Synthesis, crystal structure, spectroscopic properties and potential anti-cancerous activities of four unsaturated bis-norcantharimides
| Autor: | Xiao-Na Ma, Lian-Dong Liu, Zhao Yunxue, Dian-Xiang Xing, Qi-Cheng Sui, Xue-Jie Tan, Yun Liu, Yan Shi, Shuang-Shuang Cheng |
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| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
Double bond 010405 organic chemistry Stereochemistry Dimer Organic Chemistry Crystal structure Carbon-13 NMR 010402 general chemistry 01 natural sciences 0104 chemical sciences Analytical Chemistry Inorganic Chemistry Crystallography chemistry.chemical_compound chemistry Single bond Single crystal Conformational isomerism Spectroscopy |
| Zdroj: | Journal of Molecular Structure. 1115:228-240 |
| ISSN: | 0022-2860 |
| Popis: | Four unsaturated norcantharimide (UNCI) dimers were synthesized and characterized by elemental analysis, ESI-QTOF-MS, FT/IR, UV–Vis, 1H and 13C NMR as well as single crystal X-ray diffraction. In addition, theoretical studies have been investigated to compare with the experimental findings. Introduction of various lengths of single bond link chains provides high conformational flexibility and thus unusual molecular and crystal structures for dimers. Two of the four dimers twist into helicate, but crystallize into centrosymmetric lattice; one adopts approximately centrosymmetric conformer, but packs into non-centrosymmetric polar space group (P21). Moreover, in vitro cytotoxic activities of four UNCI dimers and their corresponding saturated NCI dimers were evaluated. All four UNCI dimers are inactive and one NCI dimer shows modest cytotoxicity. These findings were compared with the relevant results in literature. It is found that the antitumor properties of UNCI/NCI dimers depend mainly on the length of link chains (the longer chain, the higher therapeutic efficacy) and have relationship with the double bond, which requires more experimental support. |
| Databáze: | OpenAIRE |
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