Laboratory for Instrumental Analysis (founded 1966), former Center for Instrumental Analysis = CIA accredited to ISO standard

Transcription

1 Prof. Milutin Stefanović Studentski trg Belgrade, Serbia Laboratory for Instrumental Analysis (founded 1966), former Center for Instrumental Analysis = CIA accredited to IS standard Prof. Dragoslav Jeremić Faculty of Chemistry University of Belgrade Center for Chemistry Institute for Chemistry, Technology and Metallurgy Belgrade

2 Dr. Vlatka Vajs Dr. Snežana Trifunović Dr. Ivana Aljančić Milka Jadranin, M.Sci. Boris Mandić, M.Sci. Dr. Vele Tešević Dr. Dejan Gođevac Dr. Slobodan Milosavljević Dr. Nina Todorović Dr. Iris Djordjević Marina Blagojević Dr. Ivan Vučković Ljubodrag Vujisić, M.Sci. Boris Mandić, M.Sci. Miroslav Novaković, M. Sci. Dejan Vučetić Danica Bajić

3 Equipment of CIA 500 MHz NMR FT IR GC/MS LC/MS ESI TF

4 Activities of CIA: 1. Service: running spectra, chromatograms and microanalysis interpretation of spectra miscellaneous (Police, Medicine and Medical Devices Agency of Serbia) IR UV NMR

5 2. Teaching: Structural instrumental methods Chemistry of secondary metabolites CH 3 Example of an exam problem for a third-year student of chemistry IR MS UV Cl 13 C NMR 1 H NMR

6 Mountain rjen, Montenegro 2006 Photo smilo 3. Phytochemistry Scientific project (No , Ministry of Science and Technological Development, Serbia): Bioactive natural products of wild-growing, cultivated and edible plants: structure and bioctivity determination Dr. Vlatka Vajs

7 Collaboration with the following institutions : Institute for Medicinal Plant Research Dr Josif Pančić", Belgrade Botanic Garden Dulovine, Kolašin, Montenegro Mayo Clinic Rochester, Minnesota, USA Faculty of Biology, University of Belgrade Faculty of Pharmacy, University of Belgrade Institute for Biological Research Siniša Stanković, Belgrade Faculty of Natural Sciences and Mathematics, Niš School of Medicine, University of Belgrade The Institiute for ncology and Radiology, Belgrade The Institute for Nuclear Sciences, Vinča Faculty of Science, Podgorica National Park, Galičica, hrid Joint project of Serbian Academy of Sciences and Arts and Bulgarian Academy of Sciences: "Natural products from plants and marine organisms: medicinal and ecological significance".

8 Phytochemical investigations: studied genera initiated by M. Stefanović and D. Jeremić by the H beginning of seventies Artemisia annua L. 1. Asteraceae: Achillea (11), Ambrosia (1), Amphoricarpos (2), Anthemis (6), Artemisia (7), Centaurea (8), Cicerbita (2), Eupatorium (1), Inula (3), Senecio (7), Ptilostemon (2), Tanacetum (6), Telekia (1) 2. Apiaceae: Angelica (1), Athamanta (1), Cherophyllum (1), Laserpitium (4), Peucedanum (1), Seseli (3) 3. Gentianaceae: Gentiana (2), Gentianella (5), Swertia (1) 4. Guttiferae: Hypericum (4) 5. Lamiaceae: Lycopus (1), Phlomis (1) 6. Dipsacaceae: Cephalaria (3) 7. Boraginaceae: Rindera (1) 8. Anacardiaceae: Cotinus (1) Artemisinin H

9 Phytochemistry Serbia and Montenegro Tara mountain Montenegro mountains Šar-Planina, (Šara Mountain) Sićevačka klisura (Sićevo gorge) Stara Planina (ld mountain) Deliblatska peščara (Deliblato sand) Galičica, hrid Macedonia

10 H R 1 Compounds R 3' R 4' R H Me H Sesquiterpene lactones R 3 R 1 R 5 R 8 Xanthones Me Coumarins R7 Me 1 R H Flavonoids H Glc Secoiridoids N Me R 2 Pyrrolizidine alkaloids R 1 CH 2 H R 2 R 1 = β-d-xyl(1-3)- α-l-rha(1-2)- α-l-ara- R 2 = β-d-glc- 5' 6' 4' Triterpenoid saponins 2' 3' H 10 H 1' ''' 1" 2" 9 5''' " 5 6 2''' 3''' H 4" 4''' Prenylated phloroglucinols

11 Bioactivities 1. Antibacterial 2. Antifungal 3. Cytotoxic 4. Тubuline test 4. Radioprotective 5. Antioxidative

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14 Recent topics

15 Antioxidants in healthy food of Balcans Grape seeds Vitis vinifera M. Stanković et al., "Antioxidant properties of grape seed extract on human lymphocyte oxidative defence", Planta Medica, 74, (2008) Еxtr.: EtAc + H 2 (10%) LC/UV/ESI-TF MS 13 C NMR 17 polyphenols HPLC of grape seed extract 13 C NMR of grape seed extract

16 1. R. Matović, R. N. Saičić: An efficient semisynthesis of 7-deoxypaclitaxel from taxine, J. Chem. Soc., Chem. Commun. 1998, R. N. Saičić, R. Matović, Ž. Čeković: Semisynthesis of Taxol : an improved procedure for the isolation of 10-deacetylbaccatin III, J. Serb. Chem. Soc. 1999, 64, ; Natural Products Updates 2000, R. N. Saičić, R. Matović: An efficient semisynthesis of 7-deoxypaclitaxel from taxine, J. Chem. Soc., Perkin Trans. 1, 2000, Z. Ferjančić, R. Matović, Z. Čeković, J. P. Snyder and R. N. Saičić: Synthesis, biological evaluation and modeling of a C,D-seco-taxoid, Tetrahedron Lett. 2005, 46, Z. Ferjančić, R. Matović, Ž. Čeković, Y. Jiang, J. P. Snyder, V. Trajković and R. N. Saičić: Synthesis, biology and modeling of C-4 carbonyl C,Dseco-taxoid, Tetrahedron 2006, 62, Z. Ferjančić, R. Matović, Ž. Čeković and R. N. Saičić: Reactions of - 4(20)-epoxy-5--mesyltriacetyltaxicine I induced by BF 3 Et 2 /Bu 4 NBr, J. Serb. Chem. Soc. 2006, 71, rganic Synthesis dr. Radomir N. Saičić

17 A view of Prokletije mountains (over Plav lake), Montenegro Photo smilo The End