Application of a New Expert System for the Structure Elucidation of Natural Products from Their 1D and 2D NMR Data

Abstract

Described herein are applications of the latest version of the StrucEluc expert software system, enhanced to use 2D NMR data, to the structure elucidation of 60 recently isolated natural products. In this study, selected molecules containing between 15 and 65 skeletal atoms and having molecular masses ranging from 200 to 900 amu have been investigated. The correct structure was determined unambiguously for 58 of these molecules. The structures for 75% of the data sets were determined in less than one minute, while 90% of the analyses required no more than 30 minutes. The strategy of structure elucidation by this expert system is described, and several examples are discussed. These illustrate that StrucEluc is a powerful and versatile analytical tool for the structure elucidation of natural products.

Elucidação estrutural de substâncias orgânicas com auxílio de computador: evoluções recentes

“…O sistema é distribuído e caso o acesso à internet esteja disponível, é capaz de distribuir a tarefa para outros computadores executando o SENECA, o que pode tornar o processo mais rápido. Embora os autores não afirmem, o SENECA pode ser uma ótima alternativa livre ao ACD/StrucEluc, tendo inclusive chegado aos mesmos resultados deste último software na elucidação do triterpeno policapol 61,62 .…”

Logic Structure Determination (LSD) as a Computer Assisted Structure Elucidation (Case) for Molecular Structure Determination of Cytotoxic Cembranoids from Soft Coral

“…StrucEluc has proven itself to be a powerful tool in automatic computer assisted structure elucidation (Elyashberg et al, 2002;Jayaseelan & Steinbeck, 2014). However, as a commercial application, the cost of using this software may beyond the average marine natural products laboratory in Indonesia.…”

Automated structure elucidation — the benefits of a symbiotic relationship between the spectroscopist and the expert system

“…Similarly, little attention has been paid to the detection of contradictions in 2D NMR data and methods by which these can be resolved. It is known [15,17] that the source of contradictions is, for example, the presence of cross peaks in COSY or HMBC spectra that correspond to couplings over four or more bonds. Commonly computer software applications are defaulted to correlations over fewer bonds.…”

“…The drawbacks highlighted in the preceding discussion have mostly been overcome in the StrucEluc system [15][16][17]. During development, the capabilities of the StrucEluc program package have been challenged and evaluated by using the published 2D NMR data for more than one hundred natural products whose structures were elucidated.…”