Collect. Czech. Chem. Commun.
2002, 67, 103-114
https://doi.org/10.1135/cccc20020103
Syntheses of Dexamethasone Conjugates of the Phytohormones Gibberellin A3 and 24-Epicastasterone
Adelheid Kolbe, Robert Kramell, Andrea Porzel, Jürgen Schmidt, Gernot Schneider and Günter Adam*
Institut für Pflanzenbiochemie, Weinberg 3, D-06120 Halle/S., Germany
Abstract
The syntheses of N-[10-(9α-fluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxamido)decyl]gibberellamide (7) and 6-[({N-[10-(9α-fluoro-11β,17α-dihydroxy- 16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxamido)decyl]carbamoyl}methoxy)imino]-24-epicastasterone (10) are described. [(Benzotriazol-1-yl)oxy]bis(pyrrolidin-1-yl)methylium hexafluorophosphate (HBPyU) was used as the coupling agent for the reaction of gibberellic acid as well as of 24-epicastasterone-O-(carboxymethyl)oxime with N-(10-aminodecyl)- 9α-fluoro-11β,17α-dihydroxy-16α-methyl-3-oxoandrosta-1,4-diene-17β-carboxamide (4). The gibberellic acid conjugate 7 was also synthesised by the coupling of succinimidyl gibberellate 6 with amine 4.
Keywords: Phytohormones; Gibberellins; Steroids; Brassinosteroids; Conjugation; Dexamethasone; Gibberellin A3; 24-Epicastasterone.
References: 10 live references.
