Quantum Mechanical Calculation of Coupling Constants in the Configurational Analysis of Flexible Systems: Determination of the Configuration of Callipeltin A

✍ Scribed by Carla Bassarello; Angela Zampella; Maria Chiara Monti; Luigi Gomez-Paloma; Maria Valeria D’Auria; Raffaele Riccio; Giuseppe Bifulco

• Publisher: John Wiley and Sons
• Year: 2006
• Tongue: English
• Weight: 120 KB
• Volume: 2006
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200500740

✦ Synopsis

Abstract

An integrated NMR‐quantum mechanical (QM) approach, relying on the comparison between calculated and experimental J‐values, was applied to the analysis of the relative configuration of four amino acid units (known as AGDHE, D‐__a__Thr1, D‐__a__Thr2 and β‐OMeTyr) contained in callipeltin A, a cyclopeptide endowed with a powerful inhibitory activity on the cardiac sodium/calcium exchanger and also showing interesting antiviral and antifungal properties. In this paper we report the first example of the application of this method to a real case, which allowed the assignment of the relative configuration of the β‐OMeTyr residue and the revision of the configuration of the Thr2 unit in callipeltin A. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)