Efficient Application of 2D NMR Correlation Information in Computer-Assisted Structure Elucidation of Complex Natural Products

Efficiency is one of the essential problems concerning computer-assisted structure elucidation (CASE) systems if real-world problems are to be solved by them. On account of this, in our newly developed CASE system, CISOC-SES (Computerized Information System for Organic Chemistry-Structure Elucidation System), 2D NMR correlation information, instead of chemical shifts, is fully exploited through some novel approaches such as reduction of the search space based on one-bond connectivities (typically derived from COSY or INADEQUATE spectra), weighting and rearrangement of the search tree based on long-range connectivities (typically derived from HMBC or COLOC spectra), and prospective evaluation of intermediate structures based on the rate of satisfaction of long-range connectivities. The rationale and implementation of these approaches are described in this paper, while the practical application of the system to the structure elucidation of complex natural products, which gives satisfactory results, is discussed in the following paper in this issue,

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