Synthesis and molecular modeling studies of cholinesterase inhibitor dispiro[indoline-3,2′-pyrrolidine-3′,3′′-pyrrolidines]

M. Adel Youssef; Siva S. Panda; Riham A. El-Shiekh; El Sayed M. Shalaby; Dalia R. Aboshouk; Walid Fayad; Nehmedo G. Fawzy; Adel S. Girgis

doi:10.1039/d0ra03064c

Synthesis and molecular modeling studies of cholinesterase inhibitor dispiro[indoline-3,2′-pyrrolidine-3′,3′′-pyrrolidines]

M. Adel Youssef, Siva S. Panda, Riham A. El-Shiekh, El Sayed M. Shalaby, Dalia R. Aboshouk, Walid Fayad, Nehmedo G. Fawzy, Adel S. Girgis

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9 Scopus citations

Abstract

A set of dispiro[indoline-3,2′-pyrrolidine-3′,3′′-pyrrolidines]8a-lwas regioselectively synthesized utilizing multi-component azomethine cycloaddition reaction of 3-(arylmethylidene)pyrrolidine-2,5-diones5a-e, isatins6a-cand sarcosine7. Single crystal X-ray studies of8cadd conclusive support for the structure. Compounds8eand8greveal cholinesterase inhibitory properties with promising efficacy against both AChE and BChE and were found to be more selective towards AChE than BChE as indicted by the selectivity index like Donepezil (a clinically used cholinesterase inhibitory drug). Molecular modeling studies assist in understanding the bio-observations and identifying the responsible parameters behind biological properties.

Original language	English (US)
Pages (from-to)	21830-21838
Number of pages	9
Journal	RSC Advances
Volume	10
Issue number	37
DOIs	https://doi.org/10.1039/d0ra03064c
State	Published - Jun 8 2020

ASJC Scopus subject areas

General Chemistry
General Chemical Engineering

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@article{4c860935f60641c58194c22b6c721c84,

title = "Synthesis and molecular modeling studies of cholinesterase inhibitor dispiro[indoline-3,2′-pyrrolidine-3′,3′′-pyrrolidines]",

abstract = "A set of dispiro[indoline-3,2′-pyrrolidine-3′,3′′-pyrrolidines]8a-lwas regioselectively synthesized utilizing multi-component azomethine cycloaddition reaction of 3-(arylmethylidene)pyrrolidine-2,5-diones5a-e, isatins6a-cand sarcosine7. Single crystal X-ray studies of8cadd conclusive support for the structure. Compounds8eand8greveal cholinesterase inhibitory properties with promising efficacy against both AChE and BChE and were found to be more selective towards AChE than BChE as indicted by the selectivity index like Donepezil (a clinically used cholinesterase inhibitory drug). Molecular modeling studies assist in understanding the bio-observations and identifying the responsible parameters behind biological properties.",

author = "Youssef, {M. Adel} and Panda, {Siva S.} and El-Shiekh, {Riham A.} and Shalaby, {El Sayed M.} and Aboshouk, {Dalia R.} and Walid Fayad and Fawzy, {Nehmedo G.} and Girgis, {Adel S.}",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2020.",

year = "2020",

month = jun,

day = "8",

doi = "10.1039/d0ra03064c",

language = "English (US)",

volume = "10",

pages = "21830--21838",

journal = "RSC Advances",

issn = "2046-2069",

publisher = "Royal Society of Chemistry",

number = "37",

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TY - JOUR

T1 - Synthesis and molecular modeling studies of cholinesterase inhibitor dispiro[indoline-3,2′-pyrrolidine-3′,3′′-pyrrolidines]

AU - Youssef, M. Adel

AU - Panda, Siva S.

AU - El-Shiekh, Riham A.

AU - Shalaby, El Sayed M.

AU - Aboshouk, Dalia R.

AU - Fayad, Walid

AU - Fawzy, Nehmedo G.

AU - Girgis, Adel S.

PY - 2020/6/8

Y1 - 2020/6/8

N2 - A set of dispiro[indoline-3,2′-pyrrolidine-3′,3′′-pyrrolidines]8a-lwas regioselectively synthesized utilizing multi-component azomethine cycloaddition reaction of 3-(arylmethylidene)pyrrolidine-2,5-diones5a-e, isatins6a-cand sarcosine7. Single crystal X-ray studies of8cadd conclusive support for the structure. Compounds8eand8greveal cholinesterase inhibitory properties with promising efficacy against both AChE and BChE and were found to be more selective towards AChE than BChE as indicted by the selectivity index like Donepezil (a clinically used cholinesterase inhibitory drug). Molecular modeling studies assist in understanding the bio-observations and identifying the responsible parameters behind biological properties.

AB - A set of dispiro[indoline-3,2′-pyrrolidine-3′,3′′-pyrrolidines]8a-lwas regioselectively synthesized utilizing multi-component azomethine cycloaddition reaction of 3-(arylmethylidene)pyrrolidine-2,5-diones5a-e, isatins6a-cand sarcosine7. Single crystal X-ray studies of8cadd conclusive support for the structure. Compounds8eand8greveal cholinesterase inhibitory properties with promising efficacy against both AChE and BChE and were found to be more selective towards AChE than BChE as indicted by the selectivity index like Donepezil (a clinically used cholinesterase inhibitory drug). Molecular modeling studies assist in understanding the bio-observations and identifying the responsible parameters behind biological properties.

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U2 - 10.1039/d0ra03064c

DO - 10.1039/d0ra03064c

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AN - SCOPUS:85086801465

SN - 2046-2069

VL - 10

SP - 21830

EP - 21838

JO - RSC Advances

JF - RSC Advances

IS - 37

ER -

Synthesis and molecular modeling studies of cholinesterase inhibitor dispiro[indoline-3,2′-pyrrolidine-3′,3′′-pyrrolidines]

Abstract

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