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Identification and quantification of stilbenes in fruits of transgenic tomato plants (Lycopersicon esculentum Mill.) by reversed phase HPLC with photodiode array and mass spectrometry detection.
J Agric Food Chem. 2007 May 02; 55(9):3304-11.JA

Abstract

Reversed-phase high-performance liquid chromatography (RP-HPLC) with photodiode array (PDA) and mass spectrometry (MS) detection was employed to study the accumulation of stilbenes and other naturally occurring polyphenol intermediates of flavonoid pathway in tomato fruits of plants genetically modified to synthesize resveratrol. The transgenic tomato fruits were obtained by overexpression of a grapevine gene encoding the enzyme stilbene synthase in tomato plants (Lycopersicon esculentum Mill.). Stilbenes and flavonoids, either glycosylated or free, were simultaneosly identified by electrospray interface (ESI)-MS in negative ionization mode and were quantified by PDA detection at the wavelength corresponding to their maximum absorbance. The two detectors were coupled online with an HPLC system utilizing a narrow-bore C18 reversed-phase column, which was eluted by a multistep gradient of increasing concentration of acetonitrile in water containing 0.5% (v/v) formic acid. The results of these analysis revealed that the genetic modification of the tomato plants originated different levels of accumulation of four stilbenes (i.e., trans- and cis-piceid and trans- and cis-resveratrol) in their fruit depending on the stages of ripening. Either at immature or at mature stages of ripening the stilbenes were preferentially accumulated in the fruit peel as the glycosylated form. The highest amount of trans-piceid and trans-resveratrol were found in the peel of fruits harvested at mature stage of ripening. The variations in the levels of rutin, naringenin, and chlorogenic acid found in the samples extracted from the fruits of transgenic tomato plants, in comparison to that determined in the control lines, seemed to be related to the genetic transformation, whose effect on the flavonoid biosynthetic pathway needs to be elucidated by additional studies.

Authors+Show Affiliations

Istituto di Metodologie Chimiche - CNR, Area della Ricerca di Roma 1, Via Salaria Km 29,300 Montelibretti, P.O. Box 10, 00016 Monterotondo Stazione (Rome), Italy.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

17411064

Citation

Nicoletti, Isabella, et al. "Identification and Quantification of Stilbenes in Fruits of Transgenic Tomato Plants (Lycopersicon Esculentum Mill.) By Reversed Phase HPLC With Photodiode Array and Mass Spectrometry Detection." Journal of Agricultural and Food Chemistry, vol. 55, no. 9, 2007, pp. 3304-11.
Nicoletti I, De Rossi A, Giovinazzo G, et al. Identification and quantification of stilbenes in fruits of transgenic tomato plants (Lycopersicon esculentum Mill.) by reversed phase HPLC with photodiode array and mass spectrometry detection. J Agric Food Chem. 2007;55(9):3304-11.
Nicoletti, I., De Rossi, A., Giovinazzo, G., & Corradini, D. (2007). Identification and quantification of stilbenes in fruits of transgenic tomato plants (Lycopersicon esculentum Mill.) by reversed phase HPLC with photodiode array and mass spectrometry detection. Journal of Agricultural and Food Chemistry, 55(9), 3304-11.
Nicoletti I, et al. Identification and Quantification of Stilbenes in Fruits of Transgenic Tomato Plants (Lycopersicon Esculentum Mill.) By Reversed Phase HPLC With Photodiode Array and Mass Spectrometry Detection. J Agric Food Chem. 2007 May 2;55(9):3304-11. PubMed PMID: 17411064.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Identification and quantification of stilbenes in fruits of transgenic tomato plants (Lycopersicon esculentum Mill.) by reversed phase HPLC with photodiode array and mass spectrometry detection. AU - Nicoletti,Isabella, AU - De Rossi,Antonella, AU - Giovinazzo,Giovanna, AU - Corradini,Danilo, Y1 - 2007/04/06/ PY - 2007/4/7/pubmed PY - 2007/7/25/medline PY - 2007/4/7/entrez SP - 3304 EP - 11 JF - Journal of agricultural and food chemistry JO - J Agric Food Chem VL - 55 IS - 9 N2 - Reversed-phase high-performance liquid chromatography (RP-HPLC) with photodiode array (PDA) and mass spectrometry (MS) detection was employed to study the accumulation of stilbenes and other naturally occurring polyphenol intermediates of flavonoid pathway in tomato fruits of plants genetically modified to synthesize resveratrol. The transgenic tomato fruits were obtained by overexpression of a grapevine gene encoding the enzyme stilbene synthase in tomato plants (Lycopersicon esculentum Mill.). Stilbenes and flavonoids, either glycosylated or free, were simultaneosly identified by electrospray interface (ESI)-MS in negative ionization mode and were quantified by PDA detection at the wavelength corresponding to their maximum absorbance. The two detectors were coupled online with an HPLC system utilizing a narrow-bore C18 reversed-phase column, which was eluted by a multistep gradient of increasing concentration of acetonitrile in water containing 0.5% (v/v) formic acid. The results of these analysis revealed that the genetic modification of the tomato plants originated different levels of accumulation of four stilbenes (i.e., trans- and cis-piceid and trans- and cis-resveratrol) in their fruit depending on the stages of ripening. Either at immature or at mature stages of ripening the stilbenes were preferentially accumulated in the fruit peel as the glycosylated form. The highest amount of trans-piceid and trans-resveratrol were found in the peel of fruits harvested at mature stage of ripening. The variations in the levels of rutin, naringenin, and chlorogenic acid found in the samples extracted from the fruits of transgenic tomato plants, in comparison to that determined in the control lines, seemed to be related to the genetic transformation, whose effect on the flavonoid biosynthetic pathway needs to be elucidated by additional studies. SN - 0021-8561 UR - https://www.unboundmedicine.com/medline/citation/17411064/Identification_and_quantification_of_stilbenes_in_fruits_of_transgenic_tomato_plants__Lycopersicon_esculentum_Mill___by_reversed_phase_HPLC_with_photodiode_array_and_mass_spectrometry_detection_ L2 - https://doi.org/10.1021/jf063175m DB - PRIME DP - Unbound Medicine ER -