{"title":"Rapid Synthesis of Oversulfated Chondroitin Sulfate.","authors":"Hiroshi Akiyama, Hiori Misu, Yume Tsuruyama, Sanami Isaka, Utano Makiyama, Mayumi Ikegami-Kawai, Natsuko Miki, Yukari Nakagawa, Hideki Tamura, Yusuke Iwasaki, Rie Ito","doi":"10.1248/bpb.b25-00117","DOIUrl":null,"url":null,"abstract":"<p><p>Oversulfated chondroitin sulfate (OSCS) is a chondroitin sulfate ester in which all hydroxyl groups have been converted to sulfuric acid esters. Here, we describe a rapid, novel synthesis method for OSCS. <sup>1</sup>H-NMR analysis revealed that all signals derived from the protons of N-acetyl-galactosamine and glucuronic acid in the synthesized OSCS were shifted downfield due to sulfonation compared with the chondroitin sulfate (CS) starting material. Comparison of the edited heteronuclear single quantum correlation spectrum of the prepared OSCS with that of the Japanese Pharmacopoeia OSCS reference standard showed excellent agreement between the main correlation peaks. The proposed novel synthesis method for OSCS is faster and simpler than the conventional method.</p>","PeriodicalId":8955,"journal":{"name":"Biological & pharmaceutical bulletin","volume":"48 6","pages":"801-804"},"PeriodicalIF":1.7000,"publicationDate":"2025-01-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Biological & pharmaceutical bulletin","FirstCategoryId":"3","ListUrlMain":"https://doi.org/10.1248/bpb.b25-00117","RegionNum":4,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"PHARMACOLOGY & PHARMACY","Score":null,"Total":0}
引用次数: 0
Abstract
Oversulfated chondroitin sulfate (OSCS) is a chondroitin sulfate ester in which all hydroxyl groups have been converted to sulfuric acid esters. Here, we describe a rapid, novel synthesis method for OSCS. 1H-NMR analysis revealed that all signals derived from the protons of N-acetyl-galactosamine and glucuronic acid in the synthesized OSCS were shifted downfield due to sulfonation compared with the chondroitin sulfate (CS) starting material. Comparison of the edited heteronuclear single quantum correlation spectrum of the prepared OSCS with that of the Japanese Pharmacopoeia OSCS reference standard showed excellent agreement between the main correlation peaks. The proposed novel synthesis method for OSCS is faster and simpler than the conventional method.
期刊介绍：
Biological and Pharmaceutical Bulletin (Biol. Pharm. Bull.) began publication in 1978 as the Journal of Pharmacobio-Dynamics. It covers various biological topics in the pharmaceutical and health sciences. A fourth Society journal, the Journal of Health Science, was merged with Biol. Pharm. Bull. in 2012.
The main aim of the Society’s journals is to advance the pharmaceutical sciences with research reports, information exchange, and high-quality discussion. The average review time for articles submitted to the journals is around one month for first decision. The complete texts of all of the Society’s journals can be freely accessed through J-STAGE. The Society’s editorial committee hopes that the content of its journals will be useful to your research, and also invites you to submit your own work to the journals.
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