title: Simple method for identification of skeletons of aporphine alkaloids from 13C NMR data using artificial neural networks.
abstract: This paper describes the use of artificial neural networks as a theoretical tool in the structural determination of alkaloids from (13)C NMR chemical shift data, aiming to identify skeletal types of those compounds. For that, 162 aporphine alkaloids belonging to 12 different skeletons were codified with their respective (13)C NMR chemical shifts. Each skeleton pertaining to aporphine alkaloid type was used as output, and the (13)C NMR chemical shifts were used as input data of the net. Analyzing the obtained results, one can then affirm the skeleton to which each one of these compounds belongs with high degree of confidence (over 97%). The relation between the correlation coefficient and the number of epochs and the architecture of net (3-layer MLP or 4-layer MLP) were analyzed, too. The analysis showed that the results predicted by the 3-layer MLP networks trained with a number of the epochs higher than 900 epochs are the best ones. The artificial neural nets were shown to be a simple and efficient tool to solve structural elucidation problems making use of (13)C NMR chemical shift data, even when a similarity between the searched skeletons occurs, offering fast and accurate results to identification of skeletons of organic compounds.
authors.affiliation: Instituto de Química, Universidade de São Paulo, Caixa Postal 26077, 05513-970, São Paulo, SP, Brazil.
authors.forename: Alessandra R
authors.initials: AR
authors.lastname: Rufino
authors.forename: Antônio J C
authors.initials: AJ
authors.lastname: Brant
authors.forename: João B O
authors.initials: JB
authors.lastname: Santos
authors.forename: Marcelo J P
authors.initials: MJ
authors.lastname: Ferreira
authors.forename: Vicente P
authors.initials: VP
authors.lastname: Emerenciano
mesh_terms: D000470:Alkaloids / Q000737:chemistry*; D001060:Aporphines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy
chemical_list: D000470:Alkaloids; D001060:Aporphines; C081279:aporphine