Transformation of Renieramycin M into Renieramycins T and S by Intramolecular Photoredox Reaction of 7-Methoxy-6-methyl-1,2,3,4-tetrahydroisoquinoline-5,8-dione Derivatives

Transformation of Renieramycin M into Renieramycins T and S by Intramolecular Photoredox Reaction of 7-Methoxy-6-methyl-1,2,3,4-tetrahydroisoquinoline-5,8-dione Derivatives
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7-甲氧基-6-甲基-1,2,3,4-四氢异喹啉-5,8-二酮衍生物分子内光氧化还原反应将雷尼尔霉素 M 转化为雷尼尔霉素 T 和 S

DOI:
10.1021/acs.jnatprod.2c00974
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发表时间:
2023
影响因子:
5.1
通讯作者:
Saito Naoki
Saito Naoki
中科院分区:
生物学2区
文献类型:
--
作者:
Yokoya Masashi;Yamazaki-Nakai Miku;Nakai Keiyo;Sirimangkalakitti Natchanun;Chamni Supakarn;Suwanborirux Khanit;Saito Naoki

文献摘要

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结合我们对生物活性1,2,3,4-四氢异喹啉海洋天然产物的研究,我们在此描述了一种有用的分子内光氧化还原将7-甲氧基-6-甲基-1,2,3,4-四氢异喹啉-5,8-二酮三环模型转化为 5-羟基-四氢异喹啉[1,3]二氧杂环戊烯的产率极佳。我们将该方法应用于将雷尼尔霉素 M 转化为雷尼尔霉素 T 和 S 以及将沙弗拉霉素 A 转化。还提供了细胞毒性研究的结果。
In connection with our studies of biologically active 1,2,3,4-tetrahydroisoquinoline marine natural products, we describe herein a useful intramolecular photoredox transformation of 7-methoxy-6-methyl-1,2,3,4-tetrahydroisoquinoline-5,8-dione tricyclic models into 5-hydroxy-tetrahydroisoquinol[1,3]dioxoles in excellent yields. We applied this methodology to the transformation of renieramycin M into renieramycins T and S and the transformation of saframycin A. The results of cytotoxicity studies are also presented.