High-performance liquid chromatographic determination of indole alkaloids in a suspension culture of Tabernaemontana div aricata

Heijden, Robert van der; Lamping, P. J.; Out, P.P.; Wijnsma, R.; Verpoorte, Robert

doi:10.1016/s0021-9673(01)94066-x

Cited by 48 publications

(17 citation statements)

References 11 publications

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“…Preparation of samples and gramine extraction were carried out as previously described using high-performance liquid chromatography (HPLC) method [29], [62] with a minor modification. Briefly, 1.0 gram dry powder of sample was homogenized in 30 ml of 0.01% acetic acid (100∶0.01, v/v).…”

Section: Methodsmentioning

confidence: 99%

Glutathione S-Transferase of Brown Planthoppers (Nilaparvata lugens) Is Essential for Their Adaptation to Gramine-Containing Host Plants

Sun

Zhang

et al. 2013

PLoS ONE

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Plants have evolved complex processes to ward off attacks by insects. In parallel, insects have evolved mechanisms to thwart these plant defenses. To gain insight into mechanisms that mediate this arms race between plants and herbivorous insects, we investigated the interactions between gramine, a toxin synthesized by plants of the family Gramineae, and glutathione S transferase (GST), an enzyme found in insects that is known to detoxify xenobiotics. Here, we demonstrate that rice (Oryza sativa), a hydrophytic plant, also produces gramine and that rice resistance to brown planthoppers (Nilaparvata lugens, BPHs) is highly associated with in planta gramine content. We also show that gramine is a toxicant that causes BPH mortality in vivo and that knockdown of BPH GST gene nlgst1-1 results in increased sensitivity to diets containing gramine. These results suggest that the knockdown of key detoxification genes in sap-sucking insects may provide an avenue for increasing their sensitivity to natural plant-associated defense mechanisms.

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Section: Methodsmentioning

confidence: 99%

Glutathione S-Transferase of Brown Planthoppers (Nilaparvata lugens) Is Essential for Their Adaptation to Gramine-Containing Host Plants

Sun

Zhang

et al. 2013

PLoS ONE

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“…Bhadra et al (1993) and Rijhwani and Shanks (1998) were able to separate up tofive alkaloids within a unique run for C. roseus metabolites. Van der Heijden et al (1987) used an isocratic HPLC method previously developed for Tabernaemontana species. Furthermore, separation of the alkaloids can be greatly improved by using a gradient elution (Naaranlahti et al 1987;.…”

Section: Hplc Methods For the Analysis Of Tiasmentioning

confidence: 99%

Analysis of Catharanthus roseus alkaloids by HPLC

Hisiger

Jolicœur

2007

Phytochem Rev

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Catharanthus roseus is a medicinal plant from which secondary metabolites used in chemotherapy to treat diverse cancers are extracted. The well known high value metabolites vincristine and vinblastine are just 2 of 130 alkaloids that can be found in C. roseus. However, only few (~11) of this high number of chemical entities are frequently analyzed and even fewer (~8) are available commercially. For more than 30 years, different analytical techniques have been developed to isolate and identify C. roseus metabolites, and then allowing revealing the therapeutic potential of C. roseus metabolites. Among few approaches, high performance liquid chromatography (HPLC) technique is still widely used for the separation and analysis of secondary metabolites such as those from C. roseus. This article thus reviews the most recent developments in HPLC analysis of alkaloids from C. roseus. Diverse considerations that are crucial to the efficiency of secondary metabolites separation and identification steps, such as biomass manipulation, extraction phase and protocols, HPLC separation and analysis protocols are reviewed in details.Examples of spectra obtained using the most common detectors are also shown and suggestions are made on how to proceed in developing efficient separation and identification methods at the analytical and semi-preparative scales.

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“…Loganin was added from a ®lter-sterilized 100 mM solution, on the ®rst day of the production phase. Tryptamine was extracted from 50 mg of frozen biomass using 5 mL of dichloromethane (Schripsema and Verpoorte 1992), and detected by HPLC ( Van der Heijden et al 1987). For extraction of TIAs, 100 mg of freeze-dried biomass was homogenized in 15 mL of absolute ethanol; after centrifugation at 4000 g for 20 min, 10 mL of the extract was dried under reduced pressure, and the residue was dissolved in 1 mL of 1 M H 3 PO 4 .…”

Section: Methodsmentioning

confidence: 99%

Effects of over-expression of strictosidine synthase and tryptophan decarboxylase on alkaloid production by cell cultures of Catharanthus roseus

Canel

Cardoso

Whitmer

et al. 1998

Planta

189

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Cells of Catharanthus roseus (L.) G. Don were genetically engineered to over-express the enzymes strictosidine synthase (STR; EC 4.3.3.2) and tryptophan decarboxylase (TDC; EC 4.1.1.28), which catalyze key steps in the biosynthesis of terpenoid indole alkaloids (TIAs). The cultures established after Agrobacterium-mediated transformation showed wide phenotypic diversity, reflecting the complexity of the biosynthetic pathway. Cultures transgenic for Str consistently showed tenfold higher STR activity than wild-type cultures, which favored biosynthetic activity through the pathway. Two such lines accumulated over 200 mg.L-1 of the glucoalkaloid strictosidine and/or strictosidine-derived TIAs, including ajmalicine, catharanthine, serpentine, and tabersonine, while maintaining wild-type levels of TDC activity. Alkaloid accumulation by highly productive transgenic lines showed considerable instability and was strongly influenced by culture conditions, such as the hormonal composition of the medium and the availability of precursors. High transgene-encoded TDC activity was not only unnecessary for increased productivity, but also detrimental to the normal growth of the cultures. In contrast, high STR activity was tolerated by the cultures and appeared to be necessary, albeit not sufficient, to sustain high rates of alkaloid biosynthesis. We conclude that constitutive over-expression of Str is highly desirable for increased TIA production. However, given its complexity, limited intervention in the TIA pathway will yield positive results only in the presence of a favorable epigenetic environment.

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High-performance liquid chromatographic determination of indole alkaloids in a suspension culture of Tabernaemontana div aricata

Cited by 48 publications

References 11 publications

Glutathione S-Transferase of Brown Planthoppers (Nilaparvata lugens) Is Essential for Their Adaptation to Gramine-Containing Host Plants

Glutathione S-Transferase of Brown Planthoppers (Nilaparvata lugens) Is Essential for Their Adaptation to Gramine-Containing Host Plants

Analysis of Catharanthus roseus alkaloids by HPLC

Effects of over-expression of strictosidine synthase and tryptophan decarboxylase on alkaloid production by cell cultures of Catharanthus roseus

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