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

Chatterjee, Sourav and Bhattacharjee, Pinaki Prasad and Butterfoss, Glenn L and et al, . (2019) Establishment of atropisomerism in 3-indolyl furanoids: a synthetic, experimental and theoretical perspective. RSC Advances, 9 (39). pp. 22384-22388. ISSN 2046-2069

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Abstract

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.

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IITH Creators:
IITH CreatorsORCiD
Bhattacharjee, Pinaki Prasadhttp://orcid.org/0000-0002-6422-2601
Item Type: Article
Subjects: Materials Engineering > Materials engineering
Divisions: Department of Material Science Engineering
Depositing User: Team Library
Date Deposited: 24 Jul 2019 03:58
Last Modified: 24 Jul 2019 03:58
URI: http://raiith.iith.ac.in/id/eprint/5797
Publisher URL: http://doi.org/10.1039/C9RA05350F
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