ABSTRACT
Three BS-BODIPY (brassinosteroids-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene) conjugates were synthesized and their fluorescent and immunological properties were investigated. Two of the conjugates, having present all the functional groups characteristic of BS, were shown to be potentially useful as biological probes to study involvement of BS into physiological processes in living cells.
Subject(s)
Boron Compounds/chemistry , Brassinosteroids/chemistryABSTRACT
Hybrid pharmacophore anti-proliferative compounds, comprised of mycophenolic acid (MPA) and 1-nitroacridine/4-nitroacridone derivative have been synthesized and evaluated as inhibitors of five different leukemia cell lines (Jurkat, Molt-4, HL-60, CCRF-CEM, L1210) and human peripheral blood mononuclear cells from healthy donors. These conjugates possess different length of the linker between MPA and heterocyclic units. The type of heterocyclic part influenced their cytotoxic and anti-proliferative properties. Coupling of MPA 1 with 9-(ω-aminoalkyl)amino-1-nitroacridines 2 and 1-[(ω-aminoalkyl)-4-nitro-9(10H)]-acridones 3 was tested. Although all tested conjugates were active, compounds 4a-e exhibited the highest potency. Preliminary experiments with GMP suggested that the tested compounds acted as IMPDH inhibitors.
Subject(s)
Acridines/chemistry , Acridones/chemistry , Mycophenolic Acid/chemical synthesis , Mycophenolic Acid/pharmacology , Antineoplastic Agents/chemical synthesis , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Cell Line, Tumor , Cell Proliferation/drug effects , Chemistry Techniques, Synthetic , Humans , IMP Dehydrogenase/antagonists & inhibitors , Immunosuppressive Agents/chemical synthesis , Immunosuppressive Agents/chemistry , Immunosuppressive Agents/pharmacology , Inhibitory Concentration 50 , Mycophenolic Acid/chemistryABSTRACT
The title compound, C(19)H(28)O(5)Si, was obtained in the reaction of 1,3-dihydro-4-[(tert-butyl-dimethyl-sil-yl)-oxy]-6-meth-oxy-7-methyl-3-oxo-5-(prop-2-en-yl)isobenzofuran with meta-chloro-perbenzoic acid. This reaction is one of the stages of the total synthesis of mycophenolic acid, which we attempted to modify. The title compound forms crystals with only weak inter-molecular inter-actions. The strongest stacking inter-action is found between the benzene and furan rings of inversion-related mol-ecules with a distance of 3.8773â (13)â Å between the ring centroids.
