Add time:08/29/2019         Source:sciencedirect.com

As part of a program towards the development of specific inhibitors of human lysosomal β-hexosaminidase for use as chemical chaperones in therapy of GM2 gangliosidosis related diseases, the synthesis of 2-acetamidomethyl derivatives of isofagomine has been undertaken. Key event in this synthesis is the conversion of a C-2 substituted gluconolactone derivative into the corresponding lactam, followed by reduction to the corresponding amine. The 1-N-imino-2 acetamidomethyl derivative 5 proved to be a rather selective inhibitor with a Ki of 2.4 μM for homogenate of human spleen lysosomal β-hexosaminidase.

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