Work

Auxiliary-controlled diastereoselective synthesis of a syn C-6-epimer of the ADAM 10 inhibitor GI254023X

Year: 2020

Type: article

Abstract: ADAM10 is a cell surface-expressed metalloprotease involved in various cell adhesion and proteolytic processes, in which biological studies have linked an over-expression of ADAM10 to the development and progression of various types of diseases including cancer.GI254023X is a hydroxamate metalloprotease inhibitor known for ADAM10 activity inhibition, but for which structure-activity based biological information for assessing anti-tumour and anti-inflammatory activity is lacking.In this work, an Evans' asymmetric boron aldol reaction was used to synthesise a syn C-6-epimer of GI254023X intended for biological evaluation against the natural inhibitor.

Source: ARKIVOC

DOI: 10.24820/ark.5550190.p011.260

Authors: Shankari Nair, Jan Rijn Zeevaart, Roger Hunter

Institutions: University of Cape Town, South African Nuclear Energy Corporation (South Africa), iThemba Laboratory

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: diamond

Funder: National Research Foundation

OpenAlex ID: W3081035686

FWCI: 0.186

Cites: 16

Cited by: 2

Related to: 10