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Cyclosporins--new analogues by precursor directed biosynthesis.

作者信息

Traber R, Hofmann H, Kobel H

机构信息

SANDOZ Ltd., Preclinical Research, Biotechnology, Basel, Switzerland.

出版信息

J Antibiot (Tokyo). 1989 Apr;42(4):591-7. doi: 10.7164/antibiotics.42.591.

DOI:10.7164/antibiotics.42.591
PMID:2722674
Abstract

Cyclosporin A (ciclosporin), a potent and clinically important immunosuppressive drug (Sandimmun), represents the main component of a group of over 25 closely related, cyclic undecapeptides produced by the fungus Tolypocladium inflatum. By feeding experiments using DL-alpha-allylglycine as precursor, specific incorporation in position 2 was attained leading to [Allylgly2]cyclosporin A. Exogenously supplied L-beta-cyclohexylalanine results in the almost exclusive production of [MeCyclohexylala1]cyclosporin A (replacement of methylbutenyl-methylthreonine-1). D-Alanine in position 8 can be successfully substituted by D-serine. The new [D-Ser8] analogues of the cyclosporins A, C, D and G as well as [Allylgly2]cyclosporin A exhibit high immunosuppressive effects.

摘要

相似文献

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