Total synthesis of the plant alkaloid racemic microthecaline A: first example of a natural product bearing a tricyclic quinoline-serrulatane scaffold

The first total synthesis of racemic microthecaline A, a quinoline serrulatane alkaloid, isolated from the Australian desert plant Eremophila microtheca is described. The natural product was synthesized in ten steps, starting from ethyl 4-bromo-6-methoxy-8-methylquinoline-3-carboxylate in 8% overall...

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Autores principales: Penjarla, Thirupathi Reddy, Kundarapu, Maheshwar, Baquer, Syed Mohd., Bhattacharya, Anupam
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9067311/
https://www.ncbi.nlm.nih.gov/pubmed/35514523
http://dx.doi.org/10.1039/c9ra04675e
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author Penjarla, Thirupathi Reddy
Kundarapu, Maheshwar
Baquer, Syed Mohd.
Bhattacharya, Anupam
author_facet Penjarla, Thirupathi Reddy
Kundarapu, Maheshwar
Baquer, Syed Mohd.
Bhattacharya, Anupam
author_sort Penjarla, Thirupathi Reddy
collection PubMed
description The first total synthesis of racemic microthecaline A, a quinoline serrulatane alkaloid, isolated from the Australian desert plant Eremophila microtheca is described. The natural product was synthesized in ten steps, starting from ethyl 4-bromo-6-methoxy-8-methylquinoline-3-carboxylate in 8% overall yield.
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spelling pubmed-90673112022-05-04 Total synthesis of the plant alkaloid racemic microthecaline A: first example of a natural product bearing a tricyclic quinoline-serrulatane scaffold Penjarla, Thirupathi Reddy Kundarapu, Maheshwar Baquer, Syed Mohd. Bhattacharya, Anupam RSC Adv Chemistry The first total synthesis of racemic microthecaline A, a quinoline serrulatane alkaloid, isolated from the Australian desert plant Eremophila microtheca is described. The natural product was synthesized in ten steps, starting from ethyl 4-bromo-6-methoxy-8-methylquinoline-3-carboxylate in 8% overall yield. The Royal Society of Chemistry 2019-07-26 /pmc/articles/PMC9067311/ /pubmed/35514523 http://dx.doi.org/10.1039/c9ra04675e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Penjarla, Thirupathi Reddy
Kundarapu, Maheshwar
Baquer, Syed Mohd.
Bhattacharya, Anupam
Total synthesis of the plant alkaloid racemic microthecaline A: first example of a natural product bearing a tricyclic quinoline-serrulatane scaffold
title Total synthesis of the plant alkaloid racemic microthecaline A: first example of a natural product bearing a tricyclic quinoline-serrulatane scaffold
title_full Total synthesis of the plant alkaloid racemic microthecaline A: first example of a natural product bearing a tricyclic quinoline-serrulatane scaffold
title_fullStr Total synthesis of the plant alkaloid racemic microthecaline A: first example of a natural product bearing a tricyclic quinoline-serrulatane scaffold
title_full_unstemmed Total synthesis of the plant alkaloid racemic microthecaline A: first example of a natural product bearing a tricyclic quinoline-serrulatane scaffold
title_short Total synthesis of the plant alkaloid racemic microthecaline A: first example of a natural product bearing a tricyclic quinoline-serrulatane scaffold
title_sort total synthesis of the plant alkaloid racemic microthecaline a: first example of a natural product bearing a tricyclic quinoline-serrulatane scaffold
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9067311/
https://www.ncbi.nlm.nih.gov/pubmed/35514523
http://dx.doi.org/10.1039/c9ra04675e
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