Ceren Öztürk , Başak Aru , Milan Malaník , Hasan Kırmızıbekmez
{"title":"黑曲霉中未描述的烯丙化蒽醌类化合物。Bornm交货。具有细胞毒性","authors":"Ceren Öztürk , Başak Aru , Milan Malaník , Hasan Kırmızıbekmez","doi":"10.1016/j.fitote.2025.106845","DOIUrl":null,"url":null,"abstract":"<div><div>Two previously unreported anthraquinones, named sintenisiquinones A (<strong>1</strong>) and B (<strong>2</strong>), were isolated from the MeOH extract of <em>Asperula sintenisii</em> together with five iridoid glycosides, five flavonoids, as well as three phenolic acid derivatives. Their chemical structures were elucidated on the basis of extensive 1D (<sup>1</sup>H and <sup>13</sup>C) and 2D (COSY, HSQC, and HMBC) NMR spectroscopy and HRESIMS. Compounds <strong>1</strong> and <strong>2</strong> represent rare type of anthraquinone derivatives bearing a prenyl group cyclized to dihydrofuran ring. The <em>in vitro</em> cytotoxic activities of selected compounds (<strong>1</strong>–<strong>3</strong>, <strong>5</strong>, <strong>7</strong>, <strong>11</strong>, <strong>12</strong> and <strong>15</strong>) were evaluated against SW480, DU145, MCF7, and A549 cancer cell lines as well as a healthy cell line, L929 by MTS assay. Compounds <strong>1</strong> and <strong>2</strong> displayed weak cytotoxicity compared to positive control, doxorubicin. This is the first phytochemical and bioactivity studies on <em>A. sintenisii</em>, an endemic species to Türkiye.</div></div>","PeriodicalId":12147,"journal":{"name":"Fitoterapia","volume":"186 ","pages":"Article 106845"},"PeriodicalIF":2.6000,"publicationDate":"2025-08-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Undescribed prenylated anthraquinones from Asperula sintenisii Asch. Ex Bornm. with cytotoxic activities\",\"authors\":\"Ceren Öztürk , Başak Aru , Milan Malaník , Hasan Kırmızıbekmez\",\"doi\":\"10.1016/j.fitote.2025.106845\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Two previously unreported anthraquinones, named sintenisiquinones A (<strong>1</strong>) and B (<strong>2</strong>), were isolated from the MeOH extract of <em>Asperula sintenisii</em> together with five iridoid glycosides, five flavonoids, as well as three phenolic acid derivatives. Their chemical structures were elucidated on the basis of extensive 1D (<sup>1</sup>H and <sup>13</sup>C) and 2D (COSY, HSQC, and HMBC) NMR spectroscopy and HRESIMS. Compounds <strong>1</strong> and <strong>2</strong> represent rare type of anthraquinone derivatives bearing a prenyl group cyclized to dihydrofuran ring. The <em>in vitro</em> cytotoxic activities of selected compounds (<strong>1</strong>–<strong>3</strong>, <strong>5</strong>, <strong>7</strong>, <strong>11</strong>, <strong>12</strong> and <strong>15</strong>) were evaluated against SW480, DU145, MCF7, and A549 cancer cell lines as well as a healthy cell line, L929 by MTS assay. Compounds <strong>1</strong> and <strong>2</strong> displayed weak cytotoxicity compared to positive control, doxorubicin. This is the first phytochemical and bioactivity studies on <em>A. sintenisii</em>, an endemic species to Türkiye.</div></div>\",\"PeriodicalId\":12147,\"journal\":{\"name\":\"Fitoterapia\",\"volume\":\"186 \",\"pages\":\"Article 106845\"},\"PeriodicalIF\":2.6000,\"publicationDate\":\"2025-08-22\",\"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/S0367326X2500471X\",\"RegionNum\":3,\"RegionCategory\":\"医学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"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/S0367326X2500471X","RegionNum":3,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
Undescribed prenylated anthraquinones from Asperula sintenisii Asch. Ex Bornm. with cytotoxic activities
Two previously unreported anthraquinones, named sintenisiquinones A (1) and B (2), were isolated from the MeOH extract of Asperula sintenisii together with five iridoid glycosides, five flavonoids, as well as three phenolic acid derivatives. Their chemical structures were elucidated on the basis of extensive 1D (1H and 13C) and 2D (COSY, HSQC, and HMBC) NMR spectroscopy and HRESIMS. Compounds 1 and 2 represent rare type of anthraquinone derivatives bearing a prenyl group cyclized to dihydrofuran ring. The in vitro cytotoxic activities of selected compounds (1–3, 5, 7, 11, 12 and 15) were evaluated against SW480, DU145, MCF7, and A549 cancer cell lines as well as a healthy cell line, L929 by MTS assay. Compounds 1 and 2 displayed weak cytotoxicity compared to positive control, doxorubicin. This is the first phytochemical and bioactivity studies on A. sintenisii, an endemic species to Türkiye.
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.