SÅ‚awomir Jarosz

Biography

Professor SÅ‚awomir Jarosz e-mail: slawomir.jarosz@icho.edu.pl Ph.D. in 1979 at the Institute of Organic Chemistry of the Polish Academy of Sciences under Professor Aleksander Zamojski. Post-doc in Waterloo University (Canada) and University of Maryland (USA) 1980/81 with Professor Bert Fraser-Reid. Visiting Scientist in Duke University (USA) 1988/89 (host - Professor B. Fraser Reid). Habilitation in 1990 Full Professor 1999 Head of the Ph.D. Studies at the Institute of Organic Chemistry, Polish Academy of Sciences (1998-2004) Research Director of the Institute of Organic Chemistry (2004-2010) Co-ordinator of the Center of Excellence in Development of New Therapeutics from Sugars (CEDNETS) (2003 – 2005) Polish Representative in the ERA-Chemistry network (2006-2008) Co-ordinator of the project: ‘Sugars as Raw Materials in the Synthesis of the Products with High-Added Value’ (ca. 6 mln euro) from European Regional Development Fund (POIG.01.01.02). Director of the Institute of Organic Chemistry (2011-...)

Research Interest

Four main topics are currently under investigation. First one is connected with the modification of sucrose molecule at the terminal positions. 2,3,3',4,4’-Penta-O-benzyl- or 1’,2,3,3',4,4’-hexa-O-benzylsucrose (both synthesized for the first time in our laboratory) serve as starting materials for the preparation of many analogs such as: "higher sucroses" (homologated by 2-7 carbon atoms at either terminal position: C6, C1’ and C6’), uronic acids and amines. We are especially interested in the preparation of the crown ether analogs (also with other than oxygen heteroatoms in the macrocyclic ring) with incorporated sucrose unit and to study the enantioselective complexation of chiral amines with such macrocycles. We proved that these compounds show high enantioselectivity towards alpha-phenylethylamine. We are also engaged in the preparation of sucrose receptors with higher (C2) symmetry and cryptands with sucrose scaffold. Second topic is connected with the methodology of stereocontrolled preparation of carba- and aza-bicyclic sugar mimetics: derivatives of bicyclo[4.3.0]nonane and bicyclo[4.4.0]decane. These targets can be prepared via a multi-step synthesis from sugar allyltin derivatives. Recently we have proposed two alternative approaches towards such mimetics excluding (toxic) organostannanes. Third topic is connected with the synthesis of higher carbon sugars (also C-disaccharides) having more than 10 carbon atoms in the chain (C11 up to C25) by coupling of two (or more) suitably activated monosaccharide subunits. Synthesis of long chain alditols, as well as, cyclic highly oxygenated derivatives with large-size rings is carried out. Fourth topic is connected with the synthesis of biologically active oligosaccharides, triterpenes and saponins based on triterpenes isolated from white birch bark (lupane saponins), which have shown high cytotoxic activity.