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2022 年度 実施状況報告書

天然資源と金属ナノ粒子触媒を用いる非天然創薬リート化合物の創製

研究課題

研究課題/領域番号 22K15252
研究機関大阪大学

研究代表者

SIRIMANGKALAKITTI NATCHANUN  大阪大学, 大学院薬学研究科, 特任助教 (10909120)

研究期間 (年度) 2022-04-01 – 2024-03-31
キーワードnatural product extract / metal catalyst / chemical diversification / lead compound
研究実績の概要

We accomplished to discover unprecedented chemical conversion and produce a new compound through a one-step reaction of substances present in the extract of marine sponge Petrosia (Strongylophora) sp.
Chemical diversification of the substances present in the natural product extract with heat-treated EtOH produced a new, unexpected tetracyclic bromopyrrole-imidazole derivative, rac-6-OEt-cylindradine A. We also confirmed that it originated from naturally occurring (-)-cylindradine A via a new reaction pattern. Moreover, (-)-dibromophakellin and 4,5-dibromopyrrole-2-carboxylic acid as well as (-)-cylindradine A 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.

現在までの達成度 (区分)
現在までの達成度 (区分)

2: おおむね順調に進展している

理由

Based on our previous successful study of direct chemical diversification of substances present in natural product extracts, we're trying to apply this method to natural sources using Pd nanoparticle catalyst.
Using metal nanoparticle catalyst can efficiently catalyze C-H bond activation, C-C cleavage, and/or cross-coupling to give other scaffolds via C-C and/or C-heteroatom bond formation.
Higher reactive Rh nanoparticle catalyst is in developing process.

今後の研究の推進方策

The purpose of this research is to develop a new methodology for creating and discovering new biologically active compounds using natural resources and highly reactive metal nanoparticle catalysts.
We're going to apply this methodology to natural sources using various metal nanoparticle catalysts, such as Pd and Rh.
This synthesis which could directly access a number of NP-like compounds in one-step is promising for faster and more efficient drug discovery and development.

次年度使用額が生じた理由

Due to the covid-19 epidemic, ordering and shipping of some chemical reagents were delayed.

  • 研究成果

    (2件)

すべて 2022

すべて 雑誌論文 (2件) (うち査読あり 2件、 オープンアクセス 1件)

  • [雑誌論文] A New Tetracyclic Bromopyrrole-Imidazole Derivative through Direct Chemical Diversification of Substances Present in Natural Product Extract from Marine Sponge Petrosia (Strongylophora) sp.2022

    • 著者名/発表者名
      Sirimangkalakitti Natchanun、Harada Kazuo、Yamada Makito、Arai Masayoshi、Arisawa Mitsuhiro
    • 雑誌名

      Molecules

      巻: 28 ページ: 143~143

    • DOI

      10.3390/molecules28010143

    • 査読あり / オープンアクセス
  • [雑誌論文] Design, Synthesis, and Monoamine Oxidase B Selective Inhibitory Activity of <i>N</i>-Arylated Heliamine Analogues2022

    • 著者名/発表者名
      Yamada Makito、Hirose Yu、Lin Bangzhong、Fumimoto Megumi、Nunomura Kazuto、Natchanun Sirimangkalakitti、Takahashi Naoyuki、Ohki Yuuta、Sako Makoto、Murai Kenichi、Harada Kazuo、Arai Masayoshi、Suzuki Sayo、Nakamura Tomonori、Haruta Junichi、Arisawa Mitsuhiro
    • 雑誌名

      ACS Medicinal Chemistry Letters

      巻: 13 ページ: 1582~1590

    • DOI

      10.1021/acsmedchemlett.2c00228

    • 査読あり

URL: 

公開日: 2023-12-25  

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