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A group of Japanese researchers mainly from Tokyo University of Agriculture and Technology (TUAT) and Hokkaido University drastically enhanced and sped up the way to producing skeletally diverse indole alkaloids, composed of the medicinally-relevant scaffolds. By leveraging computational and synthetic approaches, this group has successfully developed a concise and versatile synthetic process generating densely-functionalized multicyclic complex scaffolds, which would facilitate the development of both medicine and agrochemicals.
This synthetic approach employing zinc (II) reagent in place of Hg(II) or Gold-based reagents is also environmentally friendly as well as much cheaper than those that were used to-date. The research was published in Chemical Science on May 1st, 2019.
Plants - Fungi - Alkaloids - History - Use
Plants and fungi that contain indole alkaloids have a long history of use in traditional medicine. In efforts to synthesize the complex alkaloids, chemists usually develop a customized synthetic strategy for efficient construction of the single targeted scaffold. In contrast, this synthetic approach allows concise and divergent synthesis of skeletally diverse alkaloidal scaffolds employing a common multipotent intermediate upon activation of alkyne moiety with zinc (II) reagent.
"We have successfully achieved programmable synthesis of the four distinct alkaloidal skeletons by implementing divergent annulations. The four kinds of annulation modes were demonstrated to be controlled in...
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