Synthesis and biological activity of three new 5a-hydroxy spirostanic brassinosteroid analogues

Three new spirostanic brassinosteroid analogues have been synthesized for the first time from diosgenin: (25R)-2alpha,3alpha-epoxy-5alpha-hydroxyspirostan-6-one (3), (25R)-2beta,3alpha,5alpha-trihydroxyspirostan-6-one (5) and (25R)-2beta-methoxy-3alpha,5alpha-dihydroxyspirostan-6-one (6). In the rad...

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Main Authors: Rodríguez Caridad R., Villalobos Yohan I., Becerra Esther A., Manchado Francisco C., Herrera Deysma C., Zullo Marco A. T.
Format: Article
Language:English
Published: Sociedade Brasileira de Química 2003-01-01
Series:Journal of the Brazilian Chemical Society
Subjects:
Online Access:http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000300022
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author Rodríguez Caridad R.
Villalobos Yohan I.
Becerra Esther A.
Manchado Francisco C.
Herrera Deysma C.
Zullo Marco A. T.
author_facet Rodríguez Caridad R.
Villalobos Yohan I.
Becerra Esther A.
Manchado Francisco C.
Herrera Deysma C.
Zullo Marco A. T.
author_sort Rodríguez Caridad R.
collection DOAJ
description Three new spirostanic brassinosteroid analogues have been synthesized for the first time from diosgenin: (25R)-2alpha,3alpha-epoxy-5alpha-hydroxyspirostan-6-one (3), (25R)-2beta,3alpha,5alpha-trihydroxyspirostan-6-one (5) and (25R)-2beta-methoxy-3alpha,5alpha-dihydroxyspirostan-6-one (6). In the radish hypocotyl elongation and cotyledon expansion bioassay compound 3 showed plant growth promoting activity whereas 6 was shown to be phytotoxic.
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spelling doaj.art-84b2a7dd0c334780b7a71dab18a44a742022-12-21T19:10:29ZengSociedade Brasileira de QuímicaJournal of the Brazilian Chemical Society0103-50532003-01-01143466469Synthesis and biological activity of three new 5a-hydroxy spirostanic brassinosteroid analoguesRodríguez Caridad R.Villalobos Yohan I.Becerra Esther A.Manchado Francisco C.Herrera Deysma C.Zullo Marco A. T.Three new spirostanic brassinosteroid analogues have been synthesized for the first time from diosgenin: (25R)-2alpha,3alpha-epoxy-5alpha-hydroxyspirostan-6-one (3), (25R)-2beta,3alpha,5alpha-trihydroxyspirostan-6-one (5) and (25R)-2beta-methoxy-3alpha,5alpha-dihydroxyspirostan-6-one (6). In the radish hypocotyl elongation and cotyledon expansion bioassay compound 3 showed plant growth promoting activity whereas 6 was shown to be phytotoxic.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000300022steroidsbrassinosteroid analoguesdiosgenin
spellingShingle Rodríguez Caridad R.
Villalobos Yohan I.
Becerra Esther A.
Manchado Francisco C.
Herrera Deysma C.
Zullo Marco A. T.
Synthesis and biological activity of three new 5a-hydroxy spirostanic brassinosteroid analogues
Journal of the Brazilian Chemical Society
steroids
brassinosteroid analogues
diosgenin
title Synthesis and biological activity of three new 5a-hydroxy spirostanic brassinosteroid analogues
title_full Synthesis and biological activity of three new 5a-hydroxy spirostanic brassinosteroid analogues
title_fullStr Synthesis and biological activity of three new 5a-hydroxy spirostanic brassinosteroid analogues
title_full_unstemmed Synthesis and biological activity of three new 5a-hydroxy spirostanic brassinosteroid analogues
title_short Synthesis and biological activity of three new 5a-hydroxy spirostanic brassinosteroid analogues
title_sort synthesis and biological activity of three new 5a hydroxy spirostanic brassinosteroid analogues
topic steroids
brassinosteroid analogues
diosgenin
url http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532003000300022
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