Cyclosporin C
CAS: 59787-61-0
Assay: 95% Min
Synonym: Cyclosporin C, Thr2-cyclosporine.
Description: Nonpolar cyclic oligopeptide with immunosuppressant activity A Cyclosporin A derivative.
Solubility: Soluble in methanol, ethanol, acetone, ether, chloroform; slightly soluble in water and saturated hydrocarbons.
References: Budavari, Susan, ed. 1989. The Merck Index: An Encyclopedia of Chemicals, Drugs and Biologicals. Rahway, NJ, Merck & Co.
The selective
and reversible insertion of pseudo-proline (¦·Pro) systems in cyclosporin
C (CsC) featuring different C(2) substituents at the oxazolidine ring
and its impact on the conformational and biological properties is
described. The presence of a 5-membered ring exerts drastic effects
upon the backbone conformation of CsC as demonstrated by NMR analysis.
For example, the number of conformations, in particular in DMSO-d6,
is strongly reduced and a cis 1-2 amide bond is induced when dialkylated
at the C(2) position, resulting in a complete loss of the binding
capacity to its receptor CypA. The reversibility of ¦·Pro insertion
allows the temporary introduction of
conformational constraints representing a new strategy in pro-drug
design.
Find literature of Cyclosporin C:
1. "Cyclosporin C is the main antifungal compound produced by Acremonium luzulae."
By M Moussaif, P Jacques, P Schaarw?chter, H Budzikiewicz, and P Thonart. Centre Wallon de Biologie Industrielle, University of Liege, Belgium.
2. "Administration diluents differentiate Neoral from a generic cyclosporine oral solution"
Writen by Kovarik J.M; Barilla D; McMahon L.; Wang Y; Kisicki J; Schmouder R
3. "Pseudoprolines (YPro) : Targeting Bioactive Conformations of Cyclosporine Analogues"
Writen by Luc Patiny, Michael Keller, Torsten W?hr, Jean-Fran?ois Guichou and Manfred Mutter. Institute of Organic Chemistry, University of Lausanne, BCH-Dorigny, CH-1015 Lausanne, Switzerland
Writen by Ray JE, Keogh AM, McLachlan AJ, Akhlaghi F. Department of Clinical Pharmacology and Toxicology, Institute of Laboratory Medicine, Sydney, Australia
