116724-02-8Relevant articles and documents
Potent Kv1.3 inhibitors from correolide - Modification of the C18 position
Bao, Jianming,Miao, Shouwu,Kayser, Frank,Kotliar, Andrew J.,Baker, Robert K.,Doss, George A.,Felix, John P.,Bugianesi, Randal M.,Slaughter, Robert S.,Kaczorowski, Gregory J.,Garcia, Maria L.,Ha, Sookhee N.,Castonguay, Laurie,Koo, Gloria C.,Shah, Kashmira,Springer, Marty S.,Staruch, Mary Jo,Parsons, William H.,Rupprecht, Kathleen M.
, p. 447 - 451 (2007/10/03)
Correolide (1) was converted to a new series of tetracyclic Kv1.3 blockers 2. SAR for this class of compounds in two functional assays, Rb_Kv and human T cell proliferation, is presented herein. Kv1.3, the voltage-gated potassium channel in human T cells, represents a new target for treating immunosuppression and autoimmune diseases. Correolide (1), a pentacyclic natural product, is a potent and selective Kv1.3 channel blocker. Simplification of correolide via removal of its E-ring generates enone 4, whose modification produced a new series of tetracyclic Kv1.3 blockers. The structure-activity relationship for this class of compounds in two functional assays, Rb_Kv and human T cell proliferation, is presented herein. The most potent analog 43 is 15-fold more potent than correolide as inhibitor of human T cell proliferation.
Diastereoselective noncovalent synthesis of hydrogen-bonded double-rosette assemblies
Prins, Leonard J.,Hulst, Ron,Timmerman, Peter,Reinhoudt, David N.
, p. 2288 - 2301 (2007/10/03)
Chiral centers present either in the dimelamine components of calix[4]arene 1 or in the cyanurate components CA quantitatively induce one handedness (P or M) in the corresponding hydrogen-bonded assemblies 13·(CA)6 (de>98%). The high degree of chiral induction results from the presence of six chiral centers in close proximity (Cα) to the core of the assembly. A much lower level of chiral induction is observed for assemblies with chiral centers that are more remote (Cβ). All diastereomerically pure assemblies 13·(CA)6 exhibit very high CD activities (|Δεmax|~100 L mol-1cm-1), in sharp contrast to the low CD activities (|Δεmax|≤8 L mol-1cm-1) shown by the free components. The assemblies display spontaneous resolution under thermo-dynamically controlled conditions (i.e., heteromeric assemblies containing both peripheral R and S centers are not observed. Remarkable assembly behavior is observed if both components 1 and CA are chiral. In general, formation of well-defined assemblies is only observed when both components contain unidirectional information for the induction of either M or P chirality.
Tetracyclic triterpene derivatives with immunosuppressant activity
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, (2008/06/13)
The compounds of Formula I are useful as immunosuppressive agents.
Furanyl, tetracyclic triterpene derivatives with immunosuppressant activity
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, (2008/06/13)
The compounds of Formula I are useful as immunosuppressive agents.