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
2023
Overexpression and RNAi-mediated Knockdown of Two 3β-hydroxy-Δ5-steroid dehydrogenase Genes in Digitalis lanata Shoot Cultures Reveal Their Role in Cardenolide Biosynthesis
In: Planta Medica 89 (2023), S. 833-847
ISSN: 0032-0943
DOI: 10.1055/a-2074-9186 , , , , , , , :
Photoconverting nets affect plant growth and levels of antiviral glucoevatromonoside and total cardenolides in Digitalis mariana ssp. heywoodii (P. Silva and M. Silva) Hinz
In: Industrial Crops and Products 204 (2023), Art.Nr.: 117348
ISSN: 0926-6690
DOI: 10.1016/j.indcrop.2023.117348 , , , , , , , , , :
2022
Influence of the wavelength and intensity of LED lights and cytokinins on the growth rate and the concentration of total cardenolides in Digitalis mariana Boiss. ssp. heywoodii (P. Silva and M. Silva) Hinz cultivated in vitro
In: Plant Cell Tissue and Organ Culture (2022)
ISSN: 0167-6857
DOI: 10.1007/s11240-022-02333-1 , , , , , , , :
Effects of Lipophilicity and Structural Features on the Antiherpes Activity of Digitalis Cardenolides and Derivatives
In: Chemistry & Biodiversity (2022)
ISSN: 1612-1872
DOI: 10.1002/cbdv.202200411 , , , , , , , , , :
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 , , , , , , :
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 , , , , :
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 , , , , :
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 , , , , , , , , , :
Overexpression of 3 beta-hydroxysteroid dehydrogenases in Digitalis lanata shoot cultures
In: PLANTA MEDICA, STUTTGART: 2021
DOI: 10.1055/s-0041-1736957 , , , , :
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 , , , , , , , , , :
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 , , , :
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 , , , , , , , , , , , , , , :
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 , , , , , , , , , , , , :
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 , , , , , , , , , :
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 , , , , , , , , , , , , , :
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 , , , :
Die Mistel in der Tumortherapie 5, aktueller Stand der Forschung und klinische Anwendung
Essen: 2020
ISBN: 978-3-96562-030-8 , , , , , , , , , , (Hrsg.):
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 , , , , , , , , , , , :
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 , , , , , , , , , , , :
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 :
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 , :
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 , , , , :
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 , , , , , , , :
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 , , , :
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 , :
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 , , , , , , :
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 , , , , , , , , , , , , , , , , :
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 , , , , , , , , , , , , , , :
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 , , , , , , , :
2017
The Foxgloves (Digitalis) Revisited
In: Planta Medica (2017)
ISSN: 0032-0943
DOI: 10.1055/s-0043-111240 :
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 , , :
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 , :
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 , , , , , , , , , , , , , , , :
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 , , , , , , , , , , , , :
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 , , , , , , , , , , , , :
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 , , , , , , , , , , , , :
2016
Reinhard Pharmazeutische Biologie, Grundlagen und Humanbiologie
Stuttgart: Wissenschaftliche Verlagsgesellschaft, 2016
ISBN: 978-3-8047-3261-2 , , , , :
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 , , , , , , :
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 :
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 , , , , , , , , :
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 , , , , , , , :
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 , , , , , , :
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 , , , , :
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 , , , , , , , , , , :
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 , , , , , , , , , , :
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 , , , , , , :
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 , , , , , , , :
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 , , , , , , , , , , :
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 , , , , , , , , , :
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 , , , , , :
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 , , , , , , , :
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 , , :
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 , , :
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 , , , , :
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 , , , :
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 , , , , :
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 , :
Die Mistel in der Tumortherapie 3. Aktueller Stand der Forschung und klinische Anwendung
Essen: 2013
ISBN: 978-3-86864-032-8 , , , , , , , , (Hrsg.):
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 , , , :
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 , , , :
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 , , , , , , :
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 , , , , , , :
2011
Curcumin in der Krebstherapie
In: Deutsche Zeitschrift für Onkologie 41 (2011), S. 144-149
ISSN: 0931-0037
DOI: 10.1055/s-0030-1257694 , :
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 , , , , :
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 , , , , , , :
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 , , , , , :
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 , , , , , , , :
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 , , :
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 :
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 :
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 , :
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 , :