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A Constrained Diketopiperazine as a New Scaffold for the Synthesis of Peptidomimetics (1998)

Pons, Jean-François ; Fauchère, Jean-Luc ; Lamaty, Frédéric ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1998 (1998), S. 853-859

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ISSN: 1434-193X

Keywords: N-Alkylation ; Diketopiperazine building block ; Peptidomimetics ; RGD analogues ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: As a new scaffold for peptidomimetic synthesis, a highly constrained bifunctional diketopiperazine, 4, has been prepared by smooth N-alkylation with tert-butyl bromoacetate. As a first application, we describe herein the synthesis of new peptidomimetics of the Arg-Gly-Asp (RGD) sequence. The product 30, which shows a selective platelet-aggregation inhibiting activity, can be used as a lead for the preparation of more potent products.

Type of Medium: Electronic Resource

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