16-hydroxylated withanolides from Exodeconus maritimus

In addition to the known compounds withanolide A (4), withanone (5), and NIC-3 (6), three 16-hydroxylated withanolides were isolated from Exodeconus maritimus. The new withanolides were identified as 6α,7α-epoxy-5α,16β- dihydroxy-1-oxowitha-2,17(20),24-trienolide (exodeconolide A, 1), 6α,7α- epoxy-5...

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Autores principales: Gil, R.R., Misico, R.I., Sotes, I.R., Oberti, J.C., Veleiro, A.S., Burton, G.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_01633864_v60_n6_p568_Gil
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spelling todo:paper_01633864_v60_n6_p568_Gil2023-10-03T15:02:08Z 16-hydroxylated withanolides from Exodeconus maritimus Gil, R.R. Misico, R.I. Sotes, I.R. Oberti, J.C. Veleiro, A.S. Burton, G. exodeconolide a exodeconolide b exodeconolide c nic 3 unclassified drug withanolide withanolide a withanone antiinflammatory activity antimicrobial activity antineoplastic activity article defense mechanism drug isolation drug structure immunomodulation mass spectrometry nuclear magnetic resonance phytochemistry species differentiation structure activity relation taxonomy Exodeconus maritimus In addition to the known compounds withanolide A (4), withanone (5), and NIC-3 (6), three 16-hydroxylated withanolides were isolated from Exodeconus maritimus. The new withanolides were identified as 6α,7α-epoxy-5α,16β- dihydroxy-1-oxowitha-2,17(20),24-trienolide (exodeconolide A, 1), 6α,7α- epoxy-5α,16α-dihydroxy-l-oxowitha-2,17(20),24-trienolide (exodeconolide B, 2), and 6α7α-epoxy-5α,16α,17α-trihydroxy-1-oxowitha-2, 24-dienolide (exodeconolide C, 3), by a combination of spectroscopic (1D and 2D NMR, MS) and chemical methods with the aid of molecular modeling. 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_v60_n6_p568_Gil
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic exodeconolide a
exodeconolide b
exodeconolide c
nic 3
unclassified drug
withanolide
withanolide a
withanone
antiinflammatory activity
antimicrobial activity
antineoplastic activity
article
defense mechanism
drug isolation
drug structure
immunomodulation
mass spectrometry
nuclear magnetic resonance
phytochemistry
species differentiation
structure activity relation
taxonomy
Exodeconus maritimus
spellingShingle exodeconolide a
exodeconolide b
exodeconolide c
nic 3
unclassified drug
withanolide
withanolide a
withanone
antiinflammatory activity
antimicrobial activity
antineoplastic activity
article
defense mechanism
drug isolation
drug structure
immunomodulation
mass spectrometry
nuclear magnetic resonance
phytochemistry
species differentiation
structure activity relation
taxonomy
Exodeconus maritimus
Gil, R.R.
Misico, R.I.
Sotes, I.R.
Oberti, J.C.
Veleiro, A.S.
Burton, G.
16-hydroxylated withanolides from Exodeconus maritimus
topic_facet exodeconolide a
exodeconolide b
exodeconolide c
nic 3
unclassified drug
withanolide
withanolide a
withanone
antiinflammatory activity
antimicrobial activity
antineoplastic activity
article
defense mechanism
drug isolation
drug structure
immunomodulation
mass spectrometry
nuclear magnetic resonance
phytochemistry
species differentiation
structure activity relation
taxonomy
Exodeconus maritimus
description In addition to the known compounds withanolide A (4), withanone (5), and NIC-3 (6), three 16-hydroxylated withanolides were isolated from Exodeconus maritimus. The new withanolides were identified as 6α,7α-epoxy-5α,16β- dihydroxy-1-oxowitha-2,17(20),24-trienolide (exodeconolide A, 1), 6α,7α- epoxy-5α,16α-dihydroxy-l-oxowitha-2,17(20),24-trienolide (exodeconolide B, 2), and 6α7α-epoxy-5α,16α,17α-trihydroxy-1-oxowitha-2, 24-dienolide (exodeconolide C, 3), by a combination of spectroscopic (1D and 2D NMR, MS) and chemical methods with the aid of molecular modeling.
format JOUR
author Gil, R.R.
Misico, R.I.
Sotes, I.R.
Oberti, J.C.
Veleiro, A.S.
Burton, G.
author_facet Gil, R.R.
Misico, R.I.
Sotes, I.R.
Oberti, J.C.
Veleiro, A.S.
Burton, G.
author_sort Gil, R.R.
title 16-hydroxylated withanolides from Exodeconus maritimus
title_short 16-hydroxylated withanolides from Exodeconus maritimus
title_full 16-hydroxylated withanolides from Exodeconus maritimus
title_fullStr 16-hydroxylated withanolides from Exodeconus maritimus
title_full_unstemmed 16-hydroxylated withanolides from Exodeconus maritimus
title_sort 16-hydroxylated withanolides from exodeconus maritimus
url http://hdl.handle.net/20.500.12110/paper_01633864_v60_n6_p568_Gil
work_keys_str_mv AT gilrr 16hydroxylatedwithanolidesfromexodeconusmaritimus
AT misicori 16hydroxylatedwithanolidesfromexodeconusmaritimus
AT sotesir 16hydroxylatedwithanolidesfromexodeconusmaritimus
AT obertijc 16hydroxylatedwithanolidesfromexodeconusmaritimus
AT veleiroas 16hydroxylatedwithanolidesfromexodeconusmaritimus
AT burtong 16hydroxylatedwithanolidesfromexodeconusmaritimus
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