{"title":"山茱萸叶中二羟基三萜的研究。","authors":"Hui-Jiao Yan, , , Ming-Ye Li, , , Jia-Le Zhou, , , Yan-Ling Geng, , and , Xiao Wang*, ","doi":"10.1021/acs.jnatprod.5c00360","DOIUrl":null,"url":null,"abstract":"<p >Thirteen new 3,4-<i>seco</i>-tirucallane triterpenoids (<b>1–11</b>, <b>15</b>, <b>16</b>), along with one new 2,3-<i>seco</i>-tirucallane triterpenoid (<b>17</b>), one new 3,4-<i>seco</i>-29-nor-tirucallane triterpenoid (<b>12</b>), one new 3,4-<i>seco</i>-28,29-dinor-tirucallane triterpenoid (<b>13</b>), and a known tirucallane analogue (<b>14</b>) were isolated from leaves of <i>Dysoxylum gotadhora.</i> These triterpenoids were structurally determined by spectroscopic methods, including HRESIMS, NMR spectroscopic analyses, single-crystal X-ray diffraction, and ECD data. The cytotoxicity evaluation revealed that compounds <b>4</b> and <b>11</b> exhibited moderate activity against HCT-116 and DLD-1 cell lines with IC<sub>50</sub> values ranging from 3.7 to 4.4 μM. The Annexin V-PE/7-AAD staining assay indicated that both <b>4</b> and <b>11</b> induced apoptosis in a concentration-dependent manner. Further studies showed that compounds <b>6</b>, <b>9</b>, <b>10</b>, and <b>17</b> exhibited suppression effects on NO production in LPS-induced RAW 264.7 cells, with IC<sub>50</sub> values ranging from 17.1 ± 3.3 to 49.8 ± 6.5 μM.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":"88 9","pages":"2041–2052"},"PeriodicalIF":3.6000,"publicationDate":"2025-08-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"seco-Tirucallane Triterpenoids from the Leaves of Dysoxylum gotadhora\",\"authors\":\"Hui-Jiao Yan, , , Ming-Ye Li, , , Jia-Le Zhou, , , Yan-Ling Geng, , and , Xiao Wang*, \",\"doi\":\"10.1021/acs.jnatprod.5c00360\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Thirteen new 3,4-<i>seco</i>-tirucallane triterpenoids (<b>1–11</b>, <b>15</b>, <b>16</b>), along with one new 2,3-<i>seco</i>-tirucallane triterpenoid (<b>17</b>), one new 3,4-<i>seco</i>-29-nor-tirucallane triterpenoid (<b>12</b>), one new 3,4-<i>seco</i>-28,29-dinor-tirucallane triterpenoid (<b>13</b>), and a known tirucallane analogue (<b>14</b>) were isolated from leaves of <i>Dysoxylum gotadhora.</i> These triterpenoids were structurally determined by spectroscopic methods, including HRESIMS, NMR spectroscopic analyses, single-crystal X-ray diffraction, and ECD data. The cytotoxicity evaluation revealed that compounds <b>4</b> and <b>11</b> exhibited moderate activity against HCT-116 and DLD-1 cell lines with IC<sub>50</sub> values ranging from 3.7 to 4.4 μM. The Annexin V-PE/7-AAD staining assay indicated that both <b>4</b> and <b>11</b> induced apoptosis in a concentration-dependent manner. Further studies showed that compounds <b>6</b>, <b>9</b>, <b>10</b>, and <b>17</b> exhibited suppression effects on NO production in LPS-induced RAW 264.7 cells, with IC<sub>50</sub> values ranging from 17.1 ± 3.3 to 49.8 ± 6.5 μM.</p>\",\"PeriodicalId\":47,\"journal\":{\"name\":\"Journal of Natural Products \",\"volume\":\"88 9\",\"pages\":\"2041–2052\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-08-31\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Natural Products \",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.jnatprod.5c00360\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Products ","FirstCategoryId":"99","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.jnatprod.5c00360","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
seco-Tirucallane Triterpenoids from the Leaves of Dysoxylum gotadhora
Thirteen new 3,4-seco-tirucallane triterpenoids (1–11, 15, 16), along with one new 2,3-seco-tirucallane triterpenoid (17), one new 3,4-seco-29-nor-tirucallane triterpenoid (12), one new 3,4-seco-28,29-dinor-tirucallane triterpenoid (13), and a known tirucallane analogue (14) were isolated from leaves of Dysoxylum gotadhora. These triterpenoids were structurally determined by spectroscopic methods, including HRESIMS, NMR spectroscopic analyses, single-crystal X-ray diffraction, and ECD data. The cytotoxicity evaluation revealed that compounds 4 and 11 exhibited moderate activity against HCT-116 and DLD-1 cell lines with IC50 values ranging from 3.7 to 4.4 μM. The Annexin V-PE/7-AAD staining assay indicated that both 4 and 11 induced apoptosis in a concentration-dependent manner. Further studies showed that compounds 6, 9, 10, and 17 exhibited suppression effects on NO production in LPS-induced RAW 264.7 cells, with IC50 values ranging from 17.1 ± 3.3 to 49.8 ± 6.5 μM.
期刊介绍:
The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
When new compounds are reported, manuscripts describing their biological activity are much preferred.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.