Jia-Xin Hu , Qian Liang , Li-Lin Xiao , Rong-Lin Jia , Xiao-Min Su , Li-Ping Liu , Xiahong He , Wen-Hui Xu
{"title":"具有抗炎和细胞毒活性的巴豆科植物中两个新的倍半萜类和两个新的二萜类。","authors":"Jia-Xin Hu , Qian Liang , Li-Lin Xiao , Rong-Lin Jia , Xiao-Min Su , Li-Ping Liu , Xiahong He , Wen-Hui Xu","doi":"10.1016/j.fitote.2025.106384","DOIUrl":null,"url":null,"abstract":"<div><div>Two new tropolone-bearing sesquiterpenoids (<strong>1</strong>–<strong>2</strong>), two new dolabrane-type diterpenoids (<strong>3</strong>–<strong>4</strong>) along with eight known compounds as ionone-type sesquiterpenoid (<strong>5</strong>), oleanane triterpenoid (<strong>6</strong>), vanillin and its derivative (<strong>7</strong>–<strong>8</strong>), neolignan (<strong>9</strong>), two lignans (<strong>10</strong>−<strong>11</strong>), flavanonol glycoside (<strong>12</strong>) were isolated from whole plants of <em>Croton lauioides</em> Radcl.-Sm. & Govaerts. The structures of all isolated compounds were elucidated by extensive spectral data including 1D, 2D NMR, HR-ESI-MS, and by comparing their NMR data with those of previously reported compounds. The experimental and calculated electronic circular dichroism data were used to determine their absolute configurations. All new compounds (<strong>1</strong>–<strong>4</strong>) were evaluated for their anti-inflammatory activity on LPS-induced RAW264.7 macrophages, and cytotoxicity against five human cancer cell lines (HepG2, A-549, MDA-MB-231, HL-60, and SW-480). Compound <strong>2</strong> showed signicant inhibitory activity against NO production with an IC<sub>50</sub> value of 16.41 ± 0.48 μM, better than that of L-NMMA (positive control, IC<sub>50</sub> = 42.83 ± 0.80 μM), while compound <strong>1</strong> exhibited comparable anti-inflammatory activity with IC<sub>50</sub> value of 47.50 ± 0.46 μM. Furthermore, compound <strong>1</strong> was also found to display selective cytotoxicity against human cancer cell line HepG2 with an inhibition rate of 79.09 % at 40.0 μM.</div></div>","PeriodicalId":12147,"journal":{"name":"Fitoterapia","volume":"181 ","pages":"Article 106384"},"PeriodicalIF":2.9000,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Two new sesquiterpenoids and two new diterpenoids from Croton lauioides with anti-inflammatory and cytotoxic activities\",\"authors\":\"Jia-Xin Hu , Qian Liang , Li-Lin Xiao , Rong-Lin Jia , Xiao-Min Su , Li-Ping Liu , Xiahong He , Wen-Hui Xu\",\"doi\":\"10.1016/j.fitote.2025.106384\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Two new tropolone-bearing sesquiterpenoids (<strong>1</strong>–<strong>2</strong>), two new dolabrane-type diterpenoids (<strong>3</strong>–<strong>4</strong>) along with eight known compounds as ionone-type sesquiterpenoid (<strong>5</strong>), oleanane triterpenoid (<strong>6</strong>), vanillin and its derivative (<strong>7</strong>–<strong>8</strong>), neolignan (<strong>9</strong>), two lignans (<strong>10</strong>−<strong>11</strong>), flavanonol glycoside (<strong>12</strong>) were isolated from whole plants of <em>Croton lauioides</em> Radcl.-Sm. & Govaerts. The structures of all isolated compounds were elucidated by extensive spectral data including 1D, 2D NMR, HR-ESI-MS, and by comparing their NMR data with those of previously reported compounds. The experimental and calculated electronic circular dichroism data were used to determine their absolute configurations. All new compounds (<strong>1</strong>–<strong>4</strong>) were evaluated for their anti-inflammatory activity on LPS-induced RAW264.7 macrophages, and cytotoxicity against five human cancer cell lines (HepG2, A-549, MDA-MB-231, HL-60, and SW-480). Compound <strong>2</strong> showed signicant inhibitory activity against NO production with an IC<sub>50</sub> value of 16.41 ± 0.48 μM, better than that of L-NMMA (positive control, IC<sub>50</sub> = 42.83 ± 0.80 μM), while compound <strong>1</strong> exhibited comparable anti-inflammatory activity with IC<sub>50</sub> value of 47.50 ± 0.46 μM. Furthermore, compound <strong>1</strong> was also found to display selective cytotoxicity against human cancer cell line HepG2 with an inhibition rate of 79.09 % at 40.0 μM.</div></div>\",\"PeriodicalId\":12147,\"journal\":{\"name\":\"Fitoterapia\",\"volume\":\"181 \",\"pages\":\"Article 106384\"},\"PeriodicalIF\":2.9000,\"publicationDate\":\"2025-03-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Fitoterapia\",\"FirstCategoryId\":\"3\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0367326X25000097\",\"RegionNum\":3,\"RegionCategory\":\"医学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/1/6 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Fitoterapia","FirstCategoryId":"3","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0367326X25000097","RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/1/6 0:00:00","PubModel":"Epub","JCR":"Q3","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
Two new sesquiterpenoids and two new diterpenoids from Croton lauioides with anti-inflammatory and cytotoxic activities
Two new tropolone-bearing sesquiterpenoids (1–2), two new dolabrane-type diterpenoids (3–4) along with eight known compounds as ionone-type sesquiterpenoid (5), oleanane triterpenoid (6), vanillin and its derivative (7–8), neolignan (9), two lignans (10−11), flavanonol glycoside (12) were isolated from whole plants of Croton lauioides Radcl.-Sm. & Govaerts. The structures of all isolated compounds were elucidated by extensive spectral data including 1D, 2D NMR, HR-ESI-MS, and by comparing their NMR data with those of previously reported compounds. The experimental and calculated electronic circular dichroism data were used to determine their absolute configurations. All new compounds (1–4) were evaluated for their anti-inflammatory activity on LPS-induced RAW264.7 macrophages, and cytotoxicity against five human cancer cell lines (HepG2, A-549, MDA-MB-231, HL-60, and SW-480). Compound 2 showed signicant inhibitory activity against NO production with an IC50 value of 16.41 ± 0.48 μM, better than that of L-NMMA (positive control, IC50 = 42.83 ± 0.80 μM), while compound 1 exhibited comparable anti-inflammatory activity with IC50 value of 47.50 ± 0.46 μM. Furthermore, compound 1 was also found to display selective cytotoxicity against human cancer cell line HepG2 with an inhibition rate of 79.09 % at 40.0 μM.
期刊介绍:
Fitoterapia is a Journal dedicated to medicinal plants and to bioactive natural products of plant origin. It publishes original contributions in seven major areas:
1. Characterization of active ingredients of medicinal plants
2. Development of standardization method for bioactive plant extracts and natural products
3. Identification of bioactivity in plant extracts
4. Identification of targets and mechanism of activity of plant extracts
5. Production and genomic characterization of medicinal plants biomass
6. Chemistry and biochemistry of bioactive natural products of plant origin
7. Critical reviews of the historical, clinical and legal status of medicinal plants, and accounts on topical issues.