Peptidomimetics in Organic and Medicinal Chemistry by Antonio Guarna

By Antonio Guarna

A peptidomimetic is a small protein-like chain designed to imitate a peptide with adjusted molecular houses corresponding to superior balance or organic job. it's a very strong technique for the new release of small-molecule-based medicinal drugs as enzyme inhibitors or receptor ligands.

Peptidomimetics in natural and Medicinal Chemistry outlines the recommendations and artificial techniques underlying the construction of bioactive compounds of a peptidomimetic nature. subject matters lined contain the chemistry of unnatural amino acids, peptide- and scaffold-based peptidomimetics, amino acid-side chain isosteres, spine isosteres, dipeptide isosteres, beta-turn peptidomimetics, proline-mimetics as flip inducers, cyclic scaffolds, amino acid surrogates, and scaffolds for combinatorial chemistry of peptidomimetics. Case experiences within the hit-to-lead method, equivalent to the improvement of integrin ligands and thrombin inhibitors, illustrate the winning software of peptidomimetics in drug discovery.

Show description

Read or Download Peptidomimetics in Organic and Medicinal Chemistry PDF

Similar pharmacy books

Combinatorial Peptide and Nonpeptide Libraries: A Handbook

Reference on compound libraries of peptides, for researchers in natural synthesis, biochemistry, biotechnology, pharmacology, medication, and scientific chemistry. large assurance of man-made ways and applied sciences, mass spectrometry, and screening assays. forty seven participants, 21 U. S.

Development of biopharmaceutical parenteral dosage forms

This up to date reference delineates-in a scientific fashion-the applicable, sequential steps for the formula of secure, potent, reliable, and marketable liquid parenteral biopharmaceutical products-covering basics and crucial pathways for every section in addition to its objective, functionality, and relation to different phases within the product improvement strategy.

Dietary Supplements and Functional Foods

The learn of dietary vitamins has turn into more and more very important inside of orthodox institutions during the global, and because the marketplace for those items maintains to develop, so does the necessity for complete scientifically sound information regarding those items, their homes and strength wellbeing and fitness results.

Steroid-Protein Interactions

This is often the tale of steroid-protein interactions as one investigator sees it. Following the overall suggestion of this monograph sequence, it emphasizes the consequences and interpretations received within the author's laboratory, and is for this reason a subjective account. spotting, how­ ever, that the dialogue of the topic will be incomplete if the cloth have been constrained to 1 scientist's paintings, the basic in attaining­ ments of alternative investigators were included.

Extra info for Peptidomimetics in Organic and Medicinal Chemistry

Sample text

Et al. (2003) Angew. , Int. , 42, 535. , Hong, S. et al. (2009) J. Am. Chem. , 131, 5564. Maity, P. and Koenig, B. (2008) Org. , 10, 1473. The Basics of Peptidomimetics 17 21. D. T. (1997) Annu. Rev. , 66, 385. 22. Moriuchi, T. and Hirao, T. (2004) Chem. Soc. , 33, 294. 23. , Mackin, G. et al. (1996) J. Am. Chem. , 118, 2764. D. and Maitra, S. (1999) J. Am. Chem. , 121, 8409. 24. S. R. , 29, 5081. 25. , Zabel, M. and König, B. (2004) Org. , 6, 1349. 26. (a) Feigel, M. (1986) J. Am. Chem. , 108, 181.

Finally, ether-bridged peptidomimetics have been developed for the construction of macrocyclic compounds. These have been approached by introducing bis-aryl ether bonds using SN Ar [30], copper-catalysed Ullman reaction [31] or aryl boronic acid-mediated cyclization [32], or by developing alkyl-aryl ether bonds by means of SN Ar [33] and intramolecular Mitsunobu reactions [34]. This approach has been applied to achieve a tether between backbone moieties linked to side-chain functional groups, resulting in the corresponding cyclic compound.

More complex local modifications have considered the introduction of dipeptide isosteres, with aim of mimicking amide bond and side-chains with suitable chemical moieties. The dipeptide fragment is commonly addressed with cyclic compounds possessing chemical tethers for imposing restricted conformations. In addition, retro-inverso isomeric moieties, double bond fragments and cyclic cis-amide bond isosteres have been proposed with aim of replacing the amide bond without altering the topology of the adjacent side-chains of the corresponding dipeptide.

Download PDF sample

Rated 4.93 of 5 – based on 34 votes