6820-59-3Relevant academic research and scientific papers
ALKYLBORONIC ACIDS AS ARGINASE INHIBITORS
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, (2020/08/22)
Provided are alkylboronic acids as arginase inhibitors represented by formula (I), or a pharmaceutically acceptable salt, stereoisomer, tautomer, or prodrug thereof and a pharmaceutical composition comprising said compounds.
Molecular modelling studies, synthesis and biological activity of a series of novel bisnaphthalimides and their development as new DNA topoisomerase II inhibitors
Filosa, Rosanna,Peduto, Antonella,Di Micco, Simone,Caprariis, Paolo de,Festa, Michela,Petrella, Antonello,Capranico, Giovanni,Bifulco, Giuseppe
scheme or table, p. 13 - 24 (2011/02/25)
A series of bisnaphthalimide derivatives were synthesized and evaluated for growth-inhibitory property against HT-29 human colon carcinoma. The N,N′-bis[2-(5-nitro-1,3-dioxo-2,3-dihydro-1H-benz[de]-isoquinolin- 2-yl)]propane-2-ethanediamine (9) and the N,N′-Bis[2-(5-nitro-1,3-dioxo-2,3-dihydro-1H-benz[de]-isoquinolin- 2-yl)]butylaminoethyl]-2-propanediamine (12) derivatives emerged as the most potent compounds of this series. Molecular modelling studies indicated that the high potency of 12, the most cytotoxic compound of the whole series, could be due to larger number of intermolecular interactions and to the best position of the naphthalimido rings, which favours π-π stacking interactions with purine and pyrimidine bases in the DNA active site. Moreover, 12 was designed as a DNA topoisomerase II poison and biochemical studies showed its effect on human DNA topoisomerase II. We then selected the compounds with a significant cytotoxicity for apoptosis assay. Derivative 9 was able to induce significantly apoptosis (40%) at 0.1 μM concentration, and we demonstrated that the effect on apoptosis in HT-29 cells is mediated by caspases activation.
CYCLOPROPYL-CONTAINING POLYAMINE ANALOGS AS DISEASE THERAPIES
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Page/Page column 38, (2008/12/07)
This disclosure relates to specific polyamine analogs and methods of treating cancer using polyamine analogs. The polyamine analogs have cyclopropyl groups in their internal segments.
Synthesis and anti-Pneumocystis carinii activity of conformationally restricted analogues of pentamidine
Tao, Bin,Huang, Tien L,Zhang, Qian,Jackson, Latasha,Queener, Sherry F.,Donkor, Isaac O.
, p. 531 - 538 (2007/10/03)
A series of conformationally restricted analogues of pentamidine in which the flexible central bridge has been replaced by trans-cyclopropyl, phenyl, pyridinyl, piperazinyl or homopiperazinyl groups as conformationally restricted linkers have been synthesized. The anti-Pneumocystis carinii activity of these compounds was evaluated in a cell culture model and the DNA binding affinity was determined by thermal denaturation measurements. At 1 μM, compounds 2, 3, 5, 7, 9 and pentamidine were highly effective and caused total inhibition of P. carinii growth in culture. At 0.1 μM, compounds 2, 5, 7 and 10 were more active than pentamidine with N, N'- bis(4amidinophenyl)piperazine 7 being approximately 15-fold more effective than pentamidine. The most active compounds, 7 and 10, showed strong binding affinities for calf thymus DNA and poly(dA-dT); however, a clear correlation between DNA binding affinity and the in vitro anti-P, carinii activity of these compounds was not observed. The results suggest that the nature of the central linker influences the biological actions of these compounds.
Photodecarbonylation of chiral cyclobutanones
Ramnauth, Jailall,Lee-Ruff, Edward
, p. 518 - 522 (2007/10/03)
Triplet photosensitized irradiation of 2(S),3(R)-bis[(benzoyloxy)methyl]cyclobutanone gave optically pure (-)E-1(S),2(S)-bis(benzoyloxymethyl)cyclopropaneas a major product in the nonpolar fraction along with its stereoisomer and cycloelimination products. The absolute stereochemistry of the chiral cyclopropane was established by independent synthesis and X-ray crystal structure determination of a synthetic precursor. The distribution of decarbonylation and cycloelimination products was inversely dependent on the concentration of the substrate. Irradiation of the same ketone in tetrahydrofuran or benzene gave mostly cycloelimination products. Addition of Michler's ketone increased the ratio of photodecarbonylation, suggesting a triplet state pathway for this process. This was corroborated by the addition of dicyanoethylene, which showed significant quenching of photodecarbonylation. Irradiation of 2(S)-[(benzoyloxy)methyl]cyclobutane in acetone gave the corresponding cyclopropane as the principal product.
