Chemotaxonomic analysis of Astragalus caprinus (Fabaceae) based on the flavonic patterns

Semmar, Nasredine; Jay, Maurice; Farman, Muhammad; Chemli, Rachid

doi:10.1016/j.bse.2004.06.003

Cited by 17 publications

(29 citation statements)

References 13 publications

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“…23) (Semmar et al, 2005b): Chtp I was exclusively characterized by the presence of diglycosides of methylated flavonols (rhamnazine, rhamnocitrin) (11-14) which are acylated by a methyl-glutaric acid. Chtp II was characterized by high regulation of a tetraglycoside of quercetin (1).…”

Section: Metabotypes Based On Profilingmentioning

confidence: 99%

Metabotype Concept: Flexibility, Usefulness and Meaning in Different Biological Populations

Semmar¹

2012

Metabolomics

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Section: Metabotypes Based On Profilingmentioning

confidence: 99%

Metabotype Concept: Flexibility, Usefulness and Meaning in Different Biological Populations

Semmar¹

2012

Metabolomics

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“…Some individual plants were collected during each year, and led to conclude that the results concerning a same plant were identical whatever the sampling year. Concerning the three geographical areas, they represent three different climates: from north to south, the atmospheric temperatures increase, and the rainfall decreases (Semmar et al, 2005). This last information was considered to analyze later the effect of environment on the chemical results.…”

Section: Sampling Of Plant Materialsmentioning

confidence: 99%

“…From HPLC or GC database, these chemotypes can be highlighted and validated using different multivatiate analyses, e.g. principal component, correspondence, cluster and discriminant analyses (Semmar et al 2005;Fiehn et al, 2000). Each chemotype 140 N. Semmar, M. Jay and S. Nouria CHEMOECOLOGY can be attributed to the major regulation of a metabolic pathway leading to a characteristic pattern in which some chemical compounds are major elements by opposition to other minor ones.…”

Section: Introductionmentioning

confidence: 99%

“…This new approach was illustrated here, from a database of 404 individual plants Astragalus caprinus (Leguminoseae) representing four chemotypes based on the flavonoids in the leaves (Semmar et al 2005). The results were validated by comparing parametric Pearson correlations calculated on the smoothed database to non parametric Spearman correlations calculated on the crude (initial) HPLC data (Semmar et al, 2001a;Camacho et al, 2005).…”

Section: Introductionmentioning

confidence: 99%

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A new approach to graphical and numerical analysis of links between plant chemotaxonomy and secondary metabolism from HPLC data smoothed by a simplex mixture design

2007

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HPLC analysis of secondary metabolites represents an efficient tool for the studying of plant chemical diversity under different aspects: chemotaxonomy, metabolomics, adaptative responses to ecological factors, etc. Statistical analyses of HPLC databases, e.g. correlation analysis between HPLC peaks, can reliably provide information on the similarity/dissimilarity degrees between the chemical compounds. The similarities, corresponding to positive correlations, can be interpreted in terms of analogies between chemical structures, synchronic metabolisms or co-evolution of two compounds under certain environment conditions, etc. . In terms of metabolism, positive correlations can translate precursor-product relationships between compounds; negative correlations can be indicative of competitive processes between two compounds for a common precursor(s), enzyme(s) or substrate(s). Furthermore, the correlation analysis under a metabolic aspect can help to understand the biochemical origins of an observed polymorphism in a plant species. With the aim of showing this, we present a new approach based on a simplex mixture design, Scheffé matrix, which provides a correlation network making it possible to graphically visualise and to numerically model the metabolic trends between HPLC peaks. The principle of the approach consisted in mixing individual HPLC profiles representative of different phenotypes, then from a complete mixture set, a series of average profiles were calculated to provide a new database with a small variability. Several iterations of the mixture design provided a smoothed final database from which the relationships between the secondary metabolites were graphically and numerically analysed. These relationships were scale-dependent, namely either deterministic or systematic: the first consisted of a monotonic global trend covering the whole variation field of each metabolites' pair; the second consisted of repetitive monotonic variations which gradually attenuated or intensified along a global trend. This new metabolomic approach was illustrated from 404 individual plants of Astragalus caprinus (Leguminoseae), belonging to four chemical phenotypes (chemotypes) on the basis of flavonoids analysed in their leaves. After smoothing, the relationships between flavonoids were numerically fitted using linear or polynomial models; therefore the co-response coefficients were easily interpreted in terms of metabolic affinities or competitions between flavonoids which would be responsible of the observed chemical polymorphism (the four chemotypes). The statistical validation of the approach was carried out by comparing Pearson correlations to Spearman correlations calculated from the smoothed and the crude HPLC database, respectively. Moreover, the signs of the smoothed relationships were finely supported by analogies and differences between the chemical structures of flavonoids, leading to fluent interpretation in relation to the pathway architecture.

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“…The g-HSQC spectra resulted from 256 ð 1024 data matrix size with eight scans per t 1 , an interpulse delay of 3.6 ms and a 4 : 1 gradient combination, g-HMBC spectra were measured using a pulse sequence optimized for 7.5 Hz Table 2. Data of functional groups at C-3 and C-22 of the aglycon from compound 1 in pyridine-d 5 ; υ in ppm (J in Hz) …”

Section: Experimental Generalmentioning

confidence: 99%

A new oleanane glycoside from the roots of Astragalus caprinus

Mitaine-Offer

Miyamoto

Semmar

et al. 2006

Magnetic Reson in Chemistry

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A novel oleanane-type triterpene saponin (1) together with two known molecules, soyasapogenol B and astragaloside VIII were isolated from the roots of Astragalus caprinus. Their structural elucidation was performed mainly by 2D NMR techniques (COSY, TOCSY, NOESY, HSQC, HMBC) and mass spectrometry. Compound 1 was determined as 3-O-[alpha-L-rhamnopyranosyl-(1 --> 2)-beta-D-glucuronopyranosyl]-22-O-beta-D-apiofuranosyl-soyasapogenol B.

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Chemotaxonomic analysis of Astragalus caprinus (Fabaceae) based on the flavonic patterns

Cited by 17 publications

References 13 publications

Metabotype Concept: Flexibility, Usefulness and Meaning in Different Biological Populations

Metabotype Concept: Flexibility, Usefulness and Meaning in Different Biological Populations

A new approach to graphical and numerical analysis of links between plant chemotaxonomy and secondary metabolism from HPLC data smoothed by a simplex mixture design

A new oleanane glycoside from the roots of Astragalus caprinus

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