Stereoselective synthesis of C < inf > 18 < /inf > -guggultetrol and C < inf > 18 < /inf > -phytosphingosine analogues from d-fructose
Stereoselective synthesis of C < inf > 18 < /inf > -guggultetrol and C < inf > 18 < /inf > -phytosphingosine analogues from d-fructose
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Date
2012-10-01
Authors
Ramu Sridhar, Perali
Suresh, Mandava
Venu Kumar, Patteti
Seshadri, Kalapati
Venkata Rao, Chunduri
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Abstract
A series of C 18-guggultetrol stereo isomers and C 18-phytosphingosine regio/stereo isomers were synthesised in a stereoselective fashion involving metal mediated fragmentation, stereoselective reduction, 1,4 O→O silyl migration, and Grubbs' cross metathesis as key steps. d-Fructose was used as a raw material for the preparation of all the analogues. The isophytosphingosine derivatives were evaluated against their 5-LOX (5-lipoxigenase) inhibitory activity. © 2012 Elsevier Ltd. All rights reserved.
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Keywords
5-Lipoxigenase,
C -Guggultetrol 18,
d-Fructose,
Isophytosphingosine,
Phytosphingosine
Citation
Carbohydrate Research. v.360