{"title":"六步合成及四酮基玻璃体蛋白类似物的上皮-间质过渡抑制活性。","authors":"Yusuke Hanaki, Yasunori Sugiyama, Ryo C Yanagita","doi":"10.1093/bbb/zbaf030","DOIUrl":null,"url":null,"abstract":"<p><p>We synthesized a vitetrifolin analog in which the A-ring was replaced with a benzene ring, in 6 steps from commercially available 2-methyl-1-tetralone. Similarly to vitetrifolin D, this analog suppressed the phorbol ester-induced epithelial-mesenchymal transition. This tetralone-based structural simplification strategy is expected to be applicable to studies on not only vitetrifolins but also other halimane-type diterpenoids.</p>","PeriodicalId":9175,"journal":{"name":"Bioscience, Biotechnology, and Biochemistry","volume":" ","pages":"805-810"},"PeriodicalIF":1.4000,"publicationDate":"2025-05-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Six-step synthesis and epithelial-mesenchymal transition-inhibitory activity of a tetralone-based vitetrifolin analog.\",\"authors\":\"Yusuke Hanaki, Yasunori Sugiyama, Ryo C Yanagita\",\"doi\":\"10.1093/bbb/zbaf030\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>We synthesized a vitetrifolin analog in which the A-ring was replaced with a benzene ring, in 6 steps from commercially available 2-methyl-1-tetralone. Similarly to vitetrifolin D, this analog suppressed the phorbol ester-induced epithelial-mesenchymal transition. This tetralone-based structural simplification strategy is expected to be applicable to studies on not only vitetrifolins but also other halimane-type diterpenoids.</p>\",\"PeriodicalId\":9175,\"journal\":{\"name\":\"Bioscience, Biotechnology, and Biochemistry\",\"volume\":\" \",\"pages\":\"805-810\"},\"PeriodicalIF\":1.4000,\"publicationDate\":\"2025-05-21\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Bioscience, Biotechnology, and Biochemistry\",\"FirstCategoryId\":\"5\",\"ListUrlMain\":\"https://doi.org/10.1093/bbb/zbaf030\",\"RegionNum\":4,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Bioscience, Biotechnology, and Biochemistry","FirstCategoryId":"5","ListUrlMain":"https://doi.org/10.1093/bbb/zbaf030","RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Six-step synthesis and epithelial-mesenchymal transition-inhibitory activity of a tetralone-based vitetrifolin analog.
We synthesized a vitetrifolin analog in which the A-ring was replaced with a benzene ring, in 6 steps from commercially available 2-methyl-1-tetralone. Similarly to vitetrifolin D, this analog suppressed the phorbol ester-induced epithelial-mesenchymal transition. This tetralone-based structural simplification strategy is expected to be applicable to studies on not only vitetrifolins but also other halimane-type diterpenoids.
期刊介绍:
Bioscience, Biotechnology, and Biochemistry publishes high-quality papers providing chemical and biological analyses of vital phenomena exhibited by animals, plants, and microorganisms, the chemical structures and functions of their products, and related matters. The Journal plays a major role in communicating to a global audience outstanding basic and applied research in all fields subsumed by the Japan Society for Bioscience, Biotechnology, and Agrochemistry (JSBBA).