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Determination of Structure and Cytotoxicity of Ten Undescribed Steroidal Glycosides from Allium cristophii × A. macleanii 'Globemaster'.


ABSTRACT: 'Globemaster' is an ornamental hybrid cultivar whose parent plants are Allium cristophii and A. macleanii. The chemical constituents of 'Globemaster' bulbs have not yet been examined; thus, a systematic phytochemical investigation was undertaken herein. A series of chromatographic separations of the MeOH extract of 'Globemaster' bulbs afforded 27 steroidal glycosides (1-27), which are classified into 23 spirostanol glycosides (1-8 and 11-25), two furostanol glycosides (9 and 26), a pregnane glycoside (10), and a cholestane glycoside (27). The structures of the hitherto undescribed compounds (1-10) were determined from the two-dimensional NMR spectroscopic data and hydrolysis. The cytotoxicity of the isolated compounds (1-27) toward HL-60 human promyelocytic leukemia cells, A549 human adenocarcinoma lung cancer cells, and SBC-3 human small-cell lung cancer cells was evaluated. Compounds 8, 22, 23, 24, and 26 exhibited cytotoxicity toward all cell lines in a dose-dependent manner, with IC50 values in the 1.3-49 µM range.

SUBMITTER: Shimazaki T 

PROVIDER: S-EPMC10488941 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature

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Determination of Structure and Cytotoxicity of Ten Undescribed Steroidal Glycosides from <i>Allium cristophii</i> × <i>A. macleanii</i> 'Globemaster'.

Shimazaki Tamami T   Iguchi Tomoki T   Takahashi Yuna Y   Yamamoto Kie K   Takahashi Naoki N   Mimaki Yoshihiro Y  

Molecules (Basel, Switzerland) 20230825 17


'Globemaster' is an ornamental hybrid cultivar whose parent plants are <i>Allium cristophii</i> and <i>A. macleanii</i>. The chemical constituents of 'Globemaster' bulbs have not yet been examined; thus, a systematic phytochemical investigation was undertaken herein. A series of chromatographic separations of the MeOH extract of 'Globemaster' bulbs afforded 27 steroidal glycosides (<b>1</b>-<b>27</b>), which are classified into 23 spirostanol glycosides (<b>1</b>-<b>8</b> and <b>11</b>-<b>25</b>  ...[more]

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