Synthesis, characterization, and thermal behavior of steroidal dendrons

Jarmo Ropponen; Jari Tamminen; Manu Lahtinen; Juha Linnanto; Kari Rissanen; Erkki Kolehmainen

doi:10.1002/ejoc.200400416

Synthesis, characterization, and thermal behavior of steroidal dendrons

Jarmo Ropponen, Jari Tamminen, Manu Lahtinen, Juha Linnanto, Kari Rissanen, Erkki Kolehmainen

Not published at VTT

University of Jyväskylä

Research output: Contribution to journal › Article › Scientific › peer-review

25 Citations (Scopus)

Abstract

A series of novel dendritic steroidal polyesters of first and second generation has been synthesized in convergent fashion by the use of 2,2-bis(hydroxymethyl)propionic acid as a repeating unit. The first- and second-generation hydroxyfunctionalized dendrons with a variety of surface modifications were produced through the use of four bile acids: lithocholic acid (LCA), ursodeoxycholic acid (UDCA), deoxycholic acid (DCA), and cholic acid (CA). The thermal behavior of the steroidal dendrons was characterized by differential scanning calorimetry (DSC) and by thermogravimetric analysis (TGA). Finally, quantum chemical calculation methods were used to study the geometries of the dendrons and the occurrence of intramolecular hydrogen bonds in these dendritic molecules.

Original language	English
Pages (from-to)	73-84
Journal	European Journal of Organic Chemistry
Volume	2005
Issue number	1
DOIs	https://doi.org/10.1002/ejoc.200400416
Publication status	Published - 27 Dec 2004
MoE publication type	A1 Journal article-refereed

Keywords

Aliphatic esters
Bile acids
Dendrimers
Steroids
Thermal analysis

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10.1002/ejoc.200400416

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abstract = "A series of novel dendritic steroidal polyesters of first and second generation has been synthesized in convergent fashion by the use of 2,2-bis(hydroxymethyl)propionic acid as a repeating unit. The first- and second-generation hydroxyfunctionalized dendrons with a variety of surface modifications were produced through the use of four bile acids: lithocholic acid (LCA), ursodeoxycholic acid (UDCA), deoxycholic acid (DCA), and cholic acid (CA). The thermal behavior of the steroidal dendrons was characterized by differential scanning calorimetry (DSC) and by thermogravimetric analysis (TGA). Finally, quantum chemical calculation methods were used to study the geometries of the dendrons and the occurrence of intramolecular hydrogen bonds in these dendritic molecules.",

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AU - Ropponen, Jarmo

AU - Tamminen, Jari

AU - Lahtinen, Manu

AU - Linnanto, Juha

AU - Rissanen, Kari

AU - Kolehmainen, Erkki

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AB - A series of novel dendritic steroidal polyesters of first and second generation has been synthesized in convergent fashion by the use of 2,2-bis(hydroxymethyl)propionic acid as a repeating unit. The first- and second-generation hydroxyfunctionalized dendrons with a variety of surface modifications were produced through the use of four bile acids: lithocholic acid (LCA), ursodeoxycholic acid (UDCA), deoxycholic acid (DCA), and cholic acid (CA). The thermal behavior of the steroidal dendrons was characterized by differential scanning calorimetry (DSC) and by thermogravimetric analysis (TGA). Finally, quantum chemical calculation methods were used to study the geometries of the dendrons and the occurrence of intramolecular hydrogen bonds in these dendritic molecules.

KW - Aliphatic esters

KW - Bile acids

KW - Dendrimers

KW - Steroids

KW - Thermal analysis

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Synthesis, characterization, and thermal behavior of steroidal dendrons

Abstract

Keywords

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