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Publication


Featured researches published by Pia Schwab.


Tetrahedron Letters | 2002

Preparation of enantiopure sultams by intramolecular Diels-Alder reaction of furan-containing vinylsulfonamides

Viktor Rogatchov; Heiko Bernsmann; Pia Schwab; Roland Fröhlich; Birgit Wibbeling; Peter Metz

Enantiomerically pure δ- and γ-sultams have been prepared by intramolecular [4+2] cycloaddition of N-1-phenylethyl substituted vinylsulfonamides with purely thermal activation and under high pressure. An optimized procedure for reductive debenzylation of the resultant δ-sultams is also reported.


Pharmacology | 2004

Toxicity and Cell Cycle Effects of Synthetic 8-Prenylnaringenin and Derivatives in Human Cells

Sergey V. Tokalov; Yvonne Henker; Pia Schwab; Peter Metz; Herwig O. Gutzeit

The estrogenic flavanone rac-8-prenylnaringenin (8-PN) and 3 derivatives (rac-7-(O-prenyl)naringenin-4′-acetate (7-O-PN), rac-5-(O-prenyl)naringenin-4′,7-diacetate (5-O-PN), and rac-6-(1,1-dimethylallyl)naringenin (6-DMAN) were prepared by chemical synthesis and analyzed with respect to their toxicity and possible cell cycle effects in human acute myeloid leukemia (HL-60) cells. With the exception of 5-O-PN, all the other naringenins showed only weak toxic effects at concentrations below 50 µmol/l. A cell cycle analysis over several cell generations up to 4 days was carried out using the fluorescent dye carboxyfluorescein diacetate N-succinimidyl ester (CFSE) followed by propidium iodide (PI) staining at the end of the experiment. The well-studied flavonol quercetin was included in the analysis as a reference substance. All flavonoids affected cell proliferation, but the extent and the resulting changes in the proliferation pattern were specific for each substance. In contrast to the radical scavenging activity of quercetin, the tested flavanones showed no anti-oxidative properties using several different test systems. Similarly, the mitochondrial membrane potential (ΔΨm) was hardly effected by these compounds, while both menadione and quercetin strongly reduced the potential after 1 h of treatment. The reported chemical modification of interesting lead substances (like the strongly estrogenic 8-PN) presents a promising approach to modulate the properties of a relevant substance in a pharmacologically desirable way. The low toxicity and weak cytostatic properties of the tested naringenin derivatives is encouraging for further studies on known naringenin target molecules.


Angewandte Chemie | 2013

A practical access to highly enantiomerically pure flavanones by catalytic asymmetric transfer hydrogenation.

Marie Kristin Lemke; Pia Schwab; Petra Fischer; Sandra Tischer; Morris Witt; Laurence Noehringer; Victor Rogachev; Anne Jäger; O. N. Kataeva; Roland Fröhlich; Peter Metz

A surprisingly selective, non-enzymatic kinetic resolution of readily available, racemic β-chiral ketones enabled the title process, which was applied to a rapid synthesis of several bioactive flavanones in virtually enantiopure form (see scheme; MOM=methoxymethyl, Ts=p-toluenesulfonyl).


Chemical Communications | 2002

The synthesis and crystallographic structures of novel bora-oxazino-oxazolidine derivatives of resorcareneElectronic supplementary information (ESI) available: experimental section. See http://www.rsc.org/suppdata/cc/b2/b206188k/

Waldemar Iwanek; Roland Fr hlich; Pia Schwab; Volker Schurig

The diastereoselective synthesis and crystallographic structures of novel chiral bora-oxazino-oxazolidine derivatives obtained from resorcarene and L-prolinol are described.


Planta Medica | 2002

Antiandrogenic activity of the phytoestrogens naringenin, 6-(1,1-dimethylallyl)naringenin and 8-prenylnaringenin.

Oliver Zierau; Sven Gester; Pia Schwab; Peter Metz; Susanne Kolba; Marina Wulf; Günter Vollmer


Drug Metabolism and Disposition | 2004

METABOLISM OF 8-PRENYLNARINGENIN, A POTENT PHYTOESTROGEN FROM HOPS (HUMULUS LUPULUS), BY HUMAN LIVER MICROSOMES

Dejan Nikolic; Yongmei Li; Lucas R. Chadwick; Simonida Grubjesic; Pia Schwab; Peter Metz; Richard B. van Breemen


Organometallics | 2002

Synthesis and Structural Features of Arduengo Carbene Complexes of Group 4 Metallocene Cations

Martin Niehues; Gerhard Erker; Gerald Kehr; Pia Schwab; Roland Fröhlich; Olivier Blacque; Heinz Berke


Advanced Synthesis & Catalysis | 2004

The Catalytic Diastereo‐ and Enantioselective Claisen Rearrangement of 2‐Alkoxycarbonyl‐Substituted Allyl Vinyl Ether

Lars Abraham; Marleen Körner; Pia Schwab; Martin Hiersemann


European Journal of Organic Chemistry | 2006

A Concise Sultone Route to Highly Oxygenated 1,10‐seco‐Eudesmanolides – Enantioselective Total Synthesis of the Antileukemic Sesquiterpene Lactones(–)‐Eriolanin and (–)‐Eriolangin

Jörn Merten; André Hennig; Pia Schwab; Rolan D Fröhlich; Sergey V. Tokalov; Herwig O. Gutzeit; Peter Metz


Planta Medica | 2004

Regulation of gene expression by 8-prenylnaringenin in uterus and liver of Wistar rats.

Patrick Diel; Renate B. Thomae; Antonio Caldarelli; Oliver Zierau; Susanne Kolba; Simone Schmidt; Pia Schwab; Peter Metz; Günter Vollmer

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Peter Metz

Dresden University of Technology

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Günter Vollmer

Dresden University of Technology

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Oliver Zierau

Dresden University of Technology

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Sandra Tischer

Dresden University of Technology

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Dirk Freitag

Dresden University of Technology

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Herwig O. Gutzeit

Dresden University of Technology

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Petra Fischer

Dresden University of Technology

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Anne Jäger

Dresden University of Technology

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