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Advisor(s)
Abstract(s)
Glycoalkaloids are characteristic secondary metabolites in plants of the Solanaceae
family. Although perceived as potentially toxic, these compounds display different
bioactivities and pharmacological effects. The glycoalkaloids esculeoside A and tomatine
(which comprises a junction of α-tomatine and dehydrotomatine) can be found in
tomato plants. Structurally, dehydrotomatine differs from α-tomatine by having a double
bond in the steroidal B ring of the aglycone; but both glycoalkaloids have the same
tetrasaccharide (lycotetraose) side chain. Therefore, while α-tomatine has lycotetraose
bonded to the aglycone tomatidine, dehydrotomatine has the side chain attached to the
aglycone tomatidenol. Up to 500 mg/kg FW of tomatine can be found in unripe (green)
tomatoes, levels that decrease with ripening (approximately 5 mg/kg FW in ripe red
tomatoes) [1]. On the other hand, the content of esculeoside A, which is stored in ripe
red tomatoes, is comparable to or higher than that of lycopene [2]. Thus, the levels of
esculeoside A increase as the fruit matures, contrary to that observed for tomatine.
Description
Keywords
Solanaceae family
Pedagogical Context
Citation
Pinela, José; Añibarro-Ortega, Mikel; Oliveira, Beatriz; Ferreira, Isabel C.F.R.; Barros, Lillian (2021). Pharmacological potential of green tomato glycoalcaloids: an overview. In 2021 #RSCPoster Twitter Conference
