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Esculeoside A : ウィキペディア英語版
Esculeoside A

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Esculeoside A is a spirosolane-type glycoside with the molecular formula C58H95NO29.〔 The structure of this product is 3-Ο-β-lycotetraosyl (22''S'',23''S'',25''S'')-23-acetoxy-3β,27-dihydroxy-5α-spirosolane 27-''Ο''-β-D-glucopyranoside.〔 Fujiwara and colleagues were the first to isolate esculeoside A from the ripe fruit of the Cherry tomato in 2002. Esculeoside A, along with many other steroidal alkaloid glycosides, have been shown to possess cytotoxic activity that could result in a variety of potential health benefits for humans.
== Synthesis ==
This natural product can be obtained using column chromatographies of high-porous polystyrene gels and reversed silica gels from a methanolic extract of many varieties of tomatoes. It will appear as colorless needles when synthesized using this method.
Evidence suggests that α-tomatine is a precursor of esculeoside A. In order for alpha tomatine to be converted to esculeoside A, isomerization of the F-ring is required. The mechanism for this reaction is unclear at this time but research from Iijima and colleagues in 2009 suggest a glycosylation step in the putative pathway from α-tomatine to esculeoside A depends on the plant hormone ethylene.〔〔

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