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Mariana Sottomayor - One of the best experts on this subject based on the ideXlab platform.
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synergistic and additive influence of cyclodextrins and methyl jasmonate on the expression of the terpenoid indole alkaloid pathway genes and metabolites in catharanthus roseus cell cultures
Plant Cell Tissue and Organ Culture, 2014Co-Authors: Jorge Gutierrez, Lorena Almagro, M A Pedreno, Mariana SottomayorAbstract:In the present work, we study the relationship between the production of indole alkaloids and the transcript profiles of several genes involved in their biosynthesis in Catharanthus roseus cell cultures elicited with 50 mM cyclodextrins (CDs) and/or 100 µM methyl jasmonate (MJ) for 8 days. Gene expression and indole alkaloid production were significantly enhanced by CDs treatment while MJ induced alkaloid synthesis to a lesser extent and had almost no effect on gene expression. The combined treatment with both the elicitors pointed to synergistic effect on gene transcript accumulation, which resulted in a 6,071.42 and 8,100 % enhancement of ajmalicine and Catharanthine productivity, respectively, compared with non-treated cells at day 8. This increase in alkaloid production under the combined influence of CDs and MJ was 329.66 and 595.07 % for ajmalicine and 202.5 and 291.36 % more for Catharanthine in compared with elicitation with CDs or MJ alone. Interestingly the over-synthesized alkaloids readily secreted into the culture medium, thereby avoiding the possibility of retro-inhibition and cytotoxicity due to their accumulation in cells.
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pharmacological effects of catharanthus roseus root alkaloids in acetylcholinesterase inhibition and cholinergic neurotransmission
Phytomedicine, 2010Co-Authors: David M Pereira, Mariana Sottomayor, Federico Ferreres, Patricia Valentao, Jorge M A Oliveira, Joana Faria, Luis Gaspar, Paula B AndradeAbstract:The leaves of Catharanthus roseus constitute the only source of the well known indolomonoterpenic alkaloids vincristine and vinblastine. In this work we studied the biological potential of the roots, which are used in several countries as decocts or hot water extracts for the treatment of a number of conditions. The aqueous extract strongly inhibited acetylcholinesterase (AchE) in an in vitro microassay, an effect ascribable mainly to serpentine (IC(50) = 0.775 microM vs physostigmine IC(50) = 6.45 microM) as assessed with the pure compound. Pure alkaloids were tested for muscarinic and nicotinic antagonism using rat ex-vivo preparations, namely, ileum and diaphragm/phrenic-nerve, respectively. Serpentine competitively blocked muscarinic receptors with a pA(2) of 5.2, whereas the precursor ajmalicine up to 80 microM was undistinguishable from control, and Catharanthine exhibited an unsurmountable muscarinic antagonism at greater than 10 microM concentrations. Nicotinic receptor mediated diaphragm contractions were fully inhibited by Catharanthine (IC(50) = 59.6 microM) and ajmalicine (IC(50) = 72.3 microM), in a reversible but non-competitive manner, unlike the more potent nicotinic antagonist tubocurarine (IC(50) = 0.35 microM) whose competitive blockade was overcome by a physostigmine-induced increase in acetylcholine. Serpentine up to 100 microM did not change diaphragm contractions suggesting reduced affinity for neuromuscular nicotinic receptors. Despite strong in vitro AchE inhibition, serpentine failed to restore diaphragm contractions upon submaximal tubocurarine blockade, suggesting that poor tissue penetration may prevent serpentine from inhibiting AchE in deep neuromuscular synapses in the ex-vivo preparation. To our knowledge, the present study is the first to assess the effect of C. roseus root extracts, as well as of serpentine, ajmalicine and Catharanthine on AchE. The results described herein suggest that the currently overlooked C. roseus roots may constitute a promising source of compounds with pharmaceutical interest. Moreover, given serpentine's potent in vitro AchE inhibitory activity and low cholinergic receptor affinity, it is conceivable that minor structural modifications may yield a potent and selective AchE inhibitor, potentially useful for the pharmacological management of conditions such as Alzheimer's disease and/or myasthenia gravis.
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simple and reproducible hplc dad esi ms ms analysis of alkaloids in catharanthus roseus roots
Journal of Pharmaceutical and Biomedical Analysis, 2010Co-Authors: Federico Ferreres, Mariana Sottomayor, David M Pereira, Patricia Valentao, Jorge M A Oliveira, Joana Faria, Luis Gaspar, Paula B AndradeAbstract:Abstract Catharanthus roseus is one of the most important medicinal plants worldwide. The leaves of this species are the only source of the indolomonoterpenic alkaloids vincristin (leurocristine) and vinblastin (vincaleucoblastine), whose anticancer activity represents powerful therapeutics to many diseases, such as Hodgkin lymphoma. Usually, the remaining plant parts go to waste. Here we describe a phytochemical study on this species roots. Alkaloids in aqueous extracts, the usual form of consumption of this matrix, were studied using HPLC–DAD–ESI-MS/MS, which allowed the identification of 19- S -vindolinine, vindolinine, ajmalicine and an ajmalicine isomer, tabersonine, Catharanthine, serpentine and a serpentine isomer. Quantification of the identified compounds revealed that serpentine and its isomer were predominant (64.7%) over the other alkaloids, namely vindolinine and its isomer (23.9%), Catharanthine (7.7%) and ajmalicine (3.8%). The used procedure revealed to be simple, sensitive and reproducible.
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on the fate of Catharanthine and vindoline during the peroxidase mediated enzymatic synthesis of α 3 4 anhydrovinblastine
Enzyme and Microbial Technology, 1997Co-Authors: Mariana Sottomayor, Frank Dicosmo, Ros A BarceloAbstract:The fate of Catharanthine and vindoline during the peroxidase-mediated enzymatic synthesis of α-3′,4′-anhydrovinblastine (AVLB) has been studied. The results showed that Catharanthine and vindoline are suitable electron donors for the oxidizing intermediates of horseradish peroxidase (compound I and compound II). The reduction of peroxidase compound II is one of the limiting steps in the coupling reaction. In fact, k3 (compound II reduction constant) values were 2.53 × 103 m−1 s−1 and 3.57 × 103 m−1 s−1 for Catharanthine and vindoline, respectively. These values are extremely low if we compare them with those found for other substrates of peroxidase-catalyzed oxidations. From these results and the analysis of the reaction products in conditions in which coupling occurred, we propose a mechanism where vindoline-free radicals resulting from reaction of vindoline with the oxidized states of peroxidase are deactivated by reaction with Catharanthine. Catharanthine radicals actually set off the coupling reaction.
Paula B Andrade - One of the best experts on this subject based on the ideXlab platform.
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pharmacological effects of catharanthus roseus root alkaloids in acetylcholinesterase inhibition and cholinergic neurotransmission
Phytomedicine, 2010Co-Authors: David M Pereira, Mariana Sottomayor, Federico Ferreres, Patricia Valentao, Jorge M A Oliveira, Joana Faria, Luis Gaspar, Paula B AndradeAbstract:The leaves of Catharanthus roseus constitute the only source of the well known indolomonoterpenic alkaloids vincristine and vinblastine. In this work we studied the biological potential of the roots, which are used in several countries as decocts or hot water extracts for the treatment of a number of conditions. The aqueous extract strongly inhibited acetylcholinesterase (AchE) in an in vitro microassay, an effect ascribable mainly to serpentine (IC(50) = 0.775 microM vs physostigmine IC(50) = 6.45 microM) as assessed with the pure compound. Pure alkaloids were tested for muscarinic and nicotinic antagonism using rat ex-vivo preparations, namely, ileum and diaphragm/phrenic-nerve, respectively. Serpentine competitively blocked muscarinic receptors with a pA(2) of 5.2, whereas the precursor ajmalicine up to 80 microM was undistinguishable from control, and Catharanthine exhibited an unsurmountable muscarinic antagonism at greater than 10 microM concentrations. Nicotinic receptor mediated diaphragm contractions were fully inhibited by Catharanthine (IC(50) = 59.6 microM) and ajmalicine (IC(50) = 72.3 microM), in a reversible but non-competitive manner, unlike the more potent nicotinic antagonist tubocurarine (IC(50) = 0.35 microM) whose competitive blockade was overcome by a physostigmine-induced increase in acetylcholine. Serpentine up to 100 microM did not change diaphragm contractions suggesting reduced affinity for neuromuscular nicotinic receptors. Despite strong in vitro AchE inhibition, serpentine failed to restore diaphragm contractions upon submaximal tubocurarine blockade, suggesting that poor tissue penetration may prevent serpentine from inhibiting AchE in deep neuromuscular synapses in the ex-vivo preparation. To our knowledge, the present study is the first to assess the effect of C. roseus root extracts, as well as of serpentine, ajmalicine and Catharanthine on AchE. The results described herein suggest that the currently overlooked C. roseus roots may constitute a promising source of compounds with pharmaceutical interest. Moreover, given serpentine's potent in vitro AchE inhibitory activity and low cholinergic receptor affinity, it is conceivable that minor structural modifications may yield a potent and selective AchE inhibitor, potentially useful for the pharmacological management of conditions such as Alzheimer's disease and/or myasthenia gravis.
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simple and reproducible hplc dad esi ms ms analysis of alkaloids in catharanthus roseus roots
Journal of Pharmaceutical and Biomedical Analysis, 2010Co-Authors: Federico Ferreres, Mariana Sottomayor, David M Pereira, Patricia Valentao, Jorge M A Oliveira, Joana Faria, Luis Gaspar, Paula B AndradeAbstract:Abstract Catharanthus roseus is one of the most important medicinal plants worldwide. The leaves of this species are the only source of the indolomonoterpenic alkaloids vincristin (leurocristine) and vinblastin (vincaleucoblastine), whose anticancer activity represents powerful therapeutics to many diseases, such as Hodgkin lymphoma. Usually, the remaining plant parts go to waste. Here we describe a phytochemical study on this species roots. Alkaloids in aqueous extracts, the usual form of consumption of this matrix, were studied using HPLC–DAD–ESI-MS/MS, which allowed the identification of 19- S -vindolinine, vindolinine, ajmalicine and an ajmalicine isomer, tabersonine, Catharanthine, serpentine and a serpentine isomer. Quantification of the identified compounds revealed that serpentine and its isomer were predominant (64.7%) over the other alkaloids, namely vindolinine and its isomer (23.9%), Catharanthine (7.7%) and ajmalicine (3.8%). The used procedure revealed to be simple, sensitive and reproducible.
Nelson Nainggolan - One of the best experts on this subject based on the ideXlab platform.
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Morphological Changes of Cell in Relation to Increased Catharanthine Content of Catharanthus roseus Cell Aggregate Culture after Tryptophan Treatment
2014Co-Authors: Dingse P, Wenny Tilaar, Nelson NainggolanAbstract:Abstract — A study on changes in cell morphology and its association with increased Catharanthine content in Catharanthus roseus cell cultures after tryptophan treatment has been carried out. This study was part of a strategy to improve the content of Catharanthine. One strategy used was the addition of tryptophan as a precursor. Increased content of Catharanthine is essential in in vitro culture in order to keep the Catharanthine content at least equal to those grown in nature (in vivo). The research was conducted in the laboratory using MS medium with tryptophan 50-250 mg/L. The results showed that cell morphology was essentially the same for each treatment. The apparent discrepancy was the presence of long cells in higher number in the treatment of tryptophan. The highest ratio was obtained from the treatment of 150 mg/L tryptophan on day 14 of culture. There was relation between changes in cell morphology (more long cells) with the increased content of Catharanthine after tryptophan treatment. The highest content occurred on day 14 after 150 mg/L treatment of tryptophan with 75 % long cells (specialized cells) and 50.96 µg/g dry weight of Catharanthine content. Index Term — Catharanthus roseus, cell culture, cell morphology, tryptophan, Catharanthine
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The Enhancement of Catharanthine Content in Catharanthus roseus Callus Culture Treated with Naphtalene Acetic Acid
Hayati Journal of Biosciences, 2006Co-Authors: Dingse Pandiangan, Nelson NainggolanAbstract:The research aim was to examine the enhancement of Catharanthine content in Catharanthus roseus callus culture added with different concentration of Naphtalene Acetic Acid (NAA). NAA treatment produced callus that formed hairy roots. Fresh and dry weight of callus increased as the increasing of NAA concentration. The Catharanthine content of C. roseus callus culture was increased by adding NAA as well. The highest Catharanthine content was found in 2.5 ppm NAA added callus. Key words: Catharanthus roseus, callus, Catharanthine, NAA
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The Enhancement of Catharanthine Content in Catharanthus roseus Callus Culture Treated with Naphtalene Acetic Acid
Bogor Agricultural University, 2006Co-Authors: Dingse Pandiangan, Nelson NainggolanAbstract:The research aim was to examine the enhancement of Catharanthine content in Catharanthus roseus callus culture added with different concentration of Naphtalene Acetic Acid (NAA). NAA treatment produced callus that formed hairy roots. Fresh and dry weight of callus increased as the increasing of NAA concentration. The Catharanthine content of C. roseus callus culture was increased by adding NAA as well. The highest Catharanthine content was found in 2.5 ppm NAA added callus
Jayabaskaran Chelliah - One of the best experts on this subject based on the ideXlab platform.
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Effect of verapamil (Vera) and EGTA on UV-B-induced CDPK activity, MBPK activity, and gene expression and accumulation of Catharanthine in cell suspension cultures
2012Co-Authors: Shilpa Ramani, Jayabaskaran ChelliahAbstract:Copyright information:Taken from "UV-B-induced signaling events leading to enhanced-production of Catharanthine in cell suspension cultures"BMC Plant Biology 2007;7():61-61.Published online 7 Nov 2007PMCID:PMC2213653. Six-day-old cell suspension cultures were pre-incubated with verapamil or EGTA at concentrations indicated followed by 5 min of UV-B irradiation. Other details are as in the legend to Figure 5
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Effects of suramin and heparin on UV-B-induced CDPK activity, MBPK activity, and gene expression and accumulation of Catharanthine in cell suspension cultures
2012Co-Authors: Shilpa Ramani, Jayabaskaran ChelliahAbstract:Copyright information:Taken from "UV-B-induced signaling events leading to enhanced-production of Catharanthine in cell suspension cultures"http://www.biomedcentral.com/1471-2229/7/61BMC Plant Biology 2007;7():61-61.Published online 7 Nov 2007PMCID:PMC2213653. Six-day-old cell suspension cultures were pre-treated with suramin (Sur) or heparin (Hep) at the indicated concentrations and were irradiated with UV-B for 5 min. As control one set of cells was irradiated with UV-B alone or left un-irradiated and the crude extracts from all cells were prepared at the indicated times and assayed for the phosphorylation of H IIIS () and MBP () under standard conditions as described in materials and methods. A second set of cells was similarly treated and the total RNA was isolated at the indicated times and analyzed for the transcript levels of and by RT-PCR (). The third set of cells were pretreated with the highest concentration of inhibitor previously used followed by 5 min of UV-B irradiation. After treatment, cells were collected after 48 h and Catharanthine content was determined by HPLC (). These experiments were performed in triplicates and repeated at least twice. Error bars represent mean ± SD (n = 3)
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UV-B-induced signaling events leading to enhanced-production of Catharanthine in Catharanthus roseus cell suspension cultures
BMC plant biology, 2007Co-Authors: Shilpa Ramani, Jayabaskaran ChelliahAbstract:Background Elicitations are considered to be an important strategy towards improved in vitro production of secondary metabolites. In cell cultures, biotic and abiotic elicitors have effectively stimulated the production of plant secondary metabolites. However, molecular basis of elicitor-signaling cascades leading to increased production of secondary metabolites of plant cell is largely unknown. Exposure of Catharanthus roseus cell suspension culture to low dose of UV-B irradiation was found to increase the amount of Catharanthine and transcription of genes encoding tryptophan decarboxylase (Tdc) and strictosidine synthase (Str). In the present study, the signaling pathway mediating UV-B-induced Catharanthine accumulation in C. roseus suspension cultures were investigated.
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BMC Plant Biology BioMed Central
2006Co-Authors: Shilpa Ramani, Jayabaskaran ChelliahAbstract:Research article UV-B-induced signaling events leading to enhanced-production of Catharanthine in Catharanthus roseus cell suspension culture
Shilpa Ramani - One of the best experts on this subject based on the ideXlab platform.
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Effect of verapamil (Vera) and EGTA on UV-B-induced CDPK activity, MBPK activity, and gene expression and accumulation of Catharanthine in cell suspension cultures
2012Co-Authors: Shilpa Ramani, Jayabaskaran ChelliahAbstract:Copyright information:Taken from "UV-B-induced signaling events leading to enhanced-production of Catharanthine in cell suspension cultures"BMC Plant Biology 2007;7():61-61.Published online 7 Nov 2007PMCID:PMC2213653. Six-day-old cell suspension cultures were pre-incubated with verapamil or EGTA at concentrations indicated followed by 5 min of UV-B irradiation. Other details are as in the legend to Figure 5
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Effects of suramin and heparin on UV-B-induced CDPK activity, MBPK activity, and gene expression and accumulation of Catharanthine in cell suspension cultures
2012Co-Authors: Shilpa Ramani, Jayabaskaran ChelliahAbstract:Copyright information:Taken from "UV-B-induced signaling events leading to enhanced-production of Catharanthine in cell suspension cultures"http://www.biomedcentral.com/1471-2229/7/61BMC Plant Biology 2007;7():61-61.Published online 7 Nov 2007PMCID:PMC2213653. Six-day-old cell suspension cultures were pre-treated with suramin (Sur) or heparin (Hep) at the indicated concentrations and were irradiated with UV-B for 5 min. As control one set of cells was irradiated with UV-B alone or left un-irradiated and the crude extracts from all cells were prepared at the indicated times and assayed for the phosphorylation of H IIIS () and MBP () under standard conditions as described in materials and methods. A second set of cells was similarly treated and the total RNA was isolated at the indicated times and analyzed for the transcript levels of and by RT-PCR (). The third set of cells were pretreated with the highest concentration of inhibitor previously used followed by 5 min of UV-B irradiation. After treatment, cells were collected after 48 h and Catharanthine content was determined by HPLC (). These experiments were performed in triplicates and repeated at least twice. Error bars represent mean ± SD (n = 3)
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Enhanced Catharanthine and vindoline production in suspension cultures of by ultraviolet-B light-4
2011Co-Authors: Shilpa Ramani, Chelliah JayabaskaranAbstract:Ted and harvested at indicated times. , Catharanthine and , vindoline accumulation was detected by HPLC as described in materials and methods. Values are represented as the means ± SD (n = 3).Copyright information:Taken from "Enhanced Catharanthine and vindoline production in suspension cultures of by ultraviolet-B light"http://www.jmolecularsignaling.com/content/3/1/9Journal of Molecular Signaling 2008;3():9-9.Published online 25 Apr 2008PMCID:PMC2386454.
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Journal of Molecular Signaling BioMed Central
2008Co-Authors: Shilpa Ramani, Chelliah JayabaskaranAbstract:Research article Enhanced Catharanthine and vindoline production in suspension cultures of Catharanthus roseus by ultraviolet-B ligh
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UV-B-induced signaling events leading to enhanced-production of Catharanthine in Catharanthus roseus cell suspension cultures
BMC plant biology, 2007Co-Authors: Shilpa Ramani, Jayabaskaran ChelliahAbstract:Background Elicitations are considered to be an important strategy towards improved in vitro production of secondary metabolites. In cell cultures, biotic and abiotic elicitors have effectively stimulated the production of plant secondary metabolites. However, molecular basis of elicitor-signaling cascades leading to increased production of secondary metabolites of plant cell is largely unknown. Exposure of Catharanthus roseus cell suspension culture to low dose of UV-B irradiation was found to increase the amount of Catharanthine and transcription of genes encoding tryptophan decarboxylase (Tdc) and strictosidine synthase (Str). In the present study, the signaling pathway mediating UV-B-induced Catharanthine accumulation in C. roseus suspension cultures were investigated.