Chemopreventive Activity of Ellagitannins from <i>Acer pseudosieboldianum</i> (Pax) Komarov Leaves on Prostate Cancer Cells
Several studies have shown that compounds from <i>Acer pseudosieboldianum</i> (Pax) Komarov leaves (APL) display potent anti-oxidative, anti-inflammatory, and anti-proliferative activities. Prostate cancer (PCa) is the most common cancer among older men, and DNA methylation is associated...
| Main Authors: | , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2023-02-01
|
| Series: | Plants |
| Subjects: | |
| Online Access: | https://www.mdpi.com/2223-7747/12/5/1047 |
| _version_ | 1797614620023717888 |
|---|---|
| author | Se-Yeon Son Jin-Hyeok Choi Eun-Bin Kim Jun Yin Seo-Yeon Seonu Si-Yeon Jin Jae-Yoon Oh Min-Won Lee |
| author_facet | Se-Yeon Son Jin-Hyeok Choi Eun-Bin Kim Jun Yin Seo-Yeon Seonu Si-Yeon Jin Jae-Yoon Oh Min-Won Lee |
| author_sort | Se-Yeon Son |
| collection | DOAJ |
| description | Several studies have shown that compounds from <i>Acer pseudosieboldianum</i> (Pax) Komarov leaves (APL) display potent anti-oxidative, anti-inflammatory, and anti-proliferative activities. Prostate cancer (PCa) is the most common cancer among older men, and DNA methylation is associated with PCa progression. This study aimed to investigate the chemopreventive activities of the compounds which were isolated from APL on prostate cancer cells and elucidate the mechanisms of these compounds in relation to DNA methylation. One novel ellagitannin [komaniin (<b>14</b>)] and thirteen other known compounds, including glucose derivatives [ethyl-β-D-glucopyranose (<b>3</b>) and (4R)-p-menth-1-ene-7,8-diol 7-O-β-D-glucopyranoside (<b>4</b>)], one phenylpropanoid [junipetrioloside A (<b>5</b>)], three phenolic acid derivatives [ellagic acid-4-β-D-xylopyranoside (<b>1</b>), 4-O-galloyl-quinic acid (<b>2</b>), and gallic acid (<b>8</b>)], two flavonoids [quercetin (<b>11</b>) and kaempferol (<b>12</b>)], and five hydrolysable tannins [geraniin (<b>6</b>), punicafolin (<b>7</b>), granatin B (<b>9</b>), 1,2,3,4,6-penta-galloyl-β-D-glucopyranoside (<b>10</b>), and mallotusinic acid (<b>13</b>)] were isolated from APL. The hydrolyzable tannins (<b>6</b>, <b>7</b>, <b>9</b>, <b>10</b>, <b>13</b>, and <b>14</b>) showed potent anti-PCa proliferative and apoptosis-promoting activities. Among the compounds, the ellagitannins in the dehydrohexahydroxydiphenoyl (DHHDP) group (<b>6</b>, <b>9</b>, <b>13</b>, and <b>14</b>), the novel compound <b>14</b> showed the most potent inhibitory activity on DNA methyltransferase (DNMT1, 3a and 3b) and glutathione S-transferase P1 methyl removing and re-expression activities. Thus, our results suggested that the ellagitannins (<b>6</b>, <b>9</b>, <b>13</b>, and <b>14)</b> isolated from APL could be a promising treatment option for PCa. |
| first_indexed | 2024-03-11T07:15:05Z |
| format | Article |
| id | doaj.art-f37078242f72476bb0feb679a3c50dbf |
| institution | Directory Open Access Journal |
| issn | 2223-7747 |
| language | English |
| last_indexed | 2024-03-11T07:15:05Z |
| publishDate | 2023-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Plants |
| spelling | doaj.art-f37078242f72476bb0feb679a3c50dbf2023-11-17T08:23:25ZengMDPI AGPlants2223-77472023-02-01125104710.3390/plants12051047Chemopreventive Activity of Ellagitannins from <i>Acer pseudosieboldianum</i> (Pax) Komarov Leaves on Prostate Cancer CellsSe-Yeon Son0Jin-Hyeok Choi1Eun-Bin Kim2Jun Yin3Seo-Yeon Seonu4Si-Yeon Jin5Jae-Yoon Oh6Min-Won Lee7Laboratory of Pharmacognosy and Natural Product Derived Medicine, College of Pharmacy, Chung-Ang University, Seoul 06974, Republic of KoreaLaboratory of Pharmacognosy and Natural Product Derived Medicine, College of Pharmacy, Chung-Ang University, Seoul 06974, Republic of KoreaLaboratory of Pharmacognosy and Natural Product Derived Medicine, College of Pharmacy, Chung-Ang University, Seoul 06974, Republic of KoreaLaboratory of Pharmacognosy and Natural Product Derived Medicine, College of Pharmacy, Chung-Ang University, Seoul 06974, Republic of KoreaLaboratory of Pharmacognosy and Natural Product Derived Medicine, College of Pharmacy, Chung-Ang University, Seoul 06974, Republic of KoreaLaboratory of Pharmacognosy and Natural Product Derived Medicine, College of Pharmacy, Chung-Ang University, Seoul 06974, Republic of KoreaLaboratory of Pharmacognosy and Natural Product Derived Medicine, College of Pharmacy, Chung-Ang University, Seoul 06974, Republic of KoreaLaboratory of Pharmacognosy and Natural Product Derived Medicine, College of Pharmacy, Chung-Ang University, Seoul 06974, Republic of KoreaSeveral studies have shown that compounds from <i>Acer pseudosieboldianum</i> (Pax) Komarov leaves (APL) display potent anti-oxidative, anti-inflammatory, and anti-proliferative activities. Prostate cancer (PCa) is the most common cancer among older men, and DNA methylation is associated with PCa progression. This study aimed to investigate the chemopreventive activities of the compounds which were isolated from APL on prostate cancer cells and elucidate the mechanisms of these compounds in relation to DNA methylation. One novel ellagitannin [komaniin (<b>14</b>)] and thirteen other known compounds, including glucose derivatives [ethyl-β-D-glucopyranose (<b>3</b>) and (4R)-p-menth-1-ene-7,8-diol 7-O-β-D-glucopyranoside (<b>4</b>)], one phenylpropanoid [junipetrioloside A (<b>5</b>)], three phenolic acid derivatives [ellagic acid-4-β-D-xylopyranoside (<b>1</b>), 4-O-galloyl-quinic acid (<b>2</b>), and gallic acid (<b>8</b>)], two flavonoids [quercetin (<b>11</b>) and kaempferol (<b>12</b>)], and five hydrolysable tannins [geraniin (<b>6</b>), punicafolin (<b>7</b>), granatin B (<b>9</b>), 1,2,3,4,6-penta-galloyl-β-D-glucopyranoside (<b>10</b>), and mallotusinic acid (<b>13</b>)] were isolated from APL. The hydrolyzable tannins (<b>6</b>, <b>7</b>, <b>9</b>, <b>10</b>, <b>13</b>, and <b>14</b>) showed potent anti-PCa proliferative and apoptosis-promoting activities. Among the compounds, the ellagitannins in the dehydrohexahydroxydiphenoyl (DHHDP) group (<b>6</b>, <b>9</b>, <b>13</b>, and <b>14</b>), the novel compound <b>14</b> showed the most potent inhibitory activity on DNA methyltransferase (DNMT1, 3a and 3b) and glutathione S-transferase P1 methyl removing and re-expression activities. Thus, our results suggested that the ellagitannins (<b>6</b>, <b>9</b>, <b>13</b>, and <b>14)</b> isolated from APL could be a promising treatment option for PCa.https://www.mdpi.com/2223-7747/12/5/1047<i>Acer pseudosieboldianum</i> (Pax) Komarovellagitanninschemopreventive activityprostate cancerdemethylation activity |
| spellingShingle | Se-Yeon Son Jin-Hyeok Choi Eun-Bin Kim Jun Yin Seo-Yeon Seonu Si-Yeon Jin Jae-Yoon Oh Min-Won Lee Chemopreventive Activity of Ellagitannins from <i>Acer pseudosieboldianum</i> (Pax) Komarov Leaves on Prostate Cancer Cells Plants <i>Acer pseudosieboldianum</i> (Pax) Komarov ellagitannins chemopreventive activity prostate cancer demethylation activity |
| title | Chemopreventive Activity of Ellagitannins from <i>Acer pseudosieboldianum</i> (Pax) Komarov Leaves on Prostate Cancer Cells |
| title_full | Chemopreventive Activity of Ellagitannins from <i>Acer pseudosieboldianum</i> (Pax) Komarov Leaves on Prostate Cancer Cells |
| title_fullStr | Chemopreventive Activity of Ellagitannins from <i>Acer pseudosieboldianum</i> (Pax) Komarov Leaves on Prostate Cancer Cells |
| title_full_unstemmed | Chemopreventive Activity of Ellagitannins from <i>Acer pseudosieboldianum</i> (Pax) Komarov Leaves on Prostate Cancer Cells |
| title_short | Chemopreventive Activity of Ellagitannins from <i>Acer pseudosieboldianum</i> (Pax) Komarov Leaves on Prostate Cancer Cells |
| title_sort | chemopreventive activity of ellagitannins from i acer pseudosieboldianum i pax komarov leaves on prostate cancer cells |
| topic | <i>Acer pseudosieboldianum</i> (Pax) Komarov ellagitannins chemopreventive activity prostate cancer demethylation activity |
| url | https://www.mdpi.com/2223-7747/12/5/1047 |
| work_keys_str_mv | AT seyeonson chemopreventiveactivityofellagitanninsfromiacerpseudosieboldianumipaxkomarovleavesonprostatecancercells AT jinhyeokchoi chemopreventiveactivityofellagitanninsfromiacerpseudosieboldianumipaxkomarovleavesonprostatecancercells AT eunbinkim chemopreventiveactivityofellagitanninsfromiacerpseudosieboldianumipaxkomarovleavesonprostatecancercells AT junyin chemopreventiveactivityofellagitanninsfromiacerpseudosieboldianumipaxkomarovleavesonprostatecancercells AT seoyeonseonu chemopreventiveactivityofellagitanninsfromiacerpseudosieboldianumipaxkomarovleavesonprostatecancercells AT siyeonjin chemopreventiveactivityofellagitanninsfromiacerpseudosieboldianumipaxkomarovleavesonprostatecancercells AT jaeyoonoh chemopreventiveactivityofellagitanninsfromiacerpseudosieboldianumipaxkomarovleavesonprostatecancercells AT minwonlee chemopreventiveactivityofellagitanninsfromiacerpseudosieboldianumipaxkomarovleavesonprostatecancercells |