Incorporation of 4J-HMBC and NOE Data into Computer-Assisted Structure Elucidation with WebCocon

• Published in: Molecules (Basel, Switzerland) Vol. 26; no. 16; p. 4846
• Main Authors: Köck, Matthias, Lindel, Thomas, Junker, Jochen
• Format: Journal Article
• Language: English
• Published: Basel MDPI AG 11-08-2021; MDPI
• Subjects: Caffeine; Conformation; Connectivity; Constitutions; Data processing; Datasets; Genetic algorithms; HMBC; Natural products; NMR; NOE; Post-production processing; Proposals; Software; structure elucidation; web-based tools
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules26164846

Over the past decades, different software programs have been developed for the Computer-Assisted Structure Elucidation (CASE) with NMR data using with various approaches. WebCocon is one of them that has been continuously improved over the past 20 years. Here, we present the inclusion of 4JCH correlations (4J-HMBC) in the HMBC interpretation of Cocon and NOE data in WebCocon. The 4J-HMBC data is used during the structure generation process, while the NOE data is used in post-processing of the results. The marine natural product oxocyclostylidol was selected to demonstrate WebCocon’s enhanced HMBC data processing capabilities. A systematic study of the 4JCH correlations of oxocyclostylidol was performed. The application of NOEs in CASE is demonstrated using the NOE correlations of the diterpene pyrone asperginol A known from the literature. As a result, we obtained a conformation that corresponds very well to the existing X-ray structure.