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Molecules
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Acetogenins: Extraction, Synthesis and Biological Properties
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Acetogenins: Extraction, Synthesis and Biological Properties

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Natural Products Chemistry".

Deadline for manuscript submissions: closed (30 June 2009) | Viewed by 60013

Special Issue Editor

Dr. Bruno Figadere

E-Mail Website
Guest Editor
Laboratories of Natural Substances Chemistry (Pharmacognosy), UMR 8076-BioCIS, Faculty of Pharmacy, University Paris-Sud, Orsay, France
Interests: natural substances chemistry; extraction (chromatographies); structural determination (NMR and mass spectrometry); total synthesis (multi-step; methodology in organometallic synthesis and asymmetric synthesis); pharmacomodulation (cytotoxic; antiparasitic; NCS)
Special Issues, Collections and Topics in MDPI journals

Keywords

  • acetogenins
  • extraction and synthesis
  • biological properties studies

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Published Papers (4 papers)

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Research

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331 KiB  
Communication
MALDI-TOF MS Profiling of Annonaceous Acetogenins in Annona muricata Products for Human Consumption
by Pierre Champy, Vincent Guérineau and Olivier Laprévote
Molecules 2009, 14(12), 5235-5246; https://doi.org/10.3390/molecules14125235 - 15 Dec 2009
Cited by 43 | Viewed by 12785
Abstract
Annonaceous acetogenins are proposed as environmental neurotoxicants consumed through medicinal and alimentary habits and responsible for atypical parkinsonian syndromes observed in tropical areas. Potential sources of exposure still have to be determined, as, to date, only a few batches of products for human [...] Read more.
Annonaceous acetogenins are proposed as environmental neurotoxicants consumed through medicinal and alimentary habits and responsible for atypical parkinsonian syndromes observed in tropical areas. Potential sources of exposure still have to be determined, as, to date, only a few batches of products for human consumption were searched for these compounds. To assess the presence of acetogenins, we propose a fast, sensitive and accurate method of screening, using MALDI-TOF MS, with minimal sample preparation. Development of the technique is discussed. Its application to leaves of herbal tea, pulp and bottled nectar of Annona muricata is presented. Full article
(This article belongs to the Special Issue Acetogenins: Extraction, Synthesis and Biological Properties)
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298 KiB  
Communication
Apolar Annonaceous Acetogenins from the Fruit Pulp of Annona muricata
by Alice Melot, Djibril Fall, Christophe Gleye and Pierre Champy
Molecules 2009, 14(11), 4387-4395; https://doi.org/10.3390/molecules14114387 - 2 Nov 2009
Cited by 39 | Viewed by 12507
Abstract
A methylene chloride extract of the pulp of Annona muricata L. was fractionated in search for scarcely functionalized Annonaceous acetogenins (type E). Previously known C-35 and C-37 mono-epoxy unsaturated compounds, epomuricenins-A and -B (1+2) and epomusenins-A and -B (3+4), were obtained. Two new [...] Read more.
A methylene chloride extract of the pulp of Annona muricata L. was fractionated in search for scarcely functionalized Annonaceous acetogenins (type E). Previously known C-35 and C-37 mono-epoxy unsaturated compounds, epomuricenins-A and -B (1+2) and epomusenins-A and -B (3+4), were obtained. Two new mono-epoxy saturated C-35 representatives, epomurinins-A and -B (5+6) were also isolated. Full article
(This article belongs to the Special Issue Acetogenins: Extraction, Synthesis and Biological Properties)
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Review

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2057 KiB  
Review
Total Synthesis of Annonaceous Acetogenins Belonging to the Non-Adjacent Bis-THF and Non-Adjacent THF-THP Sub-Classes
by Ian B. Spurr and Richard C. D. Brown
Molecules 2010, 15(1), 460-501; https://doi.org/10.3390/molecules15010460 - 21 Jan 2010
Cited by 33 | Viewed by 14406
Abstract
The synthesis of the subgroups of acetogenins containing non-adjacent bis-THF and non-adjacent THF-THP core units is reviewed. Specifically, total syntheses of gigantecin, 4-deoxygigantecin, cis-sylvaticin, squamostatin-C, squamostatin-D, sylvaticin and mucocin are discussed. Full article
(This article belongs to the Special Issue Acetogenins: Extraction, Synthesis and Biological Properties)
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2839 KiB  
Review
Medicinal Chemistry of Annonaceous Acetogenins: Design, Synthesis, and Biological Evaluation of Novel Analogues
by Naoto Kojima and Tetsuaki Tanaka
Molecules 2009, 14(9), 3621-3661; https://doi.org/10.3390/molecules14093621 - 17 Sep 2009
Cited by 88 | Viewed by 18666
Abstract
Most Annonaceous acetogenins are characterized by between one and three THF ring(s) with one or two flanking hydroxyl group(s) in the center of a C32/34 fatty acid, and the terminal carboxylic acid is combined with a 2-propanol unit to form an α,β-unsaturated γ-lactone. [...] Read more.
Most Annonaceous acetogenins are characterized by between one and three THF ring(s) with one or two flanking hydroxyl group(s) in the center of a C32/34 fatty acid, and the terminal carboxylic acid is combined with a 2-propanol unit to form an α,β-unsaturated γ-lactone. While many studies have addressed the properties and synthesis of natural acetogenins due to their attractive biological activities and unique structural features, a number of analogues have also been described. This review covers the design, synthesis, and biological evaluation of acetogenin analogues. Full article
(This article belongs to the Special Issue Acetogenins: Extraction, Synthesis and Biological Properties)
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