82413-47-6Relevant articles and documents
In situ spectroeletrochemistry and cytotoxic activities of natural ubiquinone analogues
Ma, Wei,Zhou, Hao,Ying, Yi-Lun,Li, Da-Wei,Chen, Guo-Rong,Long, Yi-Tao,Chen, Hong-Yuan
, p. 5990 - 6000 (2011/09/19)
Quinones are a group of potent antineoplastic agents. Here we described effective and facile routes to synthesize a series of ubiquinone analogues (UQAs). These unique compounds have been investigated by electrochemistry and in situ UV-vis spectroelectrochemistry to explore their electron-transfer processes and radical properties in aprotic media. The structure-activities relationships of inhibiting cancer cell proliferation of UQAs were examined in murine melanoma B16F10 cells using a 72 h continuous exposure MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay. Our results revealed that UQAs had improved antiproliferative activity and displayed better inhibitory effects than natural ubiquinone 10. The cytotoxic activities of UQAs were correlated to the semiubiquinone radicals, which were confirmed by in situ electron spin resonance (ESR). In the cytotoxicity test, 6-vinylubiquinone 5 and 6-(4′-fluorophenyl) ubiquinone 7 that possess half maximal inhibitory concentration value (IC50) of 6.1 μM and 6.2 μM. This would make them as valuable candidates for future pharmacological studies.
INTERPRETING SUBSTITUENT EFFECTS ON THE CRYSTAL PACKING OF LONG-CHAIN DIACYL PEROXXIDES. THE CRYSTAL STRUCTURES OF DI(11-BROMOUNDECANOYL) PEROXIDE AND DI(UNDECANOYL) PEROXIDE
McBride, J. Michael,Bertman, Steven B.,Cioffi, Donna Z.,Segmuller, Brigitte E.,Weber, Bruce A.
, p. 1 - 24 (2007/10/02)
Although crystals of di(11-bromoundecanoyl) peroxide and di(undecanoyl) peroxide have different space groups (P43212 and C2221), the molecules pack in almost identical layers.They differ only in the nature of stacking across interfaces involving the terminal groups.Because the 90 deg twist about the O-O bond locks neighboring molecules together within the layer, each peroxide shows a single solid phase from 5K to the melting point.Analysis of the stacking pattern in terms of the six possible orientational relationships suggests special stability for an L-shaped motif of C-Br...Br-C.Other substituents create different stackings of the same layer structure to give three crystal classes and five space groups among 14 compounds.Unsymmetrical peroxides are useful both for forcing a variety of substituted chains (particularly odd-even homologues) to pack with identical layer structures, and for controlling the stacking pattern.Because structural differences are localized in the vicinity of the substituents, this series of "substitutional polytypes" will allow systematic investigation of substituent effects on the physical and chemical properties of solids.