Establishment of atropisomerism in 3-indolyl furanoids: a synthetic, experimental and theoretical perspective

Chatterjee Sourav; Bhattacharjee Pinaki; Butterfoss Glenn L.; Achari Anushree; Jaisankar Parasuraman

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Establishment of atropisomerism in 3-indolyl furanoids: a synthetic, experimental and theoretical perspective

机译：3-Indolyl Furanoids中的阿托异构主义的建立：一种合成，实验和理论观点

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Introduction of axial chirality in bioactive 3-indolyl furanoids has been achieved by systematic alteration of functional groups around the stereogenic axis, keeping in mind that atropisomerically pure analogues may possess different binding affinities and selectivities towards a target protein. The kinetics of racemization of axially chiral 3-indolyl furanoids have been studied through chiral HPLC analysis, electronic circular dichroism (ECD) spectroscopy, and computational modeling. The results identify the configurational parameters for optically pure 3-indolyl furanoids to exist as stable and isolable atropisomeric form.

机译：通过系统改变立体轴周围的官能团的官能团来实现生物活性3-吲哚乙基呋喃中的轴向肾上腺素的引入，并记住，无反致纯类似物可能具有不同的结合亲和力和朝向靶蛋白的选择性。通过手性HPLC分析，电子圆形二色（ECD）光谱和计算建模，研究了轴向手性3-吲哚乙基呋喃的外向性的动力学。结果鉴定了光学纯3-吲哚乙基呋喃醇的配置参数，以作为稳定和可分离的阿托比异形式存在。

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《RSC Advances》 |2019年第39期|共5页
作者
Chatterjee Sourav; Bhattacharjee Pinaki; Butterfoss Glenn L.; Achari Anushree; Jaisankar Parasuraman;
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作者单位

CSIR Dept Organ &

Med Chem Lab Catalysis &

Chem Biol 4 Raja SC Mullick Rd Kolkata 700032 India;

CSIR Dept Organ &

Med Chem Lab Catalysis &

Chem Biol 4 Raja SC Mullick Rd Kolkata 700032 India;

New York Univ Abu Dhabi Ctr Genom &

Syst Biol Abu Dhabi 129188 U Arab Emirates;

CSIR Dept Organ &

Med Chem Lab Catalysis &

Chem Biol 4 Raja SC Mullick Rd Kolkata 700032 India;

CSIR Dept Organ &

Med Chem Lab Catalysis &

Chem Biol 4 Raja SC Mullick Rd Kolkata 700032 India;

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正文语种 eng
中图分类化学;
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1. Establishment of atropisomerism in 3-indolyl furanoids: a synthetic, experimental and theoretical perspective [J] . Chatterjee Sourav, Bhattacharjee Pinaki, Butterfoss Glenn L., RSC Advances . 2019,第39期

机译：3-Indolyl Furanoids中的阿托异构主义的建立：一种合成，实验和理论观点
2. Novel 2-step synthetic indole compound 1,1,3-tri(3-indolyl)cyclohexane inhibits cancer cell growth in lung cancer cells and xenograft models. [J] . Lee CH, Yao CF, Huang SM, Cancer: A Journal of the American Cancer Society . 2008,第4期

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7. Establishment of atropisomerism in 3-indolyl furanoids: a synthetic, experimental and theoretical perspective [O] . Sourav Chatterjee, Pinaki Bhattacharjee, Glenn L. Butterfoss, 2019

机译：3-Indolyl Furanoids中的阿托异构主义的建立：一种合成，实验和理论观点

Establishment of atropisomerism in 3-indolyl furanoids: a synthetic, experimental and theoretical perspective

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