Literature DB >> 14732283

The caulindoles: dimeric prenylindoles from Isolona cauliflora.

John J Makangara1, Leonia Henry, Stephan A Jonker, Mayunga H H Nkunya.   

Abstract

Four dimeric prenylindoles occurring in diastereomeric pairs, the caulindole A-D, 5-(3-methyl-2-butenyl)-1H-indole, and (E)-5-(3-methylbuta-1,3-dienyl)-1H-indole were isolated from the stem and root barks of Isolona cauliflora, an ecologically endangered Annonaceae species. Structural determination was achieved based on interpretation of spectroscopic data. Biogenetically, the caulindoles are considered as Diels-Alder-type cycloaddition products of mono- and/or bis-prenylindoles [e.g. 5-(3-methyl-2-butenyl)-1H-indole and (E)-5-(3-methylbuta-1,3-dienyl)-1H-indole] as the dienes and dienophiles.

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Year:  2004        PMID: 14732283     DOI: 10.1016/j.phytochem.2003.10.010

Source DB:  PubMed          Journal:  Phytochemistry        ISSN: 0031-9422            Impact factor:   4.072


  3 in total

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Journal:  Molecules       Date:  2022-05-09       Impact factor: 4.927

2.  Synthesis of (-)-Dihydroraputindole D by Enantioselective Benzoylation of a 1,3-Diol Intermediate.

Authors:  Marvin Fresia; Mario Kock; Thomas Lindel
Journal:  Chemistry       Date:  2020-09-16       Impact factor: 5.236

3.  Total Synthesis of (+)-Raputindole A: An Iridium-Catalyzed Cyclization Approach.

Authors:  Juliana L L F Regueira; Luiz F Silva; Ronaldo A Pilli
Journal:  Org Lett       Date:  2020-08-05       Impact factor: 6.005

  3 in total

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