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一种新的四环溴吡咯-咪唑衍生物，通过直接化学多样化天然产物提取物中存在的物质，从海洋海绵（）sp 中获得。

A New Tetracyclic Bromopyrrole-Imidazole Derivative through Direct Chemical Diversification of Substances Present in Natural Product Extract from Marine Sponge () sp.

机构信息

Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita 565-0871, Osaka, Japan.

出版信息

Molecules. 2022 Dec 24;28(1):143. doi: 10.3390/molecules28010143.

DOI:10.3390/molecules28010143
PMID:36615336
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9821877/
Abstract

Chemical diversification of substances present in natural product extracts can lead to a number of natural product-like compounds with a better chance of desirable bioactivities. The aim of this work was to discover unprecedented chemical conversion and produce new compounds through a one-step reaction of substances present in the extracts of marine sponges. In this report, a new unnatural tetracyclic bromopyrrole-imidazole derivative, -6-Et-cylindradine A (), was created from a chemically diversified extract of the sponge sp. We also confirmed that originated from naturally occurring (-)-cylindradine A () via a new reaction pattern. Moreover, (-)-dibromophakellin () and 4,5-dibromopyrrole-2-carboxylic acid (), as well as , were reported herein for the first time in this genus. Studies on the possible reaction mechanism and bioactivities were also conducted. The results indicate that the direct chemical diversification of substances present in natural product extracts can be a speedy and useful strategy for the discovery of new compounds.

摘要

天然产物提取物中物质的化学多样化可能会产生许多具有理想生物活性的类似天然产物的化合物。本工作的目的是通过一步反应从海绵提取物中存在的物质发现前所未有的化学转化并产生新的化合物。在本报告中，从海绵 sp. 的化学多样化提取物中创建了一种新的非天然四环溴吡咯-咪唑衍生物-6-Et-cylindradine A ()。我们还通过新的反应模式证实了 来源于天然存在的 (-)-cylindradine A ()。此外，(-)-二溴法壳素 ()和 4,5-二溴吡咯-2-羧酸 ()以及 首次在该属中报道。还进行了关于可能的反应机制和生物活性的研究。结果表明，天然产物提取物中存在的物质的直接化学多样化可能是发现新化合物的快速而有用的策略。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b1ec/9821877/a78ff0e8fbae/molecules-28-00143-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b1ec/9821877/26bd6cb68e57/molecules-28-00143-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b1ec/9821877/2e81c79c9bc3/molecules-28-00143-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b1ec/9821877/230697ca0675/molecules-28-00143-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b1ec/9821877/66a675d160d3/molecules-28-00143-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b1ec/9821877/00881f13acd5/molecules-28-00143-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b1ec/9821877/a78ff0e8fbae/molecules-28-00143-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b1ec/9821877/26bd6cb68e57/molecules-28-00143-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b1ec/9821877/2e81c79c9bc3/molecules-28-00143-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b1ec/9821877/230697ca0675/molecules-28-00143-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b1ec/9821877/66a675d160d3/molecules-28-00143-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b1ec/9821877/00881f13acd5/molecules-28-00143-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b1ec/9821877/a78ff0e8fbae/molecules-28-00143-sch003.jpg

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