65646-61-9Relevant academic research and scientific papers
Novel all trans-retinoic acid derivatives: Cytotoxicity, inhibition of cell cycle progression and induction of apoptosis in human cancer cell lines
Al-Sheddi, Ebtesam Saad,Al-Oqail, Mai Mohammad,Saquib, Quaiser,Siddiqui, Maqsood Ahmed,Musarrat, Javed,Al-Khedhairy, Abdulaziz Ali,Farshori, Nida Nayyar
, p. 8181 - 8197 (2015)
Owing to the pharmacological potential of ATRA (all trans-retinoic acid), a series of retinamides and a 1-(retinoyl)-1,3-dicyclohexylurea compound were prepared by reacting ATRA with long chain alkyl or alkenyl fatty amines by using a 4-demethylaminopyrid
Synthesis, Spectroscopy and Crystal Structure Analysis of N 1,N 3-dicyclohexyl-N 1-(all-trans-retinoyl)urea
Kalantzi, Stefania,Nastopoulos, Vassilios,Papaioannou, Dionissios,Vachlioti, Eleanna
, (2022/01/11)
The title compound, C33H50N2O2, is a side product in the reaction of all-trans-retinoic acid (atRA) with N-hydroxysuccinimide, in the presence of the coupling agent N,N′-dicyclohexylcarbodiimide, which produces the ‘active’ ester succinimidyl all-trans-retinoate as the product. It crystallizes in the orthorhombic Pbca space group. The compound was characterized by 1H-NMR, 13C-NMR, ESI–MS and IR spectroscopy and its structure was determined by single-crystal X-ray diffraction. For example in the 13C-NMR spectrum, diagnostic peaks are those of the two amide carbonyl C atoms at δ 169.5 and 154.2?ppm, the ten olefinic C atoms of the unsaturated chain of atRA moiety at δ 149.0, 139.3, 137.7, 137.3, 134.9, 130.2, 130.0, 129.4, 128.5 and 121.5?ppm and the two methine C atoms of the N,N′-dicyclohexylurea moiety at δ 57.9 and 49.5?ppm. Detailed analysis of its molecular and supramolecular structure showed that close-packing principles (elongated shape/large hydrophobic region of the molecule) together with chemical factors (N–H?O and C–H?O intermolecular interactions) direct the 3D self-assembly process in the crystalline state. Hirshfeld surface analysis was employed, a powerful approach to quickly and easily gain insight into molecular environments in the crystalline state. Graphical Abstract: The synthesis and X-ray structure of 1-((2E, 4E, 6E, 8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenoyl)-1,3-dicyclohexylurea, a side product in the synthesis of succinimidyl all-trans-retinoate, is reported; Hirshfeld surface analysis was employed to identify intermolecular interactions.[Figure not available: see fulltext.].
Preparation of spermine conjugates with acidic retinoids with potent ribonuclease P inhibitory activity
Magoulas, George,Papaioannou, Dionysios,Papadimou, Evangelia,Drainas, Denis
experimental part, p. 2689 - 2695 (2009/10/02)
Novel mono- and diacylated spermines, readily obtained using isolable succinimidyl active esters of acidic retinoids for the selective acylation of free spermine or in situ activated acidic retinoids for acylating selectively protected spermine followed b
Methods and compositions for treating psoriasis with retinoyl compounds
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, (2008/06/13)
Compositions and methods for treating the symptoms of psoriasis consisting of topical application of a solution, gel, lotion, cream or ointment containing as a principal active ingredient one or more retinoyl compounds is disclosed. The active ingredient
