Prof. Dr. Wolfgang Kreis
Prof. em. Wolfgang Kreis
Education and training
1976 – 1982 | Studying Biology at the University of Stuttgart-Hohenheim, Diploma thesis at the Chair of Plant Physiology, University of Stuttgart-Hohenheim |
1983 – 1987 | Doctoral thesis at the Chair of Pharmaceutical Biology, University of Tübingen, supervisor Prof. Dr. Ernst Reinhard |
1991 | Habilitation for Pharmaceutical Biology (Pharmacognosy), University of Tübingen |
Professional positions
1989 – 1991 | Permanent position as a research associate and faculty member of theFaculty of Chemistry and Pharmacy at the University of Tübingen |
1990 | Visiting scientist at the Divison of Pharmacognosy of the Center for Bio-Pharmaceutical Sciences, Leiden, Netherlands, in Professor Rob Verpoorte’s group |
1993 – 1994 | University Professor (C-3) for Analytical Pharmacognosy at the University of Halle-Wittenberg. |
1994 – 2021 | Full Professor (C-4) for Pharmaceutical Biology at the University of Erlangen-Nürnberg. |
Publications
2022
Knockout of arabidopsis thaliana vep1, encoding a prise (Progesterone 5β-reductase/iridoid synthase-like enzyme), leads to metabolic changes in response to exogenous methyl vinyl ketone (mvk)
In: Metabolites 12 (2022), Art.Nr.: 11
ISSN: 2218-1989
DOI: 10.3390/metabo12010011
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2021
Identifying structural features for changing substrate preferences in two Plantago PRISEs (pro-gesterone 5 beta-reductase and / or iridoid synthase)
In: PLANTA MEDICA, STUTTGART: 2021
DOI: 10.1055/s-0041-1736952
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Restoring cardenolide accumulation in RNAi-mediated DlP5 beta R1 and DlP5 beta R2 knockdown shoot culture lines of Digitalis lanata and studying the effects of precursor feeding on cardenolide free dark-cultured D. lanata shoots
In: PLANTA MEDICA, STUTTGART: 2021
DOI: 10.1055/s-0041-1736902
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RNAi-mediated gene knockdown of progesterone 5β-reductases in Digitalis lanata reduces 5β-cardenolide content
In: Plant Cell Reports (2021)
ISSN: 0721-7714
DOI: 10.1007/s00299-021-02707-3
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21-Hydroxypregnane 21-O-malonylation, a crucial step in cardenolide biosynthesis, can be achieved by substrate-promiscuous BAHD-type phenolic glucoside malonyltransferases from Arabidopsis thaliana and homolog proteins from Digitalis lanata
In: Phytochemistry 187 (2021), Art.Nr.: 112710
ISSN: 0031-9422
DOI: 10.1016/j.phytochem.2021.112710
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In silico, in vitro, and structural investigations on BAHD-enzymes from different species able to malonylate 21-hydroxypregnanes
In: PLANTA MEDICA, STUTTGART: 2021
DOI: 10.1055/s-0041-1736873
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Cytotoxicity of glucoevatromonoside alone and in combination with chemotherapy drugs and their effects on Na+,K+-ATPase and ion channels on lung cancer cells
In: Molecular and Cellular Biochemistry (2021)
ISSN: 0300-8177
DOI: 10.1007/s11010-020-04040-x
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2020
Investigation of the cytotoxic activity of two novel digitoxigenin analogues on H460 lung cancer cells
In: Anti-Cancer Drugs 31 (2020), S. 452-462
ISSN: 0959-4973
DOI: 10.1097/CAD.0000000000000872
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Elucidation of the mechanism of anti-herpes action of two novel semisynthetic cardenolide derivatives.
In: Archives of Virology (2020), S. 1385-1396
ISSN: 0304-8608
DOI: 10.1007/s00705-020-04562-1
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Semisynthetic Cardenolides Acting as Antiviral Inhibitors of Influenza A Virus Replication by Preventing Polymerase Complex Formation
In: Molecules (2020)
ISSN: 1420-3049
DOI: 10.3390/molecules25204853
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Cardenolide and glucosinolate accumulation in shoot cultures of Erysimum crepidifolium Rchb.
In: In Vitro Cellular & Developmental Biology-Plant (2020)
ISSN: 1054-5476
DOI: 10.1007/s11627-020-10135-3
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Die Mistel in der Tumortherapie 5, aktueller Stand der Forschung und klinische Anwendung
Essen: 2020
ISBN: 978-3-96562-030-8
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2019
Potential anti-herpes and cytotoxic action of novel semisynthetic digitoxigenin-derivatives
In: European Journal of Medicinal Chemistry 167 (2019), S. 546-561
ISSN: 0223-5234
DOI: 10.1016/j.ejmech.2019.01.076
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Potential anti-herpes and cytotoxic action of novel semisynthetic digitoxigenin-derivatives
67th International Congress and Annual Meeting of the Society-for-Medicinal-Plant-and-Natural-Product-Research (GA) (Innsbruck, 1. September 2019 - 5. September 2019)
In: PLANTA MEDICA, STUTTGART: 2019
DOI: 10.1055/s-0039-3399709
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Exploiting plant cell culture for natural product formation
In: Journal of Applied Botany and Food Quality-Angewandte Botanik 92 (2019), S. 216-225
ISSN: 1613-9216
DOI: 10.5073/JABFQ.2019.092.030
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Exploiting enzyme promiscuity to shape plant specialized metabolism
In: Journal of Experimental Botany 70 (2019), S. 1435-1445
ISSN: 0022-0957
DOI: 10.1093/jxb/erz025
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RNAi mediated knock down of 3 beta-hydroxysteroid dehydrogenases in Digitalis lanata shoot cultures
67th International Congress and Annual Meeting of the Society-for-Medicinal-Plant-and-Natural-Product-Research (GA) (Innsbruck, 1. September 2019 - 5. September 2019)
In: PLANTA MEDICA, STUTTGART: 2019
DOI: 10.1055/s-0039-3399800
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Biosynthetic approach to combine the first steps of cardenolide formation in Saccharomyces cerevisiae
In: MicrobiologyOpen (2019), Art.Nr.: e925
ISSN: 2045-8827
DOI: 10.1002/mbo3.925
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BAHD-like malonyltransferase genes from Digitalis lanata and Arabidopsis thaliana and their putative role in cardenolide biosynthesis
67th International Congress and Annual Meeting of the Society-for-Medicinal-Plant-and-Natural-Product-Research (GA) (Innsbruck, 1. September 2019 - 5. September 2019)
In: PLANTA MEDICA, STUTTGART: 2019
DOI: 10.1055/s-0039-3399788
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2018
Development and validation of a quick assay for the total glucosinolate content in horseradish (Armoracia rusticana) using glucose strips and a blood glucose meter
In: Journal of Applied Botany and Food Quality-Angewandte Botanik 91 (2018), S. 232-236
ISSN: 1613-9216
DOI: 10.5073/JABFQ.2018.091.031
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PRISEs (progesterone 5β-reductase and/or iridoid synthase-like 1,4-enone reductases): Catalytic and substrate promiscuity allows for realization of multiple pathways in plant metabolism.
In: Phytochemistry 156 (2018), S. 9-19
ISSN: 0031-9422
DOI: 10.1016/j.phytochem.2018.08.012
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Cardiac Glycoside Glucoevatromonoside Induces Cancer Type-specific Cell Death
In: Frontiers in Pharmacology 9 (2018), Art.Nr.: 70
ISSN: 1663-9812
DOI: 10.3389/fphar.2018.00070
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Cytotoxicity of AMANTADIG - a semisynthetic digitoxigenin derivative - alone and in combination with docetaxel in human hormone-refractory prostate cancer cells and its effect on Na+/K+ -ATPase inhibition.
In: Biomedicine & Pharmacotherapy 107 (2018), S. 464-474
ISSN: 0753-3322
DOI: 10.1016/j.biopha.2018.08.028
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Shoot-tip Cultivation and Cardenolide Content Analysis of Natural Populations of Digitalis lanata Ehrh. subsp. lanata (wooly foxglove) in Thrace Region
In: International Journal of Agriculture and Wildlife Science 4 (2018), S. 55-62
ISSN: 2149-8245
DOI: 10.24180/ijaws.390582
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2017
The Foxgloves (Digitalis) Revisited
In: Planta Medica (2017)
ISSN: 0032-0943
DOI: 10.1055/s-0043-111240
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Biossíntese de metabólitos primários e secundários
In: Letícia Bispo de Lima (Hrsg.): Farmacognosia do Produto Natural ao Medicamento, Porto Alegre, Brazil: Artmed Editora Ltda., 2017, S. 147 - 166
ISBN: 978-85-8271-359-4
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Herzglykoside und ihr Potenzial für die Tumortherapie
In: Deutsche Zeitschrift für Onkologie 49 (2017), S. 129-135
ISSN: 0931-0037
DOI: 10.1055/s-0043-115681
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Production of the Cytotoxic Cardenolide Glucoevatromonoside by Semisynthesis and Biotransformation of Evatromonoside by a Digitalis lanata Cell Culture.
In: Planta medica (2017)
ISSN: 1439-0221
DOI: 10.1055/s-0043-109557
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A new semisynthetic cardenolide analog 3β-[2-(1-amantadine)-1-on-ethylamine]-digitoxigenin (AMANTADIG) affects G2/M cell cycle arrest and miRNA expression profiles and enhances proapoptotic survivin-2B expression in renal cell carcinoma cell lines
In: Oncotarget 8 (2017), S. 11676-11691
ISSN: 1949-2553
DOI: 10.18632/oncotarget.14644
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Cytotoxic and cytostatic effects of digitoxigenin monodigitoxoside (DGX) in human lung cancer cells and its link to Na,K-ATPase
In: Biomedicine & Pharmacotherapy 97 (2017), S. 684-696
ISSN: 0753-3322
DOI: 10.1016/j.biopha.2017.10.128
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Cytotoxic effects of the cardenolide convallatoxin and its Na,K-ATPase regulation
In: Molecular and Cellular Biochemistry 428 (2017), S. 23-39
ISSN: 0300-8177
DOI: 10.1007/s11010-016-2914-8
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2016
Reinhard Pharmazeutische Biologie, Grundlagen und Humanbiologie
Stuttgart: Wissenschaftliche Verlagsgesellschaft, 2016
ISBN: 978-3-8047-3261-2
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Phylogeny of Anatolian (Turkey) species in the Digitalis sect. Globiflorae (Plantaginaceae)
In: Phytotaxa 244 (2016), S. 263-282
ISSN: 1179-3155
DOI: 10.11646/phytotaxa.244.3.3
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Lektine: Potentielle Quellen und Anwendungen
In: Scheer Rainer, Alban Susanne, Becker Hans, Beer André-Michael, Blaschek Wolfgang, Kreis Wolfgang, Matthes Harald, Schilcher Heinz, Spahn Günther, Stange Rainer (Hrsg.): Die Mistel in der Tumortherapie 4. Aktueller Stand der Forschung und klinische Anwendung, Essen: KVC Verlag, 2016
ISBN: 978-3-945150-68-9
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Spontaneous butenolide ring formation of pregnane-21-O-malonyl hemiesters under mild reaction conditions is facilitated by the 14β-hydroxy group present in all natural cardenolides
In: Tetrahedron 72 (2016), S. 4556-4563
ISSN: 0040-4020
DOI: 10.1016/j.tet.2016.06.024
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The catalytic mechanism of the 3-ketosteroid isomerase of Digitalis lanata involves an intramolecular proton transfer and the activity is not associated with the 3 beta-hydroxysteroid dehydrogenase activity
In: Tetrahedron Letters 57 (2016), S. 1567-1571
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2016.02.099
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Expression, crystallization and structure elucidation of γ-terpinene synthase from Thymus vulgaris
In: Acta Crystallographica Section F: Structural Biology and Crystallization Communications 72 (2016), S. 16-23
ISSN: 1744-3091
DOI: 10.1107/S2053230X15023043
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Three-step test system for the identification of novel GABAa receptor modulating food plants
In: Plant Foods For Human Nutrition 71 (2016), S. 355-360
ISSN: 0921-9668
DOI: 10.1007/s11130-016-0566-1
URL: http://rdcu.be/nkD9
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In vitro propagation and cardenolide profiling of Digitalis ferruginea subsp schischkinii, a medicinally important foxglove species with limited distribution in Northern Turkey
In: In Vitro Cellular & Developmental Biology-Plant 52 (2016), S. 322-329
ISSN: 1054-5476
DOI: 10.1007/s11627-016-9759-4
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In vitro propagation and cardenolide profiling of Digitalis ferruginea subsp. schischkinii, a medicinally important foxglove species with limited distribution in Northern Turkey
In: In Vitro Cellular & Developmental Biology-Plant (2016)
ISSN: 1054-5476
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2015
In vitro regeneration and cardenolide determination of an endemic foxglove, Digitalis cariensis (Aegean Foxglove)
In: In Vitro Cellular & Developmental Biology-Plant 51 (2015), S. 438-444
ISSN: 1054-5476
DOI: 10.1007/s11627-015-9697-6
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Progesterone 5β-reductase genes of the Brassicaceae family as function-associated molecular markers
In: Plant Biology 17 (2015), S. 1113-1122
ISSN: 1435-8603
DOI: 10.1111/plb.12361
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Iridoid Synthase Activity is Common among the Plant Progesterone 5β-Reductase Family
In: Molecular Plant 8 (2015), S. 136-152
ISSN: 1674-2052
DOI: 10.1016/j.molp.2014.11.005
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The new semisynthetic cardenolide analog 3β-[2-(1-amantadine)-1-on-ethylamine]-digitoxigenin (AMANTADIG) efficiently suppresses cell growth in human leukemia and urologic tumor cell lines
In: Anticancer Research 35 (2015), S. 5271-5276
ISSN: 0250-7005
URL: https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=84942815459&origin=inward
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Progesterone 5β-reductases/iridoid synthases (PRISE): gatekeeper role of highly conserved phenylalanines in substrate preference and trapping is supported by molecular dynamics simulations
In: Journal of Biomolecular Structure & Dynamics (2015), S. 1-14
ISSN: 0739-1102
DOI: 10.1080/07391102.2015.1088797
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Inhibition of cell proliferation, invasion and migration by the cardenolides digitoxigenin monodigitoxoside and convallatoxin in human lung cancer cell line
In: Natural Product Research (2015), S. 1-5
ISSN: 1478-6419
DOI: 10.1080/14786419.2015.1055265
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2014
Somaclonal variation of cardenolide content in Heywood's foxglove, a source for the antiviral cardenolide glucoevatromonoside, regenerated from permanent shoot culture and callus
In: In Vitro Cellular & Developmental Biology-Plant 51 (2014), S. 35-41
ISSN: 1054-5476
DOI: 10.1007/s11627-014-9642-0
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A young root-specific gene (ArMY2) from horseradish encoding a MYR II myrosinase with kinetic perference for the root-specific glucosinolate gluconasturtiin
In: Phytochemistry 99 (2014), S. 26-35
ISSN: 0031-9422
DOI: 10.1016/j.phytochem.2013.11.008
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Purification of Δ(5)-3-ketosteroid isomerase from Digitalis lanata
In: Phytochemistry 109 (2014), S. 6-13
ISSN: 0031-9422
DOI: 10.1016/j.phytochem.2014.10.025
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Identification and stress-induced expression of three 3β-hydroxysteroid dehydrogenases from Erysimum crepidifolium Rchb. and their putative role in cardenolide biosynthesis
In: Phytochemistry 100 (2014), S. 26-33
ISSN: 0031-9422
DOI: 10.1016/j.phytochem.2014.01.006
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Truncation of N-terminal regions of Digitalis lanata progesterone 5β-reductase alters catalytic efficiency and substrate preference
In: Biochimie 101 (2014), S. 31-38
ISSN: 0300-9084
DOI: 10.1016/j.biochi.2013.12.010
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2013
Cardenolide aglycone formation in Digitalis
In: Bach Thomas J., Rohmer Michel (Hrsg.): Isoprenoid Synthesis in Plants and Microorganisms: New Concepts and Experimental Approaches, New York: Springer Science + Business Media, 2013, S. 425-438
ISBN: 978-1-4614-4062-8
DOI: 10.1007/978-1-4614-4063-5_29
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Die Mistel in der Tumortherapie 3. Aktueller Stand der Forschung und klinische Anwendung
Essen: 2013
ISBN: 978-3-86864-032-8
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Cardenolide estimation in callus-mediated regenerants of Digitalis lamarckii Ivanina (dwarf foxglove)
In: In Vitro Cellular & Developmental Biology-Plant 50 (2013), S. 137-142
ISSN: 1054-5476
DOI: 10.1007/s11627-013-9549-1
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2012
Vein Patterning 1-encoded progesterone 5beta-reductase: Activity-guided improvement of catalytic efficiency
In: Phytochemistry 77 (2012), S. 53-59
ISSN: 0031-9422
DOI: 10.1016/j.phytochem.2012.01.022
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Nicotinamide-Dependent Ene Reductases as Alternative Biocatalysts for the Reduction of Activated Alkenes
In: European Journal of Organic Chemistry 2012 (2012), S. 4963-4968
ISSN: 1434-193X
DOI: 10.1002/ejoc.201200776
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Biotransformation of 21-O-acetyl-deoxycorticosterone by cell suspension cultures of Digitalis lanata (strain W.1.4)
In: Steroids 77 (2012), S. 1373-1380
ISSN: 0039-128X
DOI: 10.1016/j.steroids.2012.07.016
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2011
Curcumin in der Krebstherapie
In: Deutsche Zeitschrift für Onkologie 41 (2011), S. 144-149
ISSN: 0931-0037
DOI: 10.1055/s-0030-1257694
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Progesterone 5β-reductase of Erysimum crepidifolium: cDNA cloning, expression in Escherichia coli, and reduction of enones with the recombinant protein
In: Phytochemistry 72 (2011), S. 1710-1717
ISSN: 0031-9422
DOI: 10.1016/j.phytochem.2011.06.007
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Antiherpes activity of glucoevatromonoside, a cardenolide isolated from a Brazilian cultivar of Digitalis lanata.
In: Antiviral Research 92 (2011), S. 73-90
ISSN: 0166-3542
DOI: 10.1016/j.antiviral.2011.06.015
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Digitalis
In: Kole Chittaranjan (Hrsg.): Wild Crop Relatives: Genomic and Breeding Resources, Plantaton and Ornamental Crops, Berlin Heidelberg: Springer, 2011, S. 73-112
ISBN: 978-3-642-21201-7
DOI: 10.1007/978-3-642-21200-0
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2010
Highly conserved progesterone 5β-reductase (P5βR) genes, from 5β-cardenolide-free and 5β-cardenolide-producing angiosperms.
In: Phytochemistry 71 (2010), S. 1495-1505
ISSN: 0031-9422
DOI: 10.1016/j.phytochem.2010.06.004
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Buckwheat is a Source for the Herbal Drug Fagopyri herba: Rutin Content and Activity of Flavonoid-Degrading Enzymes during Plant Development.
In: The European Journal of Plant Science and Biotechnology Special Issue 1 (2010), S. 82-86
ISSN: 1752-3842
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Enzyme bei der Gewinnung von Drogen und der Herstellung von Phytopharmaka.
In: Hänsel Rudolf, Sticher Otto (Hrsg.): Pharmakognosie - Phytopharmazie, Berlin Heidelberg NY: Springer, 2010, S. 273-279
ISBN: 978-3-642-00962-4
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Prinzipien des Sekundärstoffwechsels
In: Hänsel Rudolf, Sticher Otto (Hrsg.): Pharmakognosie - Phytopharmazie, Belin, Heidelberg, New York: Springer, 2010, S. 3-27
ISBN: 978-3-642-00962-4
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Biochemistry of sterols, cardiac glycosides, brassinosteroids, phytoecdysteroids and steroid saponins
In: Wink M (Hrsg.): Biochemistry of Plant Secondary Metabolism. Annual Review Plant, Sheffield: CRC Press, 2010, S. 304-363
ISBN: 9781405183970
DOI: 10.1002/9781444320503.ch6
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Recent Advances in Cardenolide Research.
In: Journal of Academy of Sciences of Moldova (Hrsg.): Buletinul Academiei de Stiinte a Moldovei, Chisinau: , 2010, S. 45-52
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