Abstract

Tomato (Solanum lycopersicum L.) is one of the most cultivated vegetable in the world and it represents a large source of bioactive compounds, including carotenoids and polyphenols (phenolic acids and flavonoids). However, the concentration of flavonoids in tomato is considered sub-optimal, particularly because anthocyanins are not generally present. Therefore, this crop has been the object of an intense metabolic engineering in order to obtain anthocyanin-enriched tomatoes by using either breeding or transgenic strategies. Some wild tomato species, such as S. chilense and S. cheesmaniae, biosynthesize anthocyanins in the fruit sub-epidermal tissue, and some alleles from those genotypes have been introgressed into a new developed purple tomato line, called “Sun Black” (SB). It is a tomato line with a purple skin color, both in green and in red fruit stages, due to the biosynthesis of anthocyanins in the peel, and a normal red color pulp, with a taste just like a traditional tomato. SB is the result of a breeding programme and it is not a genetically modified (GM) product. We report the chemical characterization and structure elucidation of the attractive anthocyanins found in the peel of SB tomato, as well as other bioactive compounds (carotenoids, polyphenols, vitamin C) of the whole fruit. Using one- and two-dimensional NMR experiments, the two main anthocyanins were identified to be petunidin 3-O-[6″-O-(4‴-O-E-p-coumaroyl-α-rhamnopyranosyl) -β-glucopyranoside]-5-O-β-glucopyranoside (petanin) and malvidin 3-O-[6″-O-(4‴-O-E-p-coumaroyl-α-rhamnopyranosyl)-β-glucopyranoside]-5-O-β-glucopyranoside (negretein). The total anthocyanins in the whole ripe fruit was 1.2 mg/g dry weight (DW); 7.1 mg/100 g fresh weight (FW). Chlorogenic acid (the most abundant phenolic acid) was 0.6 mg/g DW; 3.7 mg/100 g FW. The main flavonol, rutin was 0.8 mg/g DW; 5 mg/100 g FW. The total carotenoid content was 211.3 μg/g DW; 1,268 μg/100 g FW. The total phenolic content was 8.6 mg/g DW; 52.2 mg/100 g FW. The vitamin C content was 37.3 mg/100 g FW. The antioxidant activities as measured by the TEAC and ORAC assays were 31.6 and 140.3 μmol TE/g DW, respectively (193 and 855.8 μmol TE/100 g FW, respectively). The results show the unique features of this new tomato genotype with nutraceutical properties.

Highlights

  • The tomato (Solanum lycopersicum L.) is one of the most cultivated vegetables in the world, whose production was around 182 million tons (FAOSTAT)1 in 2017

  • Anthocyanins The presence of anthocyanin pigment in Sun Black” (SB) tomato fruit was visually detected already at the immature (MG) stage, making difficult the inspection of developmental stages, unless to focus on the calix imprint or shaded area where anthocyanin biosynthesis was not activated by the light (Figure 1)

  • The only but very significant difference between WT and SB tomato fruits was the color of the peel (Figure 1A), instead the flesh was regularly red, both at immature (MG) and mature (RR) stage (Figures 1B,C)

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Summary

Introduction

The tomato (Solanum lycopersicum L.) is one of the most cultivated vegetables in the world, whose production was around 182 million tons (FAOSTAT) in 2017. The tomato fruit has a high nutritional value, thanks to the presence of numerous antioxidant compounds such as carotenoids, phenolic compounds, vitamin C and E. These compounds are supposed to be responsible for the beneficial effects on health, such as reduced risk of inflammatory processes, cancer and cardiovascular diseases [2,3,4,5]. Among phenolic compounds, one sub-class of these secondary metabolites is scarce in tomato, i.e., flavonoids, whose concentration is considered sub-optimal, because anthocyanins are not generally present in the fruit. Tomato is an ideal candidate for anthocyanin enrichment due to its widespread consumption over the world, year-round

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