Acetogenins from Annonaceae

Cavé, André; Figadère, Bruno; Laurens, A.; Cortés, Diego

doi:10.1007/978-3-7091-6551-5_2

Cited by 74 publications

(98 citation statements)

References 209 publications

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“…The ACG are naturally occurring long-chain fatty acid derivatives possessing unique structures and powerful cytotoxic properties, with potential applications as insecticides, antiparasitics, and as a highly interesting new generation of antitumor drugs (Moeschler et al 1986(Moeschler et al , 1987Mikolajczak et al 1988Mikolajczak et al , 1989Oberlies et al 1995;Cavé et al 1997;Alali et al 1999;Guadaño et al 2000;Raynaud et al 2000). Their mode of action targets the mitochondrial electron transport with a speciWc action at NADH-ubiquinone oxidoreductase (NADH-dehydrogenase, also known as complex I).…”

Section: Introductionmentioning

confidence: 99%

Toxic effects of annonaceous acetogenins from Annona cherimolia (Magnoliales: Annonaceae) on Spodoptera frugiperda (Lepidoptera: Noctuidae)

et al. 2006

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Plants belonging to the family Annonaceae have been commonly described in traditional medicine as remedies against head lice, and for their insecticidal properties. Characteristic constituents from a few genera of these plants are the annonaceous acetogenins. Fourteen annonaceous acetogenins have been isolated from our Argentine collection of the seeds of A. cherimolia. We report herein the antifeedant and insecticidal eVects of nine of those acetogenins on Spodoptera frugiperda (J. E. Smith). The acetogenin squamocin, one of the major constituents of the extract, displayed toxic eVects on early larval instars when incorporated to the larval diet at a dose of 50 g per g of diet. The remaining annonaceous acetogenins tested, itrabin, asimicin, neoanonin, cherimolin-1, cherimolin-2, almuñequin, motrilin, and tucumanin produced pupal mortality and adult malformations leading to death, when incorporated to the larval diet at the same dose. The evaluation of indices of food consumption, growth, and food utilization indicated that squamocin was the only tested acetogenin to produce signiWcant decrease in the growth rate and to reduce the eYciency with which larvae converted ingested food into biomass. All the acetogenins produced more than 80% pupal mortality with no dependence on the position of the THF rings or the number and location of the OH groups.

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Section: Introductionmentioning

confidence: 99%

Toxic effects of annonaceous acetogenins from Annona cherimolia (Magnoliales: Annonaceae) on Spodoptera frugiperda (Lepidoptera: Noctuidae)

et al. 2006

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“…ACGs are the most rapidly growing class of natural products that possess a wide range of biological activities, such as anthelminthic, antimalarial, antimicrobial, antiprotozoal, antitumor, and cytotoxic actions (Fang et al 1993 ;Gu et al 1995 ;Zeng et al 1996 ;Cavé et al 1997 ). In 1982, uvaricin was the fi rst ACG discovered, and it was found to possess antileukemic activity (Jolad et al 1982 ).…”

Section: The Annonaceous Acetogenins (Acgs)mentioning

confidence: 99%

Efficacy of Major Plant Extracts/Molecules on Field Insect Pests

Gopalakrishnan

Kumari

Vijayabharathi

et al. 2014

Advances in Plant Biopesticides

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Insect pests are considered the major hurdle in enhancing the production and productivity of any farming system. The use of conventional synthetic pesticides has led to the emergence of pesticide-resistant insects, environmental pollution, and negative effects on natural enemies, which have caused an ecological imbalance of the predator-prey ratio and human health hazards; therefore, eco-friendly alternative strategies are required. The plant kingdom, a rich repertoire of secondary metabolites, can be tapped as an alternative for insect pest management strategies. A number of plants have been documented to have insecticidal properties against various orders of insects in vitro by acting as antifeedants, repellents, sterilant and oviposition deterrents, etc. However, only a few plant compounds are applicable at the fi eld level or presently commercialised. Here, we have provided an overview of the broad-spectrum insecticidal activity of plant compounds from neem, Annona , Pongamia , and Jatropha . Additionally, the impact of medicinal plants, herbs, spices, and essential oils has been reviewed briefl y.

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“…The reaction mixture was diluted with diethyl ether, washed with sat. aq NH 4 Cl and NaCl until neutral to pH test paper, and analyzed for the specific rotation and the ee value as mentioned above. The ee values were measured at 214 nm after separation on a Chiracel OD column eluting with 100:1 of n-hexane/i-propanol at a flow rate of 0.7 ml/ min pumped with a Waters 515 HPLC pump.…”

Section: General Proceduresmentioning

confidence: 99%

“…However, under the given conditions no extensive racemization took place within 2 h. In a synthetic endeavor, the butenolide is often formed from elimination of, e.g., an acetic acid, as exemplified by the construction of this functionality in our synthesis of 4-deoxyannomontacin (Scheme 2). The concentration of the butenolide should follow the rate law d [4]/dt = k [3][DBU], which means that for most of the time during the reaction, [4] is much lower than the maximum concentration C max (the counterpart of the starting concentration of (S)-2 in this work, cf. Fig.…”

mentioning

confidence: 99%

“…1). Since the rate for racemization is given by the law d [4]/dt = − k rac [4][DBU], smaller [4] at any given moment would inevitably lead to low rates of racemization. In our synthesis of 4-deoxyannomontacin, for instance, the concentrations for both the substrate and DBU (0.311 and 0.167 M for the substrate and DBU, respectively) were lower than corresponding ones (0.45 and 0.22 M) in this work.…”

mentioning

confidence: 99%

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