{"title":"Okeaniazole A:具有抗利什曼病活性的海洋蓝藻 Okeania hirsuta 中的含噻唑环肽","authors":"","doi":"10.1016/j.tetlet.2024.155284","DOIUrl":null,"url":null,"abstract":"<div><p>A macrocyclic peptide, okeaniazole A (<strong>1</strong>), was isolated from the Okinawan marine cyanobacterium<em>, Okeania hirsuta</em>. The planar structure was elucidated by the analyses of MS and NMR spectra. The absolute configuration of the amino acid residues was determined by a combination of ozonolysis, hydrolysis, and Marfey’s analysis. Okeaniazole A (<strong>1</strong>) and a related cyclic heptapeptide dolastatin 3 (<strong>2</strong>) exhibited antileishmanial activity, with IC<sub>50</sub> values of 12.1 and 12.5 µM, respectively. These two compounds did not show any cytotoxicity toward L1210 mouse leukemia cells at concentrations of 100 µM.</p></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":null,"pages":null},"PeriodicalIF":1.5000,"publicationDate":"2024-08-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Okeaniazole A: Thiazole-containing cyclopeptide from the marine cyanobacterium Okeania hirsuta with antileishmanial activity\",\"authors\":\"\",\"doi\":\"10.1016/j.tetlet.2024.155284\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>A macrocyclic peptide, okeaniazole A (<strong>1</strong>), was isolated from the Okinawan marine cyanobacterium<em>, Okeania hirsuta</em>. The planar structure was elucidated by the analyses of MS and NMR spectra. The absolute configuration of the amino acid residues was determined by a combination of ozonolysis, hydrolysis, and Marfey’s analysis. Okeaniazole A (<strong>1</strong>) and a related cyclic heptapeptide dolastatin 3 (<strong>2</strong>) exhibited antileishmanial activity, with IC<sub>50</sub> values of 12.1 and 12.5 µM, respectively. These two compounds did not show any cytotoxicity toward L1210 mouse leukemia cells at concentrations of 100 µM.</p></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2024-08-30\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040403924003794\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403924003794","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
Okeaniazole A: Thiazole-containing cyclopeptide from the marine cyanobacterium Okeania hirsuta with antileishmanial activity
A macrocyclic peptide, okeaniazole A (1), was isolated from the Okinawan marine cyanobacterium, Okeania hirsuta. The planar structure was elucidated by the analyses of MS and NMR spectra. The absolute configuration of the amino acid residues was determined by a combination of ozonolysis, hydrolysis, and Marfey’s analysis. Okeaniazole A (1) and a related cyclic heptapeptide dolastatin 3 (2) exhibited antileishmanial activity, with IC50 values of 12.1 and 12.5 µM, respectively. These two compounds did not show any cytotoxicity toward L1210 mouse leukemia cells at concentrations of 100 µM.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.