Symposium on the Chemistry of Natural Products, symposium papers
Online ISSN : 2433-1856
45
Session ID : 45/P-5
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45(P-5) Steroidal Alkaloid Glycosides from Mature Tomato
Yukio FujiwaraAyumi TakakiYukie UeharaMasafumi OkawaTsuyoshi IkedaToshihiro NoharaMasateru Ono
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CONFERENCE PROCEEDINGS FREE ACCESS

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Abstract

Tomatine, a steroidal alkaloid glycoside, is regarded to be no longer included in ripe tomato fruit. However, for the first time, we have isolated steroidal alkaloid glycosides from major kinds of the ripe tomamtos such as "Momotaro" and "Cherry tomato" belonging to pink type and Italian tomato being to reddish type. It is interesting that from Japanese "Momotaro" and "Cherry tomato", a spirosolane type glycoside, 3-O-β-lycotetraosyl (23S, 25S)-3β,23,27-trihydroxy-5α-22αN-spirosolane 27-O-β-D-glucopyranoside, named Esculeoside A, has been obtained. While, from Italian tomato, solanocapsine type glycosides, 3-O-β-lycotetraosyl 22,26-epimino-16β,23-epoxy-5α,25α H-cholestane-3β,23,27-triol 27-O-β-D-glucopyranosides, named Esculeosides B-1 and B-2, have been isolated. Cytotoxities of Esculeoside A and Tomatine against MCF-7 cells were evaluated to be 24.5 and 15μM, respectively, in IC_<50>. Other various bio-activities of them are now investigated.

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© 2003 the committee on digitalization of presentations delivered in symposiums on natural organic compounds
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