Chemical Constituents of the Flowers of <i>Pueraria lobata</i> and Their Cytotoxic Properties
The flower of <i>Pueraria lobata</i> (Puerariae Flos) is a reddish-purple to violet-purple flower that blooms between July and September. In our preliminary study, Puerariae Flos extract exhibited significant activity against a human ovarian cancer cell line. This research aims to identi...
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MDPI AG
2022-06-01
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| author | Yejin Kim Jaeyoon Kim So-Ri Son Ji-Young Kim Jung-Hye Choi Dae Sik Jang |
| author_facet | Yejin Kim Jaeyoon Kim So-Ri Son Ji-Young Kim Jung-Hye Choi Dae Sik Jang |
| author_sort | Yejin Kim |
| collection | DOAJ |
| description | The flower of <i>Pueraria lobata</i> (Puerariae Flos) is a reddish-purple to violet-purple flower that blooms between July and September. In our preliminary study, Puerariae Flos extract exhibited significant activity against a human ovarian cancer cell line. This research aims to identify the active compounds in Pueraria Flos. By repeated chromatography, one new tryptophan derivative (<b>1</b>), two new flavanones (<b>4</b> and <b>5</b>), and 19 known compounds, including tryptophan derivatives (<b>2</b> and <b>3</b>), flavonoids (<b>6</b>–<b>9</b>), isoflavonoids (<b>10</b>–<b>20</b>), a flavonolignan (<b>21</b>), and a phenolic compound (<b>22</b>), were isolated from a methanol extract of Puerariae Flos. The structures of new compounds were elucidated as 13-<i>N</i>-benzoyl-<span style="font-variant: small-caps;">l</span>-tryptophan-1-<i>N-β</i>-<span style="font-variant: small-caps;">d</span>-glucopyranoside (<b>1</b>), 2-hydroxy-5-methoxy-naringenin (<b>4</b>), and 2-hydroxy-5-methoxy-naringenin 7-<i>O</i>-<i>β</i>-<span style="font-variant: small-caps;">d</span>-glucopyranoside (<b>5</b>). Among the isolates, afromosin (<b>17</b>), tectorigenin (<b>11</b>), apigenin (<b>8</b>), glycitein (<b>16</b>), (-)-hydnocarpin (<b>21</b>), irilin D (<b>12</b>), irisolidone 7-<i>O</i>-glucoside (<b>14</b>), and genistein (<b>10</b>) showed cytotoxicity against human ovarian cancer cell line A2780. Apigenin (<b>8</b>) and (-)-hydnocarpin (<b>21</b>) were the most active (IC<sub>50</sub> values of 9.99 and 7.36 μM, respectively). |
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| spelling | doaj.art-50a8806bd9ee4b2c88c7ee23f2b6179a2023-12-01T21:38:44ZengMDPI AGPlants2223-77472022-06-011113165110.3390/plants11131651Chemical Constituents of the Flowers of <i>Pueraria lobata</i> and Their Cytotoxic PropertiesYejin Kim0Jaeyoon Kim1So-Ri Son2Ji-Young Kim3Jung-Hye Choi4Dae Sik Jang5Department of Biomedical and Pharmaceutical Sciences, Graduate School, Kyung Hee University, Seoul 02447, KoreaDepartment of Biomedical and Pharmaceutical Sciences, Graduate School, Kyung Hee University, Seoul 02447, KoreaDepartment of Biomedical and Pharmaceutical Sciences, Graduate School, Kyung Hee University, Seoul 02447, KoreaDepartment of Biomedical and Pharmaceutical Sciences, Graduate School, Kyung Hee University, Seoul 02447, KoreaDepartment of Biomedical and Pharmaceutical Sciences, Graduate School, Kyung Hee University, Seoul 02447, KoreaDepartment of Biomedical and Pharmaceutical Sciences, Graduate School, Kyung Hee University, Seoul 02447, KoreaThe flower of <i>Pueraria lobata</i> (Puerariae Flos) is a reddish-purple to violet-purple flower that blooms between July and September. In our preliminary study, Puerariae Flos extract exhibited significant activity against a human ovarian cancer cell line. This research aims to identify the active compounds in Pueraria Flos. By repeated chromatography, one new tryptophan derivative (<b>1</b>), two new flavanones (<b>4</b> and <b>5</b>), and 19 known compounds, including tryptophan derivatives (<b>2</b> and <b>3</b>), flavonoids (<b>6</b>–<b>9</b>), isoflavonoids (<b>10</b>–<b>20</b>), a flavonolignan (<b>21</b>), and a phenolic compound (<b>22</b>), were isolated from a methanol extract of Puerariae Flos. The structures of new compounds were elucidated as 13-<i>N</i>-benzoyl-<span style="font-variant: small-caps;">l</span>-tryptophan-1-<i>N-β</i>-<span style="font-variant: small-caps;">d</span>-glucopyranoside (<b>1</b>), 2-hydroxy-5-methoxy-naringenin (<b>4</b>), and 2-hydroxy-5-methoxy-naringenin 7-<i>O</i>-<i>β</i>-<span style="font-variant: small-caps;">d</span>-glucopyranoside (<b>5</b>). Among the isolates, afromosin (<b>17</b>), tectorigenin (<b>11</b>), apigenin (<b>8</b>), glycitein (<b>16</b>), (-)-hydnocarpin (<b>21</b>), irilin D (<b>12</b>), irisolidone 7-<i>O</i>-glucoside (<b>14</b>), and genistein (<b>10</b>) showed cytotoxicity against human ovarian cancer cell line A2780. Apigenin (<b>8</b>) and (-)-hydnocarpin (<b>21</b>) were the most active (IC<sub>50</sub> values of 9.99 and 7.36 μM, respectively).https://www.mdpi.com/2223-7747/11/13/1651<i>Pueraria lobata</i>Puerariae Flostryptophan derivativesflavonoidscytotoxicityovarian cancer |
| spellingShingle | Yejin Kim Jaeyoon Kim So-Ri Son Ji-Young Kim Jung-Hye Choi Dae Sik Jang Chemical Constituents of the Flowers of <i>Pueraria lobata</i> and Their Cytotoxic Properties Plants <i>Pueraria lobata</i> Puerariae Flos tryptophan derivatives flavonoids cytotoxicity ovarian cancer |
| title | Chemical Constituents of the Flowers of <i>Pueraria lobata</i> and Their Cytotoxic Properties |
| title_full | Chemical Constituents of the Flowers of <i>Pueraria lobata</i> and Their Cytotoxic Properties |
| title_fullStr | Chemical Constituents of the Flowers of <i>Pueraria lobata</i> and Their Cytotoxic Properties |
| title_full_unstemmed | Chemical Constituents of the Flowers of <i>Pueraria lobata</i> and Their Cytotoxic Properties |
| title_short | Chemical Constituents of the Flowers of <i>Pueraria lobata</i> and Their Cytotoxic Properties |
| title_sort | chemical constituents of the flowers of i pueraria lobata i and their cytotoxic properties |
| topic | <i>Pueraria lobata</i> Puerariae Flos tryptophan derivatives flavonoids cytotoxicity ovarian cancer |
| url | https://www.mdpi.com/2223-7747/11/13/1651 |
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