New sulfated polyhydroxysteroids from the Antarctic ophiuroid Astrotoma agassizii

Three new and two known sulfated steroidal polyols have been isolated from the Antarctic ophiuroid Astrotoma agassizii. All of the new steroids possess a terminal isopropenyl group and a C-21 sulfoxy moiety in the side chain but differ in the steroidal nuclei. The structures of these new steroids we...

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Autores principales: Roccatagliata, Alejandro Jorge, Maier, Marta Silvia, Seldes, Alicia Marta
Publicado: 1998
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01633864_v61_n3_p370_Roccatagliata
http://hdl.handle.net/20.500.12110/paper_01633864_v61_n3_p370_Roccatagliata
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spelling paper:paper_01633864_v61_n3_p370_Roccatagliata2023-06-08T15:14:11Z New sulfated polyhydroxysteroids from the Antarctic ophiuroid Astrotoma agassizii Roccatagliata, Alejandro Jorge Maier, Marta Silvia Seldes, Alicia Marta 5alpha cholest 24 ene 2beta,3alpha,21 triol 3,21 disulfate cholesta 5,24 diene 2alpha,3alpha,4beta,21 tetrol 3,21 disulfate cholesta 5,24 diene 2beta,3alpha,21 triol 2,21 disulfate cholesterol hydroxysteroid sterol unclassified drug article chemical analysis column chromatography data analysis drug isolation enzyme activity high performance liquid chromatography nuclear magnetic resonance sulfation Astrotoma agassizii Three new and two known sulfated steroidal polyols have been isolated from the Antarctic ophiuroid Astrotoma agassizii. All of the new steroids possess a terminal isopropenyl group and a C-21 sulfoxy moiety in the side chain but differ in the steroidal nuclei. The structures of these new steroids were established from spectral and chemical correlations with related steroids as (20R)-cholesta-5,24-diene-2β,3α,21-triol 2,21-disulfate (1), (20R)-5α-cholest-24-ene-2β,3α,21-triol 3,21-disulfate (3), and (20R)- cholesta-5,24-diene-2α,3α,4β,21-tetrol 3,21-disulfate (5). Analysis of the nonsulfated sterol fraction has shown the presence of cholest-5-en-3β-ol, cholesta-5,24-dien-3β-ol and (22E) cholesta-5,22-dien-3β-ol as the major sterols. Fil:Roccatagliata, A.J. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Maier, M.S. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Seldes, A.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 1998 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01633864_v61_n3_p370_Roccatagliata http://hdl.handle.net/20.500.12110/paper_01633864_v61_n3_p370_Roccatagliata
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic 5alpha cholest 24 ene 2beta,3alpha,21 triol 3,21 disulfate
cholesta 5,24 diene 2alpha,3alpha,4beta,21 tetrol 3,21 disulfate
cholesta 5,24 diene 2beta,3alpha,21 triol 2,21 disulfate
cholesterol
hydroxysteroid
sterol
unclassified drug
article
chemical analysis
column chromatography
data analysis
drug isolation
enzyme activity
high performance liquid chromatography
nuclear magnetic resonance
sulfation
Astrotoma agassizii
spellingShingle 5alpha cholest 24 ene 2beta,3alpha,21 triol 3,21 disulfate
cholesta 5,24 diene 2alpha,3alpha,4beta,21 tetrol 3,21 disulfate
cholesta 5,24 diene 2beta,3alpha,21 triol 2,21 disulfate
cholesterol
hydroxysteroid
sterol
unclassified drug
article
chemical analysis
column chromatography
data analysis
drug isolation
enzyme activity
high performance liquid chromatography
nuclear magnetic resonance
sulfation
Astrotoma agassizii
Roccatagliata, Alejandro Jorge
Maier, Marta Silvia
Seldes, Alicia Marta
New sulfated polyhydroxysteroids from the Antarctic ophiuroid Astrotoma agassizii
topic_facet 5alpha cholest 24 ene 2beta,3alpha,21 triol 3,21 disulfate
cholesta 5,24 diene 2alpha,3alpha,4beta,21 tetrol 3,21 disulfate
cholesta 5,24 diene 2beta,3alpha,21 triol 2,21 disulfate
cholesterol
hydroxysteroid
sterol
unclassified drug
article
chemical analysis
column chromatography
data analysis
drug isolation
enzyme activity
high performance liquid chromatography
nuclear magnetic resonance
sulfation
Astrotoma agassizii
description Three new and two known sulfated steroidal polyols have been isolated from the Antarctic ophiuroid Astrotoma agassizii. All of the new steroids possess a terminal isopropenyl group and a C-21 sulfoxy moiety in the side chain but differ in the steroidal nuclei. The structures of these new steroids were established from spectral and chemical correlations with related steroids as (20R)-cholesta-5,24-diene-2β,3α,21-triol 2,21-disulfate (1), (20R)-5α-cholest-24-ene-2β,3α,21-triol 3,21-disulfate (3), and (20R)- cholesta-5,24-diene-2α,3α,4β,21-tetrol 3,21-disulfate (5). Analysis of the nonsulfated sterol fraction has shown the presence of cholest-5-en-3β-ol, cholesta-5,24-dien-3β-ol and (22E) cholesta-5,22-dien-3β-ol as the major sterols.
author Roccatagliata, Alejandro Jorge
Maier, Marta Silvia
Seldes, Alicia Marta
author_facet Roccatagliata, Alejandro Jorge
Maier, Marta Silvia
Seldes, Alicia Marta
author_sort Roccatagliata, Alejandro Jorge
title New sulfated polyhydroxysteroids from the Antarctic ophiuroid Astrotoma agassizii
title_short New sulfated polyhydroxysteroids from the Antarctic ophiuroid Astrotoma agassizii
title_full New sulfated polyhydroxysteroids from the Antarctic ophiuroid Astrotoma agassizii
title_fullStr New sulfated polyhydroxysteroids from the Antarctic ophiuroid Astrotoma agassizii
title_full_unstemmed New sulfated polyhydroxysteroids from the Antarctic ophiuroid Astrotoma agassizii
title_sort new sulfated polyhydroxysteroids from the antarctic ophiuroid astrotoma agassizii
publishDate 1998
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01633864_v61_n3_p370_Roccatagliata
http://hdl.handle.net/20.500.12110/paper_01633864_v61_n3_p370_Roccatagliata
work_keys_str_mv AT roccatagliataalejandrojorge newsulfatedpolyhydroxysteroidsfromtheantarcticophiuroidastrotomaagassizii
AT maiermartasilvia newsulfatedpolyhydroxysteroidsfromtheantarcticophiuroidastrotomaagassizii
AT seldesaliciamarta newsulfatedpolyhydroxysteroidsfromtheantarcticophiuroidastrotomaagassizii
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