Quantitative Structure−Activity Relationship Studies of Sulfamates RNHSO<sub>3</sub>Na: Distinction between Sweet, Sweet-Bitter, and Bitter Molecules

Drew, Michael G. B.; Wilden, Gareth R. H.; Spillane, William J.; Walsh, Rachel M.; Ryder, Caroline A.; Simmie, John M.

doi:10.1021/jf980095c

Cited by 45 publications

(31 citation statements)

References 37 publications

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“…This method has been used for the molecular lipophilicity estimations (Sarbu and Todor, 1998;Mannhold et al, 1998) and QSRR studies in chromatography (Héberger and Görgényi, 1999;Héberger, 2007), where its main advantage is clustering of solutes according to their retention behavior. Also, it is often used for studying structure-property relationship and QSAR investigations (Seybold, 1999;Drew et al, 1998).…”

Section: Introductionmentioning

confidence: 99%

Lipophilicity of some guaianolides isolated from two endemic subspecies of Amphoricarpos neumayeri (Asteraceae) from Montenegro

Atrrog

Natić

Tosti

et al. 2008

Biomedical Chromatography

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In this study 10 guaianolide-type sesquiterpene gamma-lactones named amphoricarpolides, isolated from the aerial parts of two endemic subspecies of Amphoricarpos neumayeri (ssp. neumayeri and ssp. murbeckii Bosnjak), were investigated by means of reversed-phase thin-layer chromatography. Methanol-water and tetrahydrofuran-water binary mixtures were used as mobile phase in order to determine lipophilicity parameters R (0) (M) and C(0). Some of the investigated compounds were screened for their cytotoxic activity against HeLa and B16 cells. Chromatographically obtained lipophilicity parameters were correlated with calculated logP values and IC(50) values. Principal component analysis identified the dominant pattern in the chromatographically obtained data.

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Section: Introductionmentioning

confidence: 99%

Lipophilicity of some guaianolides isolated from two endemic subspecies of Amphoricarpos neumayeri (Asteraceae) from Montenegro

Atrrog

Natić

Tosti

et al. 2008

Biomedical Chromatography

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“…agrotec., Lavras, v. 35, n. 5, p. 908-915, set./out., 2011 maximum amount of information from multidimensional datasets expressed as a matrix (DREW et al, 1998;MERDIA et al, 1979). The H360, HV313 and Falcon hybrids responded to foliar treatment with citric acid and all three are recommended for commercial propagation in this condition.…”

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confidence: 99%

Effect of citric acid on the proteolytic activity of Zea mays L.

et al. 2011

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MARTINEZ-PACHECO, M. M. et al. 908Ciênc. agrotec., Lavras, v. 35, n. 5, p. 908-915, set./out., 2011 Grain yield, soluble protein and proteolytic activity were monitored when the crop reached physiological maturity. Citric acid was applied before the appearance of the flag leaf, and induced an increase in the grain yield from 4222 to 5780 kg/ha, in the soluble protein from 6.34 to 7.91 mg/mg and into the proteolytic activity from 14.3 to 65.7 µU mg prot -1 . This is an increase of 2 to 12 times in the Falcon, H360 and HV313 hybrids, while the Buffalo hybrid responded with less intensity to the treatment with citric acid. In the H360 hybrid treated with citric acid, an increase in the proteolytic activity of aspartyl serine proteases was observed. The results indicate that citric acid differentially induces proteolytic activity and vigor in the corn hybrids analyzed. EFFECT OF CITRIC ACID ON THE Index terms:Maize, citric acid, proteolytic activity. RESUMOZea mays L. híbridos (Buffalo, Falcão, H360 e HV313) foram tratados com ácido cítrico (2000 ppm). O rendimento de grãos, proteína solúvel e atividade proteolítica foram monitorados na fase de maturação fisiológica do cultivo. O ácido cítrico aplicado antes do aparecimento da folha bandeira induziu um aumento na produção de grãos 4222 a 5780 kg/ha, na proteína solúvel de 6.34 -7.91 mg/mg de peso seco e atividade proteolítica de 14.3 to 65.7 µU mg prot

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“…We derived QSARs for molecules in 4 families, the sucrose and guanidine derivatives discussed above together with sulfamate and isovanillate families. The molecules used in these latter 2 families, and their RS values are previously published [12,13]. There were 149 molecules in all, and these were divided into a training set of 120 molecules and a test set of 29.…”

Section: Four Families Of Sweetener Moleculesmentioning

confidence: 99%

“…QSARs can be established most readily with families of molecules, and we have studied several series with known sweetness value. In previous work, we have studied 21 sulfamates that have RS values of 0.6 to 70.5 [12] and 41 isovanillates with RS values between 1 to 10 000 [13]. For the sulfamates, we used principal component analysis to distinguish between molecules that tasted sweet and bitter, and also developed linear multiple regression equations with good predictive power.…”

Section: Introductionmentioning

confidence: 99%

Computational studies of sweet-tasting molecules

Barker

Hattotuwagama

Drew

2002

Pure and Applied Chemistry

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Quantitative structure-activity relationships (QSARs) are developed for two separate families of sweet-tasting molecules for which sweetness values relative to sucrose (RS) have been measured. For these two families of sucrose and guanidine derivatives, the molecules were divided into training and test sets. Linear multiple regression equations have been generated to relate separately log(RS) to two types of parameters, namely molecular descriptors and energies derived via molecular field analysis (MFA). The parameters used in the development of linear multiple regression equations were selected by the genetic algorithm. The equations obtained show high predictive quality, which is confirmed by statistical parameters obtained with the test sets.The data for these two families were then combined with data from two other families previously studied, namely the sulfamates and isovanillates, to make a set of 149 compounds. These molecules were also studied by QSAR methods. The generated equations show remarkable predictive power, and the quality of the results suggest that the mechanism of sweet taste receptor is similar and, therefore, that there could well be only one receptor site for sweet taste, particularly for the four sweet taste families considered in this work.

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Quantitative Structure−Activity Relationship Studies of Sulfamates RNHSO₃Na: Distinction between Sweet, Sweet-Bitter, and Bitter Molecules

Cited by 45 publications

References 37 publications

Lipophilicity of some guaianolides isolated from two endemic subspecies of Amphoricarpos neumayeri (Asteraceae) from Montenegro

Lipophilicity of some guaianolides isolated from two endemic subspecies of Amphoricarpos neumayeri (Asteraceae) from Montenegro

Effect of citric acid on the proteolytic activity of Zea mays L.

Computational studies of sweet-tasting molecules

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Quantitative Structure−Activity Relationship Studies of Sulfamates RNHSO3Na: Distinction between Sweet, Sweet-Bitter, and Bitter Molecules

Cited by 45 publications

References 37 publications

Lipophilicity of some guaianolides isolated from two endemic subspecies of Amphoricarpos neumayeri (Asteraceae) from Montenegro

Lipophilicity of some guaianolides isolated from two endemic subspecies of Amphoricarpos neumayeri (Asteraceae) from Montenegro

Effect of citric acid on the proteolytic activity of Zea mays L.

Computational studies of sweet-tasting molecules

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Product

Resources

About

Quantitative Structure−Activity Relationship Studies of Sulfamates RNHSO₃Na: Distinction between Sweet, Sweet-Bitter, and Bitter Molecules