Volume 29, Issue 1
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ChemInform Abstract: C32-Amino Derivatives of the Immunosuppressant Ascomycin.

H. O. OK

H. O. OK

Dep. Med. Chem., Merck Res. Lab., Rahway, NJ 07065, USA

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J. L. SZUMILOSKI

J. L. SZUMILOSKI

Dep. Med. Chem., Merck Res. Lab., Rahway, NJ 07065, USA

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T. R. BEATTIE

T. R. BEATTIE

Dep. Med. Chem., Merck Res. Lab., Rahway, NJ 07065, USA

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M. T. GOULET

M. T. GOULET

Dep. Med. Chem., Merck Res. Lab., Rahway, NJ 07065, USA

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M. J. STARUCH

M. J. STARUCH

Dep. Med. Chem., Merck Res. Lab., Rahway, NJ 07065, USA

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F. J. DUMONT

F. J. DUMONT

Dep. Med. Chem., Merck Res. Lab., Rahway, NJ 07065, USA

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M. J. WYVRATT

M. J. WYVRATT

Dep. Med. Chem., Merck Res. Lab., Rahway, NJ 07065, USA

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First published: 24 June 2010

Abstract

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ChemInform Abstract

Various C32-amino derivatives are investigated as replacements for the C32-hydroxyl group of ascomycin (I) and its C24-deoxy analogue. Substitution of the C32 hydroxyl group with the epimeric amino moiety, cf. compound (IV), leads to an approximate ten-fold loss in potency which is partially recovered with the removal of the C24 hydroxyl group, cf. compound (VII).

chemical structure image

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