4-oxo-N-(4-hydroxyphenyl)retinamide: Two Independent Ways to Kill Cancer Cells
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4-oxo-N-(4-hydroxyphenyl)retinamide: Two Independent Ways to Kill Cancer Cells
BACKGROUND The retinoid 4-oxo-N-(4-hydroxyphenyl)retinamide (4-oxo-4-HPR) is a polar metabolite of fenretinide (4-HPR) very effective in killing cancer cells of different histotypes, able to inhibit 4-HPR-resistant cell growth and to act synergistically in combination with the parent drug. Unlike 4-HPR and other retinoids, 4-oxo-4-HPR inhibits tubulin polymerization, leading to multipolar spind...
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The title compound, C(26)H(24)FNO(3), is a critical inter-mediate of a selective and competitive inhibitor of the enzyme 3-hy-droxy-3-methyl-glutaryl-coenzyme A (HMG-CoA) reductase. Inter-molecular N-H⋯O hydrogen bonding generates a chain along [give direction] that is the dominant inter-action in the crystal packing. Inter-molecular C-H⋯O inter-actions are also observed.
متن کامل2-(4-Methoxyphenyl)-4-oxo-4-phenylbutanenitrile
The title mol-ecule, C(17)H(15)NO(2), is twisted, the dihedral angle between the terminal benzene rings being 63.30 (6)°. In the crystal, C-H⋯O and C-H⋯N inter-actions lead to supra-molecular layers in the ab plane. These are connected along the c axis via C-H⋯π inter-actions.
متن کامل2-(4-Chlorophenyl)-4-oxo-4-phenylbutanenitrile
The title mol-ecule, C16H12ClNO, has a V-shaped conformation and the dihedral angle between the planes of the phenyl and benzene rings of 64.6 (1)°. No directional intermolecular interactions could be identified in the crystal.
متن کاملN′-[(2Z)-4-Oxo-4-phenylbut-2-en-2-yl]pyridine-4-carbohydrazide
There are significant twists in the title compound, C(16)H(15)N(3)O(2), as seen in the dihedral angle between the benzene and adjacent but-2-enal group [29.26 (4)°] and between the pyridine ring and amide group [24.79 (6)°]. A twist is also evident around the hydrazine bond [the C-N-N-C torsion angle is -138.25 (13)°]. The conformation about the ethene bond is Z. An intra-molecular N-H⋯O hydrog...
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ژورنال
عنوان ژورنال: PLoS ONE
سال: 2010
ISSN: 1932-6203
DOI: 10.1371/journal.pone.0013362