Metabolic study of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone to the enantiomers of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in vitro in human bronchial epithelial cells using chiral capillary electrophoresis
文献类型：期刊论文
| 作者 | Yang, Youyou1; Yu, Cong1; Zhou, Meng2; Pang, Nannan1; Li, Ning2; Nie, Honggang1; Liao, Jie2; Bai, Yu1; Liu, Huwei1 |
| 刊名 | JOURNAL OF CHROMATOGRAPHY A
 |
| 出版日期 | 2011-09-16 |
| 卷号 | 1218期号:37页码:6505-6510 |
| 关键词 | Chiral Ce Cytotoxicity 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanone 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol Sulfated Beta-cyclodextrin Stereoselectively Metabolic Transformation Tobacco Specific N-nitrosamines |
| ISSN号 | 0021-9673 |
| DOI | 10.1016/j.chroma.2011.07.009 |
| 英文摘要 | 4-(Methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) with one chiral center at the carbinol is a major metabolite of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (NNK). As tobacco specific N-nitrosamines (TSNAs), NNK and NNAL are the most pulmonary carcinogens in tobacco products and smoke. In this paper, a chiral CE method modified with highly sulfated beta-cyclodextrin (S-beta-CD) was developed to investigate the stereoselective formation of NNAL from NNK in vitro in normal human bronchial epithelial (NHBE) cells. Combined with solid phase extraction (SPE) of the cell samples. NNK and NNAL enantiomers were baseline separated under the proposed CE conditions, with satisfactory recoveries (72.5-113% for NNK and (+/-)-NNAL) and low limits of detection (LOD, 2.5-3 mu g/mL for NNK and (+/-)-NNAL). The cytotoxicity of NNK in NHBE cells was investigated through the cell counting kit (CCK) assay and proved to be highly dependent on the NNK's concentration. The metabolic results obtained from CE analysis demonstrated that NNK was preferentially metabolized to (+)-NNAL through carbonyl reduction. Meanwhile, the ratio of [(+)-NNAL]/[(-)-NNAL] was independent of NHBE cells incubation time with NNK, but could be changed according to the original incubation concentration of NNK. This chiral CE method could be useful for the study on toxicology and metabolic transformations of related TSNAs. (C) 2011 Elsevier B.V. All rights reserved. |
| 语种 | 英语 |
| WOS记录号 | WOS:000295113600035 |
| 出版者 | ELSEVIER SCIENCE BV |
| 源URL | [http://ir.iccas.ac.cn/handle/121111/73007]  |
| 专题 | 中国科学院化学研究所 |
| 通讯作者 | Liu, Huwei |
| 作者单位 | 1.Peking Univ, Coll Chem & Mol Engn, Inst Analyt Chem,Beijing Natl Lab Mol Sci, Key Lab Bioorgan Chem & Mol Engn,Minist Educ, Beijing 100871, Peoples R China 2.Gen Hosp Chinese PLA, Med Expt & Anal Ctr, Beijing 100853, Peoples R China |
| 推荐引用方式 GB/T 7714 | Yang, Youyou,Yu, Cong,Zhou, Meng,et al. Metabolic study of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone to the enantiomers of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in vitro in human bronchial epithelial cells using chiral capillary electrophoresis[J]. JOURNAL OF CHROMATOGRAPHY A,2011,1218(37):6505-6510. |
| APA | Yang, Youyou.,Yu, Cong.,Zhou, Meng.,Pang, Nannan.,Li, Ning.,...&Liu, Huwei.(2011).Metabolic study of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone to the enantiomers of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in vitro in human bronchial epithelial cells using chiral capillary electrophoresis.JOURNAL OF CHROMATOGRAPHY A,1218(37),6505-6510. |
| MLA | Yang, Youyou,et al."Metabolic study of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone to the enantiomers of 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol in vitro in human bronchial epithelial cells using chiral capillary electrophoresis".JOURNAL OF CHROMATOGRAPHY A 1218.37(2011):6505-6510. |
入库方式： OAI收割
来源：化学研究所
浏览0
下载0
收藏0
其他版本
除非特别说明，本系统中所有内容都受版权保护，并保留所有权利。