Effect of haloallylamines on polyamine oxidase activity and spermine levels in Ascaris suum

Müller, Sylke; Hunter, Karl J.; Walter, Rolf D.

doi:10.1007/s004360050165

Cited by 7 publications

(4 citation statements)

References 22 publications

(26 reference statements)

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“…In routine diagnostic units in developing countries, however, molecular diagnostics are increasingly being used for laboratory diagnosis of a growing number of infectious targets, for large-scale screening, and for screening patients returning from high-risk areas (Espy et al 2006;ten Hove et al 2007). Since most researchers need to develop novel opisthorchicidal drugs (Keiser et al 2008 or drugs against nematode infection (Müller et al 1996), the duplex real-time FRET PCR presented here could be used as the monitoring tool for drug efficiency.…”

Section: Discussionmentioning

confidence: 99%

Rapid detection of Opisthorchis viverrini and Strongyloides stercoralis in human fecal samples using a duplex real-time PCR and melting curve analysis

et al. 2011

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Human opisthorchiasis caused by the liver fluke Opisthorchis viverrini is an endemic disease in Southeast Asian countries including the Lao People's Democratic Republic, Cambodia, Vietnam, and Thailand. Infection with the soil-transmitted roundworm Strongyloides stercoralis is an important problem worldwide. In some areas, both parasitic infections are reported as co-infections. A duplex real-time fluorescence resonance energy transfer (FRET) PCR merged with melting curve analysis was developed for the rapid detection of O. viverrini and S. stercoralis in human fecal samples. Duplex real-time FRET PCR is based on fluorescence melting curve analysis of a hybrid of amplicons generated from two genera of DNA elements: the 162 bp pOV-A6 DNA sequence specific to O. viverrini and the 244 bp 18S rRNA sequence specific to S. stercoralis, and two pairs of specific fluorophore-labeled probes. Both O. viverrini and S. stercoralis can be differentially detected in infected human fecal samples by this process through their different fluorescence channels and melting temperatures. Detection limit of the method was as little as two O. viverrini eggs and four S. stercoralis larvae in 100 mg of fecal sample. The assay could distinguish the DNA of both parasites from the DNA of negative fecal samples and fecal samples with other parasite materials, as well as from the DNA of human leukocytes and other control parasites. The technique showed 100% sensitivity and specificity. The introduced duplex real-time FRET PCR can reduce labor time and reagent costs and is not prone to carry over contamination. The method is important for simultaneous detection especially in areas where both parasites overlap incidence and is useful as the screening tool in the returning travelers and immigrants to industrialized countries where number of samples in the diagnostic units will become increasing.

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Section: Discussionmentioning

confidence: 99%

Rapid detection of Opisthorchis viverrini and Strongyloides stercoralis in human fecal samples using a duplex real-time PCR and melting curve analysis

et al. 2011

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“…The phthalimido (Pht)-protected compounds 3 (Chart ) were of interest as they have been used in the synthesis of GABA receptor antagonists, , MAO-B inhibitors (e.g., MDL-72145) and SSAO inhibitors (e.g., MDL-72274), the last of which have recently emerged as drug candidates in many fields of medicinal chemistry, e.g., diabetes mellitus, , prevention of secondary effects of stroke , and atherosclerosis . ( E )-3- Halo-2-phenylallylamines in general, such as MDL-72145 and MDL-72274 (Chart ), have received attention as irreversible enzyme inhibitors. − …”

Section: Introductionmentioning

confidence: 99%

“…25 Halo-2-phenylallylamines in general, such as MDL-72145 and MDL-72274 (Chart 1), have received attention as irreversible enzyme inhibitors. [26][27][28][29] We are now reporting the highly regioselective internal arylation of Boc-protected allylamines, yielding compounds 2 in high to moderate yields (eq 1). This method allows for the use of the easily available Boc-protected allylamine as olefin.…”

Section: Introductionmentioning

confidence: 99%

Regioselective Palladium-Catalyzed Synthesis of β-Arylated Primary Allylamine Equivalents by an Efficient Pd−N Coordination

et al. 2000

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A highly regioselective Heck arylation, utilizing aryl triflates and a palladium/dppf catalytic system, can be performed at the internal, beta-carbon of Boc- and phthalimido-protected allylamines, yielding arylated primary allylamine equivalents. The very high regioselectivity obtained with secondary Boc-protected allylamides is suggested to be caused by an efficient coordination between an anionic nitrogen and palladium. Single-mode microwave irradiation has been utilized to shorten the reaction times and, in the case of Boc-protected allylamides, to improve the yields of two electron-poor aryl triflates.

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“…A polyamine oxidase, which is involved in polyamine interconversion, beside spermidine/spermine acetylase (SSAT) as the rate-limiting enzyme, has been shown to be inhibited by haloallylamines in Ascaris suum, an intestinal nematode, while simultaneously spermine concentrations raised about 200% (Müller et al 1996).…”

Section: Spermidine Metabolism In Nematodesmentioning

confidence: 99%

Spermidine metabolism in parasitic protozoa - a comparison to the situation in prokaryotes, viruses, plants and fungi

Kaiser¹,

Gottwald²,

Wiersch³

et al. 2003

FOLIA PARASIT

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Abstract. Targeting polyamines of parasitic protozoa in chemotherapy has attracted attention because polyamines might reveal novel drug targets for antiparasite therapies (Müller et al. 2001). The biological function of the triamine spermidine in parasitic protozoa has not been studied in great detail although the results obtained mainly imply three different functions, i.e., cell proliferation, cell differentiation, and biosynthesis of macromolecules. Sequence information from the malaria genome project databases and inhibitor studies provide evidence that the current status of spermidine research has to be extended since enzymes of spermidine metabolism are present in the parasite (Kaiser et al. 2001). Isolation and characterisation of these enzymes, i.e., deoxyhypusine synthase (EC 1.1.1.249) (DHS) and homospermidine synthase (EC 2.5.1.44) (HSS) might lead to valuable new targets in drug therapy. Currently research on spermidine metabolism is based on the deposition of the deoxyhypusine synthase nucleic acid sequence in GenBank while the activity of homospermidine synthase was deduced from inhibitor studies. Spermidine biosynthesis is catalyzed by spermidine synthase (EC 2.5.1.16) which transfers an aminopropyl moiety from decarboxylated S-adenosylmethionine to putrescine. Spermidine is also an important precursor in the biosynthesis of the unusual amino acid hypusine and the uncommon triamine homospermidine in eukaryotes, in particular in pyrrolizidine alkaloid-producing plants (Ober and Hartmann 2000). Hypusine is formed by a two-step enzymatic mechanism starting with the transfer of an aminobutyl moiety from spermidine to the ε-amino group of one of the lysine residues in the precursor protein of eukaryotic initiation factor eIF5A by DHS (Lee and Park 2000). The second step of hypusinylation is completed by deoxyhypusine hydroxylase (EC 1.14.9929) (Abbruzzese et al. 1985). Homospermidine formation in eukaryotes parallels deoxyhypusine formation in the way that in an NAD + -dependent reaction an aminobutyl moiety is transferred from spermidine. In the case of homospermidine synthase, however the acceptor is putrescine. Thus the triamine homospermidine consists of two symmetric aminobutyl moieties while there is one aminobutyl and one aminopropyl moiety present in spermidine. Here, we review the metabolism of the triamine spermidine with particular focus on the biosynthesis of hypusine and homospermidine in parasitic protozoa, i.e., Plasmodium, Trypanosoma and Leishmania, compared to that in prokaryotes i.e., Escherichia coli, a phytopathogenic virus and pyrrolizidine alkaloid-producing plants (Asteraceae) and fungi.

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Effect of haloallylamines on polyamine oxidase activity and spermine levels in Ascaris suum

Cited by 7 publications

References 22 publications

Rapid detection of Opisthorchis viverrini and Strongyloides stercoralis in human fecal samples using a duplex real-time PCR and melting curve analysis

Rapid detection of Opisthorchis viverrini and Strongyloides stercoralis in human fecal samples using a duplex real-time PCR and melting curve analysis

Regioselective Palladium-Catalyzed Synthesis of β-Arylated Primary Allylamine Equivalents by an Efficient Pd−N Coordination

Spermidine metabolism in parasitic protozoa - a comparison to the situation in prokaryotes, viruses, plants and fungi

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