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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Synthesis of a Dicarba-Analog of Octreotide Keeping the Type II β -Turn of the Pharmacophore in Water Solution

Author(s): Alfonso Carotenuto, Debora D 'Addona, Eleonora Rivalta, Mario Chelli, Anna Maria Papini, Paolo Rovero and Mauro Ginanneschi

Volume 2, Issue 3, 2005

Page: [274 - 279] Pages: 6

DOI: 10.2174/1570178053765276

Price: $65

Abstract

The Z isomer of the new constrained analog of the anticancer drug octreotide,where L,L-cystine is replaced by 4,5-dehydro-L,L-diaminosuberic acid,was prepared by solid-phase ring-closing metathesis.NMR study ascertained that this molecule is conformationally very close to the parent octreotide and remains unaffected by the enzymatic pool of the human serum for more than 30 h.

Keywords: octreotide analog, solid-phase ring-closing metathesis, nmr conformational study


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