Parveen, S., Hussain, S., Qin, X., Hao, X., Zhu, S., Rui, M., Zhang, S., Fu, F., Ma, B., Yu, Q., & Zhu, C. (2014). Copper-catalyzed asymmetric synthesis and comparative aldose reductase inhibition activity of (+)/(-)-1,2-benzothiazine-1,1-dioxide acetic acid derivatives. Journal of Organic Chemistry, 79(11), 4963-4972. https://doi.org/10.1021/jo500338c
Parveen, Shagufta ; Hussain, Saghir ; Qin, Xiangyu 等. / Copper-catalyzed asymmetric synthesis and comparative aldose reductase inhibition activity of (+)/(-)-1,2-benzothiazine-1,1-dioxide acetic acid derivatives. 在: Journal of Organic Chemistry. 2014 ; 卷 79, 号码 11. 页码 4963-4972.
@article{83459ca8c0d04e73a45b6fdaec77940e,
title = "Copper-catalyzed asymmetric synthesis and comparative aldose reductase inhibition activity of (+)/(-)-1,2-benzothiazine-1,1-dioxide acetic acid derivatives",
abstract = "A copper catalyst system for the asymmetric 1,4-hydrosilylation of the α,β-unsaturated carboxylate class was developed by which synthesis of (+)- and (-)-enantiomers of 1,2-benzothiazine-1,1-dioxide acetates has been achieved with a good yield and an excellent level of enantioselectivity. A comparative structure-activity relationship study yielded the following order of aldose reductase inhibition activity: (-)-enantiomers > racemic > (+)-enantiomers. Further, a molecular docking study suggested that the (-)-enantiomer had significant binding affinity and thus increased inhibition activity.",
author = "Shagufta Parveen and Saghir Hussain and Xiangyu Qin and Xin Hao and Shaojuan Zhu and Miao Rui and Shuzhen Zhang and Fengyan Fu and Bing Ma and Qun Yu and Changjin Zhu",
year = "2014",
month = jun,
day = "6",
doi = "10.1021/jo500338c",
language = "English",
volume = "79",
pages = "4963--4972",
journal = "Journal of Organic Chemistry",
issn = "0022-3263",
publisher = "American Chemical Society",
number = "11",
}
Parveen, S, Hussain, S, Qin, X, Hao, X, Zhu, S, Rui, M, Zhang, S, Fu, F, Ma, B, Yu, Q & Zhu, C 2014, 'Copper-catalyzed asymmetric synthesis and comparative aldose reductase inhibition activity of (+)/(-)-1,2-benzothiazine-1,1-dioxide acetic acid derivatives', Journal of Organic Chemistry, 卷 79, 号码 11, 页码 4963-4972. https://doi.org/10.1021/jo500338c
Copper-catalyzed asymmetric synthesis and comparative aldose reductase inhibition activity of (+)/(-)-1,2-benzothiazine-1,1-dioxide acetic acid derivatives. / Parveen, Shagufta; Hussain, Saghir; Qin, Xiangyu 等.
在:
Journal of Organic Chemistry, 卷 79, 号码 11, 06.06.2014, 页码 4963-4972.
科研成果: 期刊稿件 › 文章 › 同行评审
TY - JOUR
T1 - Copper-catalyzed asymmetric synthesis and comparative aldose reductase inhibition activity of (+)/(-)-1,2-benzothiazine-1,1-dioxide acetic acid derivatives
AU - Parveen, Shagufta
AU - Hussain, Saghir
AU - Qin, Xiangyu
AU - Hao, Xin
AU - Zhu, Shaojuan
AU - Rui, Miao
AU - Zhang, Shuzhen
AU - Fu, Fengyan
AU - Ma, Bing
AU - Yu, Qun
AU - Zhu, Changjin
PY - 2014/6/6
Y1 - 2014/6/6
N2 - A copper catalyst system for the asymmetric 1,4-hydrosilylation of the α,β-unsaturated carboxylate class was developed by which synthesis of (+)- and (-)-enantiomers of 1,2-benzothiazine-1,1-dioxide acetates has been achieved with a good yield and an excellent level of enantioselectivity. A comparative structure-activity relationship study yielded the following order of aldose reductase inhibition activity: (-)-enantiomers > racemic > (+)-enantiomers. Further, a molecular docking study suggested that the (-)-enantiomer had significant binding affinity and thus increased inhibition activity.
AB - A copper catalyst system for the asymmetric 1,4-hydrosilylation of the α,β-unsaturated carboxylate class was developed by which synthesis of (+)- and (-)-enantiomers of 1,2-benzothiazine-1,1-dioxide acetates has been achieved with a good yield and an excellent level of enantioselectivity. A comparative structure-activity relationship study yielded the following order of aldose reductase inhibition activity: (-)-enantiomers > racemic > (+)-enantiomers. Further, a molecular docking study suggested that the (-)-enantiomer had significant binding affinity and thus increased inhibition activity.
UR - http://www.scopus.com/inward/record.url?scp=84902108625&partnerID=8YFLogxK
U2 - 10.1021/jo500338c
DO - 10.1021/jo500338c
M3 - Article
C2 - 24785266
AN - SCOPUS:84902108625
SN - 0022-3263
VL - 79
SP - 4963
EP - 4972
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 11
ER -
Parveen S, Hussain S, Qin X, Hao X, Zhu S, Rui M 等. Copper-catalyzed asymmetric synthesis and comparative aldose reductase inhibition activity of (+)/(-)-1,2-benzothiazine-1,1-dioxide acetic acid derivatives. Journal of Organic Chemistry. 2014 6月 6;79(11):4963-4972. doi: 10.1021/jo500338c
