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

Area of Science:

• Organic Chemistry
• Computational Chemistry
• Natural Products Chemistry

Background:

• Computer-Assisted Structure Elucidation (CASE) software aids in determining molecular structures from NMR data.
• WebCocon is a long-standing CASE software that has undergone continuous development for two decades.
• Previous versions primarily utilized HMBC and NOE data in separate processing steps.

Purpose of the Study:

• To enhance the WebCocon software by integrating 4-bond Heteronuclear Multiple Bond Correlation (4J-HMBC) and Nuclear Overhauser Effect (NOE) data processing.
• To improve the accuracy and efficiency of Computer-Assisted Structure Elucidation (CASE) using NMR data.
• To demonstrate the utility of these new features with complex natural product structures.

Main Methods:

• Incorporation of 4J-HMBC correlations into the HMBC interpretation within WebCocon.
• Inclusion of NOE data for post-processing of structural elucidation results.
• Application of the enhanced WebCocon to the marine natural product oxocyclostylidol and the diterpene pyrone asperginol A.

Main Results:

• Demonstrated successful integration and utilization of 4J-HMBC data during the structure generation phase.
• Showcased the application of NOE data in the post-processing stage for conformational analysis.
• Achieved highly accurate structural determination and conformational representation for tested natural products.

Conclusions:

• The enhanced WebCocon software with integrated 4J-HMBC and NOE data processing significantly improves CASE capabilities.
• The new features provide a more comprehensive approach to NMR-based structure elucidation.
• This advancement offers greater precision in defining molecular structures and conformations, particularly for natural products.