Table I.

List of secondary metabolites identified in tomato fruit extracts according to literature

Mol Form, Molecular formula; MM, monoisotopic molecular mass.

CompoundMol FormMMReference
p-Hydroxybenzoic acidC7H6O3138.0317Mattila and Kumpulainen (2002)
Salicylic acidC7H6O3138.0317Schmidtlein and Herrmann (1975), Petró-Turza (1987)
Cinnamic acidC9H8O2148.0524Petró-Turza (1987)
Protocatechuic acidC7H6O4154.0266Mattila and Kumpulainen (2002)a
m-Coumaric acidC9H8O3164.0474Hunt and Baker (1980)a
p-Coumaric acidC9H8O3164.0473Schmidtlein and Herrmann (1975)a, Hunt and Baker (1980)a, Petró-Turza (1987), Martinez-Valverde et al. (2002), Mattila and Kumpulainen (2002), Raffo et al. (2002), Le Gall et al. (2003a)bc
Vanillic acidC8H8O4168.0423Schmidtlein and Herrmann (1975), Mattila and Kumpulainen (2002)
Caffeic acidC9H8O4180.0423Schmidtlein and Herrmann (1975)a, Hunt and Baker (1980)a, Martinez-Valverde et al. (2002), Mattila and Kumpulainen (2002), Raffo et al. (2002), Sakakibara et al. (2003), Minoggio et al. (2003), Le Gall et al. (2003a)bc
Ferulic acidC10H10O4194.0579Schmidtlein and Herrmann (1975)a, Hunt and Baker (1980)a, Martinez-Valverde et al. (2002), Mattila and Kumpulainen (2002), Raffo et al. (2002), Minoggio et al. (2003)
Sinapic acidC11H12O5224.0685Schmidtlein and Herrmann (1975)a
NaringeninC15H12O5272.0685(Hunt and Baker, 1980)a; (Justesen et al., 1998)a, (Martinez-Valverde et al., 2002)a, (Raffo et al., 2002), (Minoggio et al., 2003)
Naringenin chalconeC15H12O5272.0685Hunt and Baker (1980)a, Krause and Galensa (1992), Muir et al. (2001), Le Gall et al. (2003b)b, Minoggio et al. (2003)
KaempferolC15H10O6286.0477Stewart et al. (2000), Martinez-Valverde et al. (2002)a, Tokusoglu et al. (2003)a
QuercetinC15H10O7302.0427Hertog et al. (1992), Crozier et al. (1997)a, Justesen et al. (1998)a, Stewart et al. (2000), Martinez-Valverde et al. (2002)a, Raffo et al. (2002), Sakakibara et al. (2003), Tokusoglu et al. (2003)a
MyricetinC15H10O8318.0376Raffo et al. (2002), Sakakibara et al. (2003), Tokusoglu et al. (2003)a
p-Coumaric acid-O-β-d-glucosideC15H18O8326.1002Fleuriet and Macheix (1977), Reschke and Herrmann (1982)a, Winter and Herrmann (1986)c, Buta and Spaulding (1997)
p-Coumaroylquinic acidC16H18O8338.1002Fleuriet and Macheix (1977)
Caffeic acid-4-O-β-d-glucosideC15H18O9342.0951Fleuriet and Macheix (1977), Winter and Herrmann (1986)
Chlorogenic acid (3-O-caffeoylquinic acid)C16H18O9354.0951Fleuriet and Macheix (1977), Fleuriet and Macheix (1981), Winter and Herrmann (1986), Buta and Spaulding (1997), Martinez-Valverde et al. (2002), Mattila and Kumpulainen (2002), Raffo et al. (2002), Sakakibara et al. (2003), Minoggio et al. (2003), Le Gall et al. (2003a, 2003b)bc
4-O-Caffeoylquinic acidC16H18O9354.0951Winter and Herrmann (1986), Mattila and Kumpulainen (2002)
5-O-Caffeoylquinic acidC16H18O9354.0951Winter and Herrmann (1986)
Ferulic acid-O-β-d-glucosideC16H20O9356.1107Fleuriet and Macheix (1977), Reschke and Herrmann (1982), Winter and Herrmann (1986)
Feruloylquinic acidC17H20O9368.1107Fleuriet and Macheix (1977)
TomatidineC27H45NO2415.3450Juvik et al. (1982),a Friedman et al. (1998)a
TomatidenolC27H43NO2413.3294Juvik et al. (1982)a, Friedman et al. (1994)a, Friedman et al. (1997)a, Friedman (2002)a
Naringenin-7-O-glucosideC21H22O10434.1213Hunt and Baker (1980), Le Gall et al. (2003a, 2003b)bc
Naringenin chalcone-glucosideC21H22O10434.1213Bino et al. (2005)
AstragalinC21H20O11448.1006Le Gall et al. (2003a, 2003b)bc
Dihydrokaempferol-7-O-hexoside and Dihydrokaempferol-?-O-hexosideC21H22O11450.1162Le Gall et al. (2003a, 2003b)bc
IsoquercitrinC21H20O12464.0955Muir et al. (2001)b, Le Gall et al. (2003a, 2003b)b
MyricitrinC21H20O12464.0955Sakakibara et al. (2003)
NaringinC27H32O14580.1792Bovy et al. (2002)abd
Kaempferol-3-O-rutinosideC27H30O15594.1585Bovy et al. (2002)bd, Le Gall et al. (2003b)bc
Kaempferol-3-7-di-O-glucosideC27H30O16610.1534Le Gall et al. (2003a, 2003b)bc
RutinC27H30O16610.1534Fleuriet and Macheix (1977), Buta and Spaulding (1997), Stewart et al. (2000), Muir et al. (2001), Raffo et al. (2002); Le Gall et al. (2003a, 2003b)bc, Minoggio et al. (2003)
Quercetin-3-O-trisaccharideC32H38O20742.1956Muir et al. (2001), Minoggio et al. (2003)
p-Coumaric acid-rutin conjugateC36H36O18756.1902Buta and Spaulding (1997)
Kaempferol-3-O-rutinoside-7-O-glucosideC33H40O20756.2113Le Gall et al. (2003a, 2003b)bc
Delphinidin-3-O-rutinoside-5-O-glucosideC33H41O21+773.2135Mathews et al. (2003)bd
Petunidin-3-O-rutinoside-5-O-glucosideC34H43O21+787.2291Mathews et al. (2003)bd
Malvidin-3-O-rutinoside-5-O-glucosideC35H45O21+801.2448Mathews et al. (2003)bd
Delphinidin-3-O-(p-coumaroyl)rutinoside-5-O-glucosideC42H47O23+919.2503Mathews et al. (2003)bd
Petunidin-3-O-(p-coumaroyl)rutinoside-5-O-glucosideC43H49O23+933.2659Bovy et al. (2002)bd, Mathews et al. (2003)bd
Delphinidin-3-O-(caffeoyl)rutinoside-5-O-glucosideC42H47O24+935.2452Mathews et al. (2003)bd
Malvidin-3-O-(p-coumaroyl)rutinoside-5-O-glucosideC44H51O23+947.2816Bovy et al. (2002)bd, Mathews et al. (2003)bd
Petunidin-3-(caffeoyl)rutinoside-5-O-glucosideC43H49O24+949.2608Bovy et al. (2002)bd, Mathews et al. (2003)bd
Malvidin-3-(caffeoyl)rutinoside-5-O-glucosideC44H51O24+963.2765Mathews et al. (2003)bd
δ-TomatineC33H55NO7577.3979Friedman et al. (1998)a
γ-TomatineC39H65NO12739.4507Friedman et al. (1998)a
β-TomatineC45H75NO17901.5035Friedman et al. (1998)a
DehydrotomatineC50H81NO211,031.5301Friedman et al. (1994), Kozukue and Friedman (2003)
α-TomatineC50H83NO211,033.5458Juvik et al. (1982), Willker and Leibfritz (1992)c, Friedman et al. (1994), Yahara et al. (1996), Friedman et al. (1997), Friedman et al. (1998), Friedman (2002), Bianco et al. (2002), Kozukue and Friedman (2003)
Lycoperoside HC50H83NO221,049.5407Yahara et al. (1996)c, Yahara et al. (2004)c
Lycoperoside AC52H85NO231,091.5512Yahara et al. (1996, 2004)c
Lycoperoside BC52H85NO231,091.5512Yahara et al. (1996, 2004)c
Lycoperoside CC52H85NO231,091.5512Yahara et al. (1996, 2004)c
Esculeoside BC56H93NO281,227.5884Fujiwara et al. (2004)c, Yahara et al. (2004)c
Esculeoside AC58H95NO291,269.5990Fujiwara et al. (2003, 2004)c, Yahara et al. (2004)c, Yoshizaki et al. (2005)c
Lycoperoside FC58H95NO291,269.5990Yahara et al. (2004)c
Lycoperoside GC58H95NO291,269.5990Yahara et al. (2004)c
  • a Identified after hydrolysis.

  • b Identified in transgenic tomato plants.

  • c Identified using NMR data.

  • d Identified in seedlings.