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Crystal Structures of Cyclosporin Derivatives: O-Acetyl-(4R)-4-(E-2-butyl)-4,N-dimethyl-L-threonyl-cyclosporin A and O-Acetyl-(4R)-4-[E-2-(4-bromobutyl)]-4,N-dimethyl-L-threonyl-cyclosporin A

1999; Wiley-VCH; Volume: 64; Issue: 1 Linguagem: Inglês

10.1135/cccc19990089

1212-6950

Bohumil Kratochvíl, Alexandr Jegorov, Svetlana Pakhomova, Michal Hušák, P. Bulej, Ladislav Cvak, Petr Sedmera, Vladimı́r Havlı́ček,

RNA Interference and Gene Delivery

The structures of O -acetyl-(4 R )-4-( E -2-butyl)-4, N -dimethyl-L-threonyl-cyclosporin A ( 1 ) and O -acetyl-(4 R )-4-[ E -2-(4-bromobutyl)]-4, N -dimethyl-L-threonyl-cyclosporin A ( 2 ) were determined by X-ray diffraction methods and compared with the structure of related cyclosporins. In contrast to expectation, neither the acetylation nor the subsequent bromination of 1 affects the conformation and packing of cyclosporins in the solid state. Both compounds are isomorphous and crystallize in the orthorhombic space group P2 1 2 1 2 1 with a = 12.936(2) Å, b = 15.590(2) Å, c = 36.280(3) Å, and a = 12.916(3) Å, b = 15.675(4) Å, c = 36.715(7) Å, for 1 and 2 , respectively.