Author, Institution: Beatričė Razmienė, Kaunas University of Technology
Science area, field of science: Natural Sciences, Chemistry, N003
Scientific Supervisor: Prof. Hab. Dr. Algirdas Šačkus (Kaunas University of Technology, Natural Sciences, Chemistry, N003)
Scientific Advisor: Assoc. Prof. Dr. Eglė Arbačiauskienė (Kaunas University of Technology, Natural Sciences, Chemistry, N003)
Dissertation Defence Board of Chemistry Science Field:
Prof. Dr. Vytas Martynaitis (Kaunas University of Technology, Natural Sciences, Chemistry, N003) – chairperson
Prof. Dr. Linas Labanauskas (Center for Physical Sciences and Technology, Natural Siences, Chemistry, N003)
Prof. Hab. Dr. Vytautas Mickevičius (Kaunas University of Technology, Natural Sciences, Chemistry, N003)
Assoc. Prof. Dr. Verena Pichler (University of Vienna, Austria, Natural Sciences, Chemistry, N003)
Dr. Ingrida Tumosienė (Kaunas University of Technology, Natural Sciences, Chemistry, N003)
Dissertation defence meeting will be at the Meeting room at Santaka Valley of Kaunas University of Technology (K. Baršausko 59 – A228, Kaunas)
The doctoral dissertation is available on the internet and at the library of Kaunas University of Technology (K. Donelaičio g. 20, Kaunas)
Annotation: Pyrazoles and their heteroannulated derivatives are an important part in organic and medicinal chemistry. They exhibit anti-cancer, anti-diabetic, anti-viral, anti-inflammatory, anti-bacterial, anti-fungal, anthelmintic, antimalarial, photosensitizing, dyeing and fluorescence properties.
Pyrazolopyridines are among the most studied annealed pyrazole systems in organic and pharmaceutical chemistry. Thus the aim of this work is to prepare a library of functionalized 2H-pyrazolo[4,3-c]pyridines by employing ring closing and palladium catalyzed cross-coupling reactions and to investigate and analyse their properties. In this work, 4,7-disubstituted 2,6-diphenyl-2H-pyrazolo[4,3-c]pyridines have been synthesized from 1-phenyl-1H-pyrazol-3-ol via 1-phenyl-3-(phenylethynyl)-1H-pyrazole-4-carbaldehyde which was converted into 4-substituted-7-iodo-2H-pyrazolo[4,3-c]pyridines during a three-step procedure. Substituents to the 7-position were introduced by using palladium catalyzed cross-coupling reactions (Suzuki-Miyaura, Buchwald-Hartwig, Heck). All the derivatives exhibited different optical and biological properties with interesting and potent applications: 7-(4-methoxyphenyl)-2,6-diphenyl-2H-pyrazolo[4,3-c]pyridine showed potential fluorescent pH sensing, 4-(2,6-diphenyl-2H-pyrazolo[4,3-c]pyridin-7-yl)phenol displayed antiproliferative activity against MV4-11, K562 and MCF-7 cancer cells, while N-aryl-2,6-diphenyl-2H-pyrazolo[4,3-c]pyridin-7-amines and 2,6-diphenyl-7-[(E)-2-phenylethenyl]-2H-pyrazolo[4,3-c]pyridines exhibited photosensitizing properties for photodynamic therapy against G361 melanoma cancer cells.
May 5 d. 10:00
Meeting room at Santaka Valley of Kaunas University of Technology (K. Baršausko 59 – A228, Kaunas)Įtraukti į iCal