In 2022,Ranjbar, Sara; Khoshneviszadeh, Mehdi; Tavakkoli, Marjan; Miri, Ramin; Edraki, Najmeh; Firuzi, Omidreza published an article in Molecular Diversity. The title of the article was 《5-Oxo-hexahydroquinoline and 5-oxo-tetrahydrocyclopentapyridine derivatives as promising antiproliferative agents with potential apoptosis-inducing capacity》.Electric Literature of C6H7NO The author mentioned the following in the article:
In this study, a series of 49 5-oxo-hexahydroquinoline and 5-oxo-tetrahydrocyclopentapyridines I [R1 = 3-pyridylmethyl, 2-pyridylethyl, 3-pyridylpropyl, etc.; R2 = Ph, 2-furanyl, Bu, etc.; X = (CH2)n; n = 1, 2], containing different pyridine alkyl carboxylates at C3 and various aliphatic, aromatic, and heteroaromatic substitutions at the C4 position of the central core, were synthesized. The target compounds I were tested for antiproliferative effect against three human cancer cell lines including MOLT-4 (acute lymphoblastic leukemia), K562 (chronic myelogenous leukemia), and MCF-7 (breast adenocarcinoma) by MTT assay, and the effect of the most potent derivatives on cell cycle was evaluated by RNase/propidium iodide (PI) flow cytometric assay. Generally, 5-oxo-hexahydroquinoline derivatives I [R1 = 3-pyridylpropyl; R2 = Ph, 2-furanyl, Bu, etc.; n = 2] possessed superior antiproliferative activities compared to their 5-oxo-tetrahydrocyclopentapyridine counterparts I [R1 = 3-pyridylpropyl; R2 = Ph, 2-furanyl, Bu, etc.; n = 1]. 5-Oxo-hexahydroquinoline compounds bearing 2-pyridyl Pr carboxylates I [R1 = 2-pyridylpropyl; R2 = Ph, 2-furanyl, Bu, etc.; n = 2] and 3-pyridyl Pr carboxylates I [R1 = 3-pyridylpropyl; R2 = Ph, 2-furanyl, Bu, etc.; n = 2] were better antiproliferative agents than those bearing other pyridyl alkyl carboxylates. Five best compounds with IC50 values in the range of 9.5-22.9μM against MOLT-4 cells were selected for cell-cycle anal., which revealed that derivatives I [R1 = 2-pyridylpropyl; R2 = 2,3-dichlorophenyl; n = 2], I [R1 = 3-pyridylpropyl; R2 = 3-nitrophenyl, 2-nitrophenyl; n = 2] with substitutions at C4 position, may induce apoptosis in MOLT-4 cells. Mol. docking anal., which was employed to make some predictions on the interaction of the most active derivatives with the binding site of Bcl-2 and Bcl-xL proteins, suggested that the compounds may be well accommodated within the binding sites of these anti-apoptotic proteins via hydrogen-bonding and hydrophobic interactions. The findings of this study present 5-oxo-hexahydroquinolines I [R1 = 3-pyridylmethyl, 2-pyridylethyl, 3-pyridylpropyl, etc.; R2 = Ph, 2-furanyl,butyl, etc.; n = 2]. as antiproliferative agents with potential apoptosis-inducing ability in cancer cells.3-Pyridinemethanol(cas: 100-55-0Electric Literature of C6H7NO) was used in this study.
3-Pyridinemethanol(cas: 100-55-0) belongs to pyridine. When pyridine is adsorbed on oxide surfaces or in porous materials, the following species are commonly observed: (i) pyridine coordinated to Lewis acid sites, (ii) pyridine H-bonded to weakly acidic hydroxyls, and (iii) protonated pyridine. At high coverage, physisorbed pyridine and protonated dimers can also be observed.Electric Literature of C6H7NO
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