Quinolizidine Alkaloids: Biochemistry, Metabolism, and Function in Plants and Cell Suspension Cultures

Wink, Michael

doi:10.1055/s-2006-962797

Cited by 118 publications

(45 citation statements)

References 53 publications

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“…Increased activity and secondary compound content are usually inversely correlated. Thus, the content of quinolizidine alkaloids in the medium of Lupinus polyphyllus suspension cultures is optimal 2-3 days after transfer to fresh medium, in tandem to the increasing activity of excreted sparteine oxidase (Wink 1987). In Cicer arietinum suspension cultures, pterocarpanes secreted into the medium disappear, while the extracellular content of polymerizing peroxidase continuously increases during the growth cycle.…”

Section: Exudatesmentioning

confidence: 99%

“…Induction of compounds not previously produced in the culture tends to indicate direct gene activation. Thus, the existence of lupanine-encoding genes was demonstrated outside of Fabaceae genera characterized by their quinolizidine content (Wink 1987). The most impressive example could well be the formation of the chitin-degrading enzyme chitinase, which occurs only in response to fungal attack.…”

Section: Action Mechanisms Of Elicitorsmentioning

confidence: 99%

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Plant Cell Biotechnology

Endreß

1994

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Section: Exudatesmentioning

confidence: 99%

Section: Action Mechanisms Of Elicitorsmentioning

confidence: 99%

Plant Cell Biotechnology

Endreß

1994

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“…QA show a wide range of biological activities: they can inhibit the multiplication of viruses (Wink 1987), the proliferation of bacteria (Wink 1984a;Tyski et al 1988;De la Vega et al 1996) and the growth of certain fungi (Wink 1984a;Wippich and Wink 1985). Some allelopathic (phytotoxic) effects of QA have been described, including the inhibition of the growth of competing plants (Wink 1983;Wink and Twardowski 1992;Múzquiz et al 1994).…”

Section: Introductionmentioning

confidence: 99%

Activity of quinolizidine alkaloids from three Mexican Lupinus against the lepidopteran crop pest Spodoptera frugiperda

et al. 2008

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Bitter lupins (Lupinus spp.) are not used as a protein source because of their toxicity. However, they may have alternative uses as potential sources of natural insecticides. Quinolizidine alkaloids (QA) of three Mexican Lupinus species (Fabaceae): L. montanus (HBK), L. stipulatus (Agardh) and L. aschenbornii (Schauer), were analyzed by capillary Gas Chromatography-Mass Spectrometry. Sparteine was found in high amounts in both L. montanus and L. aschenbornii while the major alkaloids in L. stipulatus extract were aphylline and an epiaphylline-like compound. Alkaloid extracts were tested for their insecticidal activity using larvae of the Fall Armyworm, Spodoptera frugiperda (Smith); (Lepidoptera, Noctuidae) as a model pest. We compared LD 50 values and mean weight of caterpillars fed with alkaloid extracts of the three species studied with those of sparteine, a widespread QA found in various lupin species. Extracts of L. montanus and L. aschenbornii were found to be as effective as sparteine and extracts L. stipulatus were found to be the most toxic against the larvae of S. frugiperda. This suggests that the various QA act differently on caterpillars, and could be used to control Spodoptera populations.

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“…They exhibited sedative, depressant, analgesic, hypothermic, anti-tumor, antipyretic and cardiotonic activities (Kinghorn et al 1985). Quinolizidine alkaloids are important due to some of them possess potentially useful pharmacological activity (Wink et al 1987;Zhao 1998Zhao , 1999b. Moreover, quinolizidine alkaloids were also reported to have fungicidal effects (Wippch et al 1985;Zhao 1999a;Wei et al 2001).…”

Section: Introductionmentioning

confidence: 99%

Antifungal activities of matrine and oxymatrine and their synergetic effects with chlorthalonil

Yang

2006

J. of For. Res.

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The EC 50 values of matrine and oxymatrine against five forest pathogenic fungi (Fusarium oxysporum, Valsa pini, Cladosporium oxysporum, Sphaeropsis sapinea, Marssonina brunnea) were examined by bioassay methods. The results demonstrated that matrine and oxymatrine had strong inhibitory activities to the conidium germination of the tested fungi. The EC 50 values of matrine for inhibiting the conidium germination of Marssonina brunnea, Cladosporium oxysporum, Sphaeropsis sapinea were 123 μg·mL -1 , 272 μg·mL -1 , 1133 μg·mL -1 , respectively, and the EC 50 values of oxymatrine for inhibiting the conidium germination of Fusarium oxysporum, Sphaeropsis sapinea were 532 μg·mL -1 , 601 μg·mL -1 , respectively. The hyphal growth of the fungi was also significantly inhibited by matrine and oxymatrine. The EC 50 values of matrine inhibiting the conidium germination of Sphaeropsis sapinea, Valsa pini, Fusarium oxysporum were 428 μg·mL -1 , 535 μg·mL -1 , 592 μg·mL -1 , respectively. The EC 50 values of oxymatrine inhibiting the conidium germination of Valsa pini, Fusarium oxysporum were 323, 618 μg·mL -1 , respectively. In the synergetic tests the EC 50 values of the mixtures of thiophanate methyl (or chlorthalonil) and matrine (or oxymatrine) were lower than 34 μg·mL -1 while their co-toxicity coefficients were significantly higher than 100. It indicated that the mixture of the alkaloids and the chemical had potential practical utilization in controlling certain forest fungal diseases.

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Quinolizidine Alkaloids: Biochemistry, Metabolism, and Function in Plants and Cell Suspension Cultures

Cited by 118 publications

References 53 publications

Plant Cell Biotechnology

Plant Cell Biotechnology

Activity of quinolizidine alkaloids from three Mexican Lupinus against the lepidopteran crop pest Spodoptera frugiperda

Antifungal activities of matrine and oxymatrine and their synergetic effects with chlorthalonil

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