采用化学和微生物方法从大豆植物甾醇混合物中合成 Pregna-1,4,16-三烯-3,20-二酮

IF 1.7 3区化学 Q3 CHEMISTRY, ORGANIC Current Organic Chemistry Pub Date : 2024-08-28 DOI:10.2174/0113852728317835240812102433

Luu D. Huy, Tatiana S. Savinova, Alexey V. Kazantsev, Victoria V. Fokina, Marina V. Donova

{"title":"采用化学和微生物方法从大豆植物甾醇混合物中合成 Pregna-1,4,16-三烯-3,20-二酮","authors":"Luu D. Huy, Tatiana S. Savinova, Alexey V. Kazantsev, Victoria V. Fokina, Marina V. Donova","doi":"10.2174/0113852728317835240812102433","DOIUrl":null,"url":null,"abstract":": In this paper, we present an efficient procedure for the transformation of a soybean phytosterol mixture into pregna-1,4,16-triene-3,20-dione, which is a key intermediate for the synthesis of valuable corticoids. The possibility of using two alternative methods for 1(2)-dehydrogenation of pregna-4,16-diene-3,20-dione - chemical and microbiological - was shown. Microbiological 3-keto-4-ene steroid 1(2)-dehydrogenation was carried out using actinobacterial cells of Nocardioides simplex VKM Ac-2033D. The structures of the synthesized compounds were confirmed by the IR, MS, and 1H-NMR methods.","PeriodicalId":10926,"journal":{"name":"Current Organic Chemistry","volume":"59 1","pages":""},"PeriodicalIF":1.7000,"publicationDate":"2024-08-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis of Pregna-1,4,16-triene-3,20-dione from a Mixture of Soybean Phytosterols using a Combination of Chemical and Microbiological Methods\",\"authors\":\"Luu D. Huy, Tatiana S. Savinova, Alexey V. Kazantsev, Victoria V. Fokina, Marina V. Donova\",\"doi\":\"10.2174/0113852728317835240812102433\",\"DOIUrl\":null,\"url\":null,\"abstract\":\": In this paper, we present an efficient procedure for the transformation of a soybean phytosterol mixture into pregna-1,4,16-triene-3,20-dione, which is a key intermediate for the synthesis of valuable corticoids. The possibility of using two alternative methods for 1(2)-dehydrogenation of pregna-4,16-diene-3,20-dione - chemical and microbiological - was shown. Microbiological 3-keto-4-ene steroid 1(2)-dehydrogenation was carried out using actinobacterial cells of Nocardioides simplex VKM Ac-2033D. The structures of the synthesized compounds were confirmed by the IR, MS, and 1H-NMR methods.\",\"PeriodicalId\":10926,\"journal\":{\"name\":\"Current Organic Chemistry\",\"volume\":\"59 1\",\"pages\":\"\"},\"PeriodicalIF\":1.7000,\"publicationDate\":\"2024-08-28\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Current Organic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.2174/0113852728317835240812102433\",\"RegionNum\":3,\"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":"Current Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.2174/0113852728317835240812102433","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}

引用次数: 0

摘要

:本文介绍了将大豆植物甾醇混合物转化为普瑞纳-1,4,16-三烯-3,20-二酮的高效程序，普瑞纳-1,4,16-三烯-3,20-二酮是合成有价值的皮质激素的关键中间体。研究表明，可以使用化学和微生物两种方法对 1(2)-前胡-4,16-二烯-3,20-二酮进行脱氢。微生物 3-酮-4-烯甾体 1(2)-脱氢反应是利用放线菌单核细胞 VKM Ac-2033D 进行的。通过红外光谱、质谱和 1H-NMR 方法确认了合成化合物的结构。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

查看原文

微信好友朋友圈 QQ好友复制链接

本刊更多论文

Synthesis of Pregna-1,4,16-triene-3,20-dione from a Mixture of Soybean Phytosterols using a Combination of Chemical and Microbiological Methods

: In this paper, we present an efficient procedure for the transformation of a soybean phytosterol mixture into pregna-1,4,16-triene-3,20-dione, which is a key intermediate for the synthesis of valuable corticoids. The possibility of using two alternative methods for 1(2)-dehydrogenation of pregna-4,16-diene-3,20-dione - chemical and microbiological - was shown. Microbiological 3-keto-4-ene steroid 1(2)-dehydrogenation was carried out using actinobacterial cells of Nocardioides simplex VKM Ac-2033D. The structures of the synthesized compounds were confirmed by the IR, MS, and 1H-NMR methods.

求助全文

通过发布文献求助，成功后即可免费获取论文全文。去求助

来源期刊

Current Organic Chemistry 化学-有机化学

CiteScore

3.70

自引率

7.70%

发文量

审稿时长

1 months

期刊介绍： Current Organic Chemistry aims to provide in-depth/mini reviews on the current progress in various fields related to organic chemistry including bioorganic chemistry, organo-metallic chemistry, asymmetric synthesis, heterocyclic chemistry, natural product chemistry, catalytic and green chemistry, suitable aspects of medicinal chemistry and polymer chemistry, as well as analytical methods in organic chemistry. The frontier reviews provide the current state of knowledge in these fields and are written by chosen experts who are internationally known for their eminent research contributions. The Journal also accepts high quality research papers focusing on hot topics, highlights and letters besides thematic issues in these fields. Current Organic Chemistry should prove to be of great interest to organic chemists in academia and industry, who wish to keep abreast with recent developments in key fields of organic chemistry.