Conformational studies of two new brassinosteroid analogues with a 22,23-trans diol function

Citation
S. Drosihn et al., Conformational studies of two new brassinosteroid analogues with a 22,23-trans diol function, J CHEM S P2, (2), 1999, pp. 233-238
Citations number
11
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
ISSN journal
03009580 → ACNP
Issue
2
Year of publication
1999
Pages
233 - 238
Database
ISI
SICI code
0300-9580(199902):2<233:CSOTNB>2.0.ZU;2-L
Abstract
22,24-Diepiteasterone (3) and 23,24-diepiteasterone (4) were synthesized st arting from a mixture of the corresponding (22S,23S)- and (22R,23R)-epoxide s. Using detailed NOE investigations and molecular dynamic simulations with explicit solvent, the preferred conformations of both compounds were deter mined in solution. For both compounds 3 and 4 a preferred conformation of t he side chain was found. For 4, by X-ray analysis the conformation in cryst alline state was determined which differs distinctly from that in solution.