2012
DOI: 10.1039/c2ra20604h
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Total synthesis of batzelline C and isobatzelline C

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2012
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Cited by 15 publications
(4 citation statements)
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“…This synthetic strategy is similar to the proposed biosynthesis of pyrroloquinoline alkaloids . Different methods for closing the piperidine ring have been described , . For instance, the piperidine ring can be constructed by a biomimetic Michael addition and re‐oxidation of the hydroquinone.…”
Section: Resultsmentioning
confidence: 99%
“…This synthetic strategy is similar to the proposed biosynthesis of pyrroloquinoline alkaloids . Different methods for closing the piperidine ring have been described , . For instance, the piperidine ring can be constructed by a biomimetic Michael addition and re‐oxidation of the hydroquinone.…”
Section: Resultsmentioning
confidence: 99%
“…Finally, the deprotection of both Boc and phenolic methyl groups with a combination of BCl 3 and n-Bu 4 NI completed the total synthesis of heptaphylline (2). 23) 3. Application to the Total Synthesis of Pyrrolo[4,3,2de]quinoline Marine Natural Products [24][25][26] A series of pyrrolo[4,3,2-de] quinoline alkaloids such as damirones, 27) batzellines, 28) makaluvamines, 29) makaluvone, 29) and isobatzellines 30) have been isolated from marine sources, and some of these compounds have been demonstrated to possess a broad range of medicinally important activities such as antitumor activity, 29) inhibitory activity against topoisomerase II, 29) antimalarial activity, 31) and inhibitory activity against envelope-mediated cell fusion of human immunodeficiency virus type 1 28) (Fig.…”
Section: Application To the Total Synthesis Of Heptaphylline 1)mentioning
confidence: 99%
“…1 Pyrrolo[4,3,2- de ]quinolines, a tricyclic class of nitrogen-containing molecules, have shown promise in various therapeutic applications, exemplified by the lymphostin covalent PI3K/mTOR dual inhibitor I and topoisomerase inhibitor II (Scheme 1a). 2 Similarly, spirocyclic pyrazolone derivatives, such as compound III and IV , have garnered increasing attention from the scientific community due to their unique biological activities, including antiviral effects (Scheme 1a). 3 The discovery of innovative drugs heavily relies on the structural diversity and novelty of small-molecule compounds.…”
mentioning
confidence: 99%