{"title":"土源真菌asperum Trichocladium的细胞松弛素和orsellin酸衍生物具有细胞毒性。","authors":"Yi-Jie Zhai , Shu-Hui Zhao , Jin-Ming Gao , Wen-Bo Han","doi":"10.1016/j.phytochem.2024.114340","DOIUrl":null,"url":null,"abstract":"<div><div>Four undescribed cytochalasins (<strong>1</strong>−<strong>4</strong>), three undescribed orsellinic acid derivatives (<strong>5</strong>−<strong>7</strong>) and two known metabolites including methyl lecanorate (<strong>8</strong>) and methyl orsellinate (<strong>9</strong>) were isolated from the solid-state cultivation of a soil-derived fungus <em>Trichocladium asperum</em> SQ2-3 collected in Qinghai-Tibet Plateau. Their structures were elucidated by analysis of NMR (1D and 2D) and mass spectrometry data. The absolute configurations of <strong>1</strong>−<strong>7</strong> were assigned by a combination of the modified Mosher's method, microscale derivatization and Mo<sub>2</sub>(OAc)<sub>4</sub>-induced circular dichroism experiment. Compounds <strong>1</strong>, <strong>2</strong>, <strong>3</strong> and <strong>6</strong> showed significant cytotoxicity against HL-60, A3494, SMMC-7721, MDA-MB-231 and SW480 cell lines with IC<sub>50</sub> values ranging from 4.74 to 15.84 μM, respectively. Meanwhile, compound <strong>1</strong> could obviously damage mitochondrial membrane potential and induce G2/M cell cycle arrest in A549 cells.</div></div>","PeriodicalId":20170,"journal":{"name":"Phytochemistry","volume":"231 ","pages":"Article 114340"},"PeriodicalIF":3.2000,"publicationDate":"2024-11-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Cytochalasins and orsellinic acid derivatives with cytotoxicity from the soil-derived fungus Trichocladium asperum\",\"authors\":\"Yi-Jie Zhai , Shu-Hui Zhao , Jin-Ming Gao , Wen-Bo Han\",\"doi\":\"10.1016/j.phytochem.2024.114340\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Four undescribed cytochalasins (<strong>1</strong>−<strong>4</strong>), three undescribed orsellinic acid derivatives (<strong>5</strong>−<strong>7</strong>) and two known metabolites including methyl lecanorate (<strong>8</strong>) and methyl orsellinate (<strong>9</strong>) were isolated from the solid-state cultivation of a soil-derived fungus <em>Trichocladium asperum</em> SQ2-3 collected in Qinghai-Tibet Plateau. Their structures were elucidated by analysis of NMR (1D and 2D) and mass spectrometry data. The absolute configurations of <strong>1</strong>−<strong>7</strong> were assigned by a combination of the modified Mosher's method, microscale derivatization and Mo<sub>2</sub>(OAc)<sub>4</sub>-induced circular dichroism experiment. Compounds <strong>1</strong>, <strong>2</strong>, <strong>3</strong> and <strong>6</strong> showed significant cytotoxicity against HL-60, A3494, SMMC-7721, MDA-MB-231 and SW480 cell lines with IC<sub>50</sub> values ranging from 4.74 to 15.84 μM, respectively. Meanwhile, compound <strong>1</strong> could obviously damage mitochondrial membrane potential and induce G2/M cell cycle arrest in A549 cells.</div></div>\",\"PeriodicalId\":20170,\"journal\":{\"name\":\"Phytochemistry\",\"volume\":\"231 \",\"pages\":\"Article 114340\"},\"PeriodicalIF\":3.2000,\"publicationDate\":\"2024-11-26\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Phytochemistry\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0031942224003777\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Phytochemistry","FirstCategoryId":"99","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0031942224003777","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Cytochalasins and orsellinic acid derivatives with cytotoxicity from the soil-derived fungus Trichocladium asperum
Four undescribed cytochalasins (1−4), three undescribed orsellinic acid derivatives (5−7) and two known metabolites including methyl lecanorate (8) and methyl orsellinate (9) were isolated from the solid-state cultivation of a soil-derived fungus Trichocladium asperum SQ2-3 collected in Qinghai-Tibet Plateau. Their structures were elucidated by analysis of NMR (1D and 2D) and mass spectrometry data. The absolute configurations of 1−7 were assigned by a combination of the modified Mosher's method, microscale derivatization and Mo2(OAc)4-induced circular dichroism experiment. Compounds 1, 2, 3 and 6 showed significant cytotoxicity against HL-60, A3494, SMMC-7721, MDA-MB-231 and SW480 cell lines with IC50 values ranging from 4.74 to 15.84 μM, respectively. Meanwhile, compound 1 could obviously damage mitochondrial membrane potential and induce G2/M cell cycle arrest in A549 cells.
期刊介绍：
Phytochemistry is a leading international journal publishing studies of plant chemistry, biochemistry, molecular biology and genetics, structure and bioactivities of phytochemicals, including ''-omics'' and bioinformatics/computational biology approaches. Phytochemistry is a primary source for papers dealing with phytochemicals, especially reports concerning their biosynthesis, regulation, and biological properties both in planta and as bioactive principles. Articles are published online as soon as possible as Articles-in-Press and in 12 volumes per year. Occasional topic-focussed special issues are published composed of papers from invited authors.
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