A New Tetracyclic Bromopyrrole-Imidazole Derivative through Direct Chemical Diversification of Substances Present in Natural Product Extract from Marine Sponge Petrosia (Strongylophora) sp.
A New Tetracyclic Bromopyrrole-Imidazole Derivative through Direct Chemical Diversification of Substances Present in Natural Product Extract from Marine Sponge Petrosia (Strongylophora) sp.
复制标题
DOI：
10.3390/molecules28010143
复制
发表时间：
2022-12-24
期刊：
影响因子：
4.6
通讯作者：
Arisawa, Mitsuhiro
中科院分区：
文献类型：
--
作者：
Sirimangkalakitti, Natchanun;Harada, Kazuo;Yamada, Makito;Arai, Masayoshi;Arisawa, Mitsuhiro
关键词：
天然产物提取物中存在的物质的化学多样化可以产生许多类似天然产物的化合物，这些化合物更有可能具有所需的生物活性。这项工作的目的是发现前所未有的化学转化，并通过海绵提取物中存在的物质的一步反应产生新的化合物。在本报告中，一种新的非天然四环溴吡咯-咪唑衍生物 rac-6-OEt-cylindradine A (1) 是从海绵 Petrosia (Strongylophora) sp 的化学多样化提取物中产生的。我们还通过新的反应模式证实 1 源自天然存在的 (-)-cylindradine A (2)。此外，本文首次报道了(-)-二溴邻苯二甲酸(3)和4,5-二溴吡咯-2-羧酸(4)以及2。还对可能的反应机理和生物活性进行了研究。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且有用的策略。
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, rac-6-OEt-cylindradine A (1), was created from a chemically diversified extract of the sponge Petrosia (Strongylophora) sp. We also confirmed that 1 originated from naturally occurring (-)-cylindradine A (2) via a new reaction pattern. Moreover, (-)-dibromophakellin (3) and 4,5-dibromopyrrole-2-carboxylic acid (4), as well as 2, 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.
登录
查看更多内容
影响因子：
5.4
作者：
通讯作者：
--
DOI：
10.1073/pnas.0608438104
发表时间：
2007-01-09
影响因子：
11.1
作者：
Lopez, Silvia N.;Ramallo, I. Ayelen;Furlan, Ricardo L. E.
通讯作者：
Furlan, Ricardo L. E.
影响因子：
3.5
作者：
Tasdemir, Deniz;Topaloglu, Buelent;Rueedi, Peter
通讯作者：
Rueedi, Peter
DOI：
10.1038/s41573-020-00114-z
发表时间：
2021-03
期刊：
Nature reviews. Drug discovery
影响因子：
--
作者：
Atanasov AG;Zotchev SB;Dirsch VM;International Natural Product Sciences Taskforce;Supuran CT
通讯作者：
Supuran CT
DOI：
10.1016/j.ijbiomac.2017.04.043
发表时间：
2017-09-01
影响因子：
8.2
作者：
Lopes, Nayara;Ray, Sayani;Nozawa, Carlos
通讯作者：
Nozawa, Carlos