
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todo:paper_01633864_v63_n10_p1329_Misico2023-10-03T15:02:11Z Withanolides from Vassobia lorentzii Misico, R.I. Gil, R.R. Oberti, J.C. Veleiro, A.S. Burton, G. 18,20 epoxy 18 methoxy 1,4 dioxowitha 2,5,24 trienolide 18,20 epoxy 4beta,18 dihydroxy 1 oxowitha 2,5,24 trienolide 4beta hydroxy 18,20 epoxy 1,18 dioxowitha 2,5,24 trienolide 4beta hydroxy 18,20 epoxy 18 methoxy 1 oxowitha 2,5,24 trienolide 5beta,6beta epoxy 4beta,18,20 trihydroxy 1 oxowitha 2,24 dienolide 5beta,6beta:18,20 diepoxy 18 hydroxy 1 oxowitha 2,5,24 trienolide plant extract unclassified drug Vassobia lorentzii extract withanolide article chemical structure chemotaxonomy extraction isomer molecular model nonhuman spectroscopy Animals Antimalarials Ergosterol Humans Lactones Magnetic Resonance Spectroscopy Plasmodium falciparum Solanaceae Vassobia Eight new withanolides were isolated from the aerial parts of Vassobia lorentzii and characterized by spectroscopic methods and with the aid of molecular modeling. The compounds were identified as (17S,20R,22R)-5β,6β:18,20-diepoxy-18-hydroxy-1-oxowitha-2,5,24-trienolide (1); (17S,20R,22R)-18,20-epoxy-4β,18-dihydroxy-1-oxowitha-2,5,24-trienolide (2); (17S,18R,20R,22R)-4β-hydroxy-18,20-epoxy-18-methoxy-1-oxowitha-2,5,24-trieno lide (3); (17S,18S,20R,22R)-4β-hydroxy-18,20-epoxy-18-methoxy-1-oxowitha-2,5,24-trieno lide (4); (17S,20R,22R)-4β-hydroxy-18,20-epoxy-1,18-dioxowitha-2,5,24-trienolide (5); (17S,18R,20R,22R)-18,20-epoxy-18-methoxy-1,4-dioxowitha-2,5,24-trienolide (6); (17S,18S,20R,22R)-18,20-epoxy-18-methoxy-1,4-dioxowitha-2,5,24-trienolide (7); and (17S,20R,22R)-5β,6β-epoxy-4β,18,20-trihydroxy-1-oxowitha-2,24-dienolide (8). Compounds 1 and 2 were obtained as epimeric mixtures at C-18. Fil:Veleiro, A.S. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Burton, G. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_01633864_v63_n10_p1329_Misico |
institution |
Universidad de Buenos Aires |
institution_str |
I-28 |
repository_str |
R-134 |
collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
topic |
18,20 epoxy 18 methoxy 1,4 dioxowitha 2,5,24 trienolide 18,20 epoxy 4beta,18 dihydroxy 1 oxowitha 2,5,24 trienolide 4beta hydroxy 18,20 epoxy 1,18 dioxowitha 2,5,24 trienolide 4beta hydroxy 18,20 epoxy 18 methoxy 1 oxowitha 2,5,24 trienolide 5beta,6beta epoxy 4beta,18,20 trihydroxy 1 oxowitha 2,24 dienolide 5beta,6beta:18,20 diepoxy 18 hydroxy 1 oxowitha 2,5,24 trienolide plant extract unclassified drug Vassobia lorentzii extract withanolide article chemical structure chemotaxonomy extraction isomer molecular model nonhuman spectroscopy Animals Antimalarials Ergosterol Humans Lactones Magnetic Resonance Spectroscopy Plasmodium falciparum Solanaceae Vassobia |
spellingShingle |
18,20 epoxy 18 methoxy 1,4 dioxowitha 2,5,24 trienolide 18,20 epoxy 4beta,18 dihydroxy 1 oxowitha 2,5,24 trienolide 4beta hydroxy 18,20 epoxy 1,18 dioxowitha 2,5,24 trienolide 4beta hydroxy 18,20 epoxy 18 methoxy 1 oxowitha 2,5,24 trienolide 5beta,6beta epoxy 4beta,18,20 trihydroxy 1 oxowitha 2,24 dienolide 5beta,6beta:18,20 diepoxy 18 hydroxy 1 oxowitha 2,5,24 trienolide plant extract unclassified drug Vassobia lorentzii extract withanolide article chemical structure chemotaxonomy extraction isomer molecular model nonhuman spectroscopy Animals Antimalarials Ergosterol Humans Lactones Magnetic Resonance Spectroscopy Plasmodium falciparum Solanaceae Vassobia Misico, R.I. Gil, R.R. Oberti, J.C. Veleiro, A.S. Burton, G. Withanolides from Vassobia lorentzii |
topic_facet |
18,20 epoxy 18 methoxy 1,4 dioxowitha 2,5,24 trienolide 18,20 epoxy 4beta,18 dihydroxy 1 oxowitha 2,5,24 trienolide 4beta hydroxy 18,20 epoxy 1,18 dioxowitha 2,5,24 trienolide 4beta hydroxy 18,20 epoxy 18 methoxy 1 oxowitha 2,5,24 trienolide 5beta,6beta epoxy 4beta,18,20 trihydroxy 1 oxowitha 2,24 dienolide 5beta,6beta:18,20 diepoxy 18 hydroxy 1 oxowitha 2,5,24 trienolide plant extract unclassified drug Vassobia lorentzii extract withanolide article chemical structure chemotaxonomy extraction isomer molecular model nonhuman spectroscopy Animals Antimalarials Ergosterol Humans Lactones Magnetic Resonance Spectroscopy Plasmodium falciparum Solanaceae Vassobia |
description |
Eight new withanolides were isolated from the aerial parts of Vassobia lorentzii and characterized by spectroscopic methods and with the aid of molecular modeling. The compounds were identified as (17S,20R,22R)-5β,6β:18,20-diepoxy-18-hydroxy-1-oxowitha-2,5,24-trienolide (1); (17S,20R,22R)-18,20-epoxy-4β,18-dihydroxy-1-oxowitha-2,5,24-trienolide (2); (17S,18R,20R,22R)-4β-hydroxy-18,20-epoxy-18-methoxy-1-oxowitha-2,5,24-trieno lide (3); (17S,18S,20R,22R)-4β-hydroxy-18,20-epoxy-18-methoxy-1-oxowitha-2,5,24-trieno lide (4); (17S,20R,22R)-4β-hydroxy-18,20-epoxy-1,18-dioxowitha-2,5,24-trienolide (5); (17S,18R,20R,22R)-18,20-epoxy-18-methoxy-1,4-dioxowitha-2,5,24-trienolide (6); (17S,18S,20R,22R)-18,20-epoxy-18-methoxy-1,4-dioxowitha-2,5,24-trienolide (7); and (17S,20R,22R)-5β,6β-epoxy-4β,18,20-trihydroxy-1-oxowitha-2,24-dienolide (8). Compounds 1 and 2 were obtained as epimeric mixtures at C-18. |
format |
JOUR |
author |
Misico, R.I. Gil, R.R. Oberti, J.C. Veleiro, A.S. Burton, G. |
author_facet |
Misico, R.I. Gil, R.R. Oberti, J.C. Veleiro, A.S. Burton, G. |
author_sort |
Misico, R.I. |
title |
Withanolides from Vassobia lorentzii |
title_short |
Withanolides from Vassobia lorentzii |
title_full |
Withanolides from Vassobia lorentzii |
title_fullStr |
Withanolides from Vassobia lorentzii |
title_full_unstemmed |
Withanolides from Vassobia lorentzii |
title_sort |
withanolides from vassobia lorentzii |
url |
http://hdl.handle.net/20.500.12110/paper_01633864_v63_n10_p1329_Misico |
work_keys_str_mv |
AT misicori withanolidesfromvassobialorentzii AT gilrr withanolidesfromvassobialorentzii AT obertijc withanolidesfromvassobialorentzii AT veleiroas withanolidesfromvassobialorentzii AT burtong withanolidesfromvassobialorentzii |
_version_ |
1807316005541642240 |