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Nine New Gingerols from the Rhizoma of Zingiber officinale and Their Cytotoxic Activities.


ABSTRACT: Nine new gingerols, including three 6-oxo-shogaol derivatives [(Z)-6-oxo-[6]-shogaol (1), (Z)-6-oxo-[8]-shogaol (2), (Z)-6-oxo-[10]-shogaol (3)], one 6-oxoparadol derivative [6-oxo-[6]-paradol (4)], one isoshogaol derivative [(E)-[4]-isoshogaol (5)], and four paradoldiene derivatives [(4E,6Z)-[4]-paradoldiene (8), (4E,6E)-[6]-paradoldiene (9), (4E,6E)-[8]-paradoldiene (10), (4E,6Z)-[8]-paradoldiene (11)], together with eight known analogues, were isolated from the rhizoma of Zingiber officinale. Their structures were elucidated on the basis of spectroscopic data. It was noted that the isolation of 6-oxo-shogaol derivatives represents the first report of gingerols containing one 1,4-enedione motif. Their structures were elucidated on the basis of spectroscopic and HRESIMS data. All the new compounds were evaluated for their cytotoxic activities against human cancer cells (MCF-7, HepG-2, KYSE-150).

SUBMITTER: Li Z 

PROVIDER: S-EPMC6017651 | biostudies-literature | 2018 Feb

REPOSITORIES: biostudies-literature

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Nine New Gingerols from the Rhizoma of Zingiber officinale and Their Cytotoxic Activities.

Li Zezhi Z   Wang Yanzhi Y   Gao MeiLing M   Cui Wanhua W   Zeng Mengnan M   Cheng Yongxian Y   Li Juan J  

Molecules (Basel, Switzerland) 20180202 2


Nine new gingerols, including three 6-oxo-shogaol derivatives [(<i>Z</i>)-6-oxo-[6]-shogaol (<b>1</b>), (<i>Z</i>)-6-oxo-[8]-shogaol (<b>2</b>), (<i>Z</i>)-6-oxo-[10]-shogaol (<b>3</b>)], one 6-oxoparadol derivative [6-oxo-[6]-paradol (<b>4</b>)], one isoshogaol derivative [(<i>E</i>)-[4]-isoshogaol (<b>5</b>)], and four paradoldiene derivatives [(4<i>E</i>,6<i>Z</i>)-[4]-paradoldiene (<b>8</b>), (4<i>E</i>,6<i>E</i>)-[6]-paradoldiene (<b>9</b>), (4<i>E</i>,6<i>E</i>)-[8]-paradoldiene (<b>10</b>  ...[more]

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