24352-51-0Relevant articles and documents
Biological Activity of Brassinosteroids – Direct Comparison of Known and New Analogs in planta
Wendeborn, Sebastian,Lachia, Mathilde,Jung, Pierre M. J.,Leipner, J?rg,Brocklehurst, David,De Mesmaeker, Alain,Gaus, Katharina,Mondière, Régis
, (2017/02/26)
A systematic investigation of structural modifications of brassinosteroids is presented. We describe in detail their synthetic preparation, which includes significant improvements of previously reported protocols as well as access to new analogs with functional modifications of the steroid skeleton and of the C(17)-attached side chain. We report the biological potency of the prepared brassinosteroid analogs as plant hormones, which were carefully established in the French bean second internode elongation assay and discuss our observations in light of the recently reported structural data detailing the molecular interactions between brassinolide in the trimeric complex with the protein receptors kinases BRASSINOSTEROID INSENSITIVE 1 (BRI1) and SOMATIC EMBRYOGENESIS RECEPTOR KINASE 1 (SERK1). In a further part of this work we describe the preparation of H2O-soluble pro-forms of 24-epicastasterone and we discuss their physical properties, hydrolytic stabilities and biological activity.
The cathodic reduction of activated olefins. Experimental conditions allowing the specific hydrogenation of the enone derived from ergosterol
Brosa,Rodriguez-Santamarta,Pilard,Simonet
, p. 2655 - 2661 (2007/10/03)
The reduction of the bulky enone 1 derived from ergosterol was performed in non-aqueous media without and with proton donor. A fairly stable anion radical was obtained and characterized. When 1 was reduced in the presence of an efficient proton donor (benzoic acid, trifluoroacetic acid) saturation of the double bond was achieved with reasonable yield. The overall process as a function of experimental conditions is discussed.
Approaches towards the synthesis of a sulfur analog of ergosterol peroxide
Tsantrizos, Youla S.,Folkins, Patricia L.,Britten, James F.,Harpp, David N.,Ogilvie, Kelvin K.
, p. 158 - 164 (2007/10/02)
In an analogous fashion to the preparation of ergosterol peroxide from singlet oxygen, the preparation of its sulfur analog was attempted via the Diels-Alder addition of diatomic sulfur to ergosterol.Two of the recently reported methods for generating and
SYNTHESIS OF 3β-FLUORO DERIVATIVES OF 7-DEHYDROCHOLESTEROL AND OF ERGOSTEROL
Yakhimovich, R. I.,Fursaeva, N. F.,Pashinnik, V. E.
, p. 98 - 103 (2007/10/02)
It has been established that the fluorination of 3β-hydroxy-Δ5,7-steroids, unlike that of 3β-hydroxy-Δ5-steroids, does not lead to the formation of 3β-fluoro derivatives.The reaction products are 3α,5α-cyclo-Δ6,8(14) compo