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Green Synthesis, antioxidant, and plant growth regulatory Activities of Novel a-furfuryl-2-alkylaminophosphonates

A series of novel α-furfuryl-2-alkylaminophosphonates have been efficiently synthesized from the one-pot threecomponent classical Kabachnik−Fields reaction in a green chemical approach by addition of an in situ generated dialkylphosphite to Schiff’s base of aldehydes and amines by using environmenta...

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Main Authors:	Maheshwara Reddy Nadiveedhi, Poojith Nuthalapati, Mohan Gundluru, Mohan Reddy Yanamula, Saritha Venkatareddy Kallimakula, Visweswara Rao Pasupuleti, Vijaya Kumar Reddy Avula, Swetha Vallela, Grigory Vasilievich Zyryanov, Satheesh Krishna Balam, Suresh Reddy Cirandur
Format:	Article
Language:	English English
Published:	2021
Subjects:	QD Chemistry QR Microbiology R Medicine (General)
Online Access:	https://eprints.ums.edu.my/id/eprint/27273/1/Green%20Synthesis%2C%20antioxidant%2C%20and%20plant%20growth%20regulatory%20Activities%20of%20Novel%20a-furfuryl-2-alkylaminophosphonates%20ABSTRACT.pdf https://eprints.ums.edu.my/id/eprint/27273/2/Green%20Synthesis%2C%20antioxidant%2C%20and%20plant%20growth%20regulatory%20Activities%20of%20Novel%20a-furfuryl-2-alkylaminophosphonates%20FULL%20TEXT.pdf https://eprints.ums.edu.my/id/eprint/27273/ https://pubs.acs.org/doi/pdf/10.1021/acsomega.0c05302 https://dx.doi.org/10.1021/acsomega.0c05302
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spelling	my.ums.eprints.272732021-06-16T08:59:06Z https://eprints.ums.edu.my/id/eprint/27273/ Green Synthesis, antioxidant, and plant growth regulatory Activities of Novel a-furfuryl-2-alkylaminophosphonates Maheshwara Reddy Nadiveedhi Poojith Nuthalapati Mohan Gundluru Mohan Reddy Yanamula Saritha Venkatareddy Kallimakula Visweswara Rao Pasupuleti Vijaya Kumar Reddy Avula Swetha Vallela Grigory Vasilievich Zyryanov Satheesh Krishna Balam Suresh Reddy Cirandur QD Chemistry QR Microbiology R Medicine (General) A series of novel α-furfuryl-2-alkylaminophosphonates have been efficiently synthesized from the one-pot threecomponent classical Kabachnik−Fields reaction in a green chemical approach by addition of an in situ generated dialkylphosphite to Schiff’s base of aldehydes and amines by using environmental and eco-friendly silica gel supported iodine as a catalyst by microwave irradiation. The advantage of this protocol is simplicity in experimental procedures and products were resulted in high isolated yields. The synthesized α-furfuryl-2- alkylaminophosphonates were screened to in vitro antioxidant and plant growth regulatory activities and some are found to be potent with antioxidant and plant growth regulatory activities. These in vitro studies have been further supported by ADMET (absorption, distribution, metabolism, excretion, and toxicity), quantitative structure−activity relationship, molecular docking, and bioactivity studies and identified that they were potentially bound to the GLN340 amino acid residue in chain C of 1DNU protein and TYR597 amino acid residue in chain A of 4M7E protein, causing potential exhibition of antioxidant and plant growth regulatory activities. Eventually, title compounds are identified as good blood− brain barrier (BBB)-penetrable compounds and are considered as proficient central nervous system active and neuroprotective antioxidant agents as the neuroprotective property is determined with BBB penetration thresholds. 2021 Article PeerReviewed text en https://eprints.ums.edu.my/id/eprint/27273/1/Green%20Synthesis%2C%20antioxidant%2C%20and%20plant%20growth%20regulatory%20Activities%20of%20Novel%20a-furfuryl-2-alkylaminophosphonates%20ABSTRACT.pdf text en https://eprints.ums.edu.my/id/eprint/27273/2/Green%20Synthesis%2C%20antioxidant%2C%20and%20plant%20growth%20regulatory%20Activities%20of%20Novel%20a-furfuryl-2-alkylaminophosphonates%20FULL%20TEXT.pdf Maheshwara Reddy Nadiveedhi and Poojith Nuthalapati and Mohan Gundluru and Mohan Reddy Yanamula and Saritha Venkatareddy Kallimakula and Visweswara Rao Pasupuleti and Vijaya Kumar Reddy Avula and Swetha Vallela and Grigory Vasilievich Zyryanov and Satheesh Krishna Balam and Suresh Reddy Cirandur (2021) Green Synthesis, antioxidant, and plant growth regulatory Activities of Novel a-furfuryl-2-alkylaminophosphonates. ACS Omega, 6 (4). pp. 2934-2948. ISSN 2470-1343 https://pubs.acs.org/doi/pdf/10.1021/acsomega.0c05302 https://dx.doi.org/10.1021/acsomega.0c05302
institution	Universiti Malaysia Sabah
building	UMS Library
collection	Institutional Repository
continent	Asia
country	Malaysia
content_provider	Universiti Malaysia Sabah
content_source	UMS Institutional Repository
url_provider	http://eprints.ums.edu.my/
language	English English
topic	QD Chemistry QR Microbiology R Medicine (General)
spellingShingle	QD Chemistry QR Microbiology R Medicine (General) Maheshwara Reddy Nadiveedhi Poojith Nuthalapati Mohan Gundluru Mohan Reddy Yanamula Saritha Venkatareddy Kallimakula Visweswara Rao Pasupuleti Vijaya Kumar Reddy Avula Swetha Vallela Grigory Vasilievich Zyryanov Satheesh Krishna Balam Suresh Reddy Cirandur Green Synthesis, antioxidant, and plant growth regulatory Activities of Novel a-furfuryl-2-alkylaminophosphonates
description	A series of novel α-furfuryl-2-alkylaminophosphonates have been efficiently synthesized from the one-pot threecomponent classical Kabachnik−Fields reaction in a green chemical approach by addition of an in situ generated dialkylphosphite to Schiff’s base of aldehydes and amines by using environmental and eco-friendly silica gel supported iodine as a catalyst by microwave irradiation. The advantage of this protocol is simplicity in experimental procedures and products were resulted in high isolated yields. The synthesized α-furfuryl-2- alkylaminophosphonates were screened to in vitro antioxidant and plant growth regulatory activities and some are found to be potent with antioxidant and plant growth regulatory activities. These in vitro studies have been further supported by ADMET (absorption, distribution, metabolism, excretion, and toxicity), quantitative structure−activity relationship, molecular docking, and bioactivity studies and identified that they were potentially bound to the GLN340 amino acid residue in chain C of 1DNU protein and TYR597 amino acid residue in chain A of 4M7E protein, causing potential exhibition of antioxidant and plant growth regulatory activities. Eventually, title compounds are identified as good blood− brain barrier (BBB)-penetrable compounds and are considered as proficient central nervous system active and neuroprotective antioxidant agents as the neuroprotective property is determined with BBB penetration thresholds.
format	Article
author	Maheshwara Reddy Nadiveedhi Poojith Nuthalapati Mohan Gundluru Mohan Reddy Yanamula Saritha Venkatareddy Kallimakula Visweswara Rao Pasupuleti Vijaya Kumar Reddy Avula Swetha Vallela Grigory Vasilievich Zyryanov Satheesh Krishna Balam Suresh Reddy Cirandur
author_facet	Maheshwara Reddy Nadiveedhi Poojith Nuthalapati Mohan Gundluru Mohan Reddy Yanamula Saritha Venkatareddy Kallimakula Visweswara Rao Pasupuleti Vijaya Kumar Reddy Avula Swetha Vallela Grigory Vasilievich Zyryanov Satheesh Krishna Balam Suresh Reddy Cirandur
author_sort	Maheshwara Reddy Nadiveedhi
title	Green Synthesis, antioxidant, and plant growth regulatory Activities of Novel a-furfuryl-2-alkylaminophosphonates
title_short	Green Synthesis, antioxidant, and plant growth regulatory Activities of Novel a-furfuryl-2-alkylaminophosphonates
title_full	Green Synthesis, antioxidant, and plant growth regulatory Activities of Novel a-furfuryl-2-alkylaminophosphonates
title_fullStr	Green Synthesis, antioxidant, and plant growth regulatory Activities of Novel a-furfuryl-2-alkylaminophosphonates
title_full_unstemmed	Green Synthesis, antioxidant, and plant growth regulatory Activities of Novel a-furfuryl-2-alkylaminophosphonates
title_sort	green synthesis, antioxidant, and plant growth regulatory activities of novel a-furfuryl-2-alkylaminophosphonates
publishDate	2021
url	https://eprints.ums.edu.my/id/eprint/27273/1/Green%20Synthesis%2C%20antioxidant%2C%20and%20plant%20growth%20regulatory%20Activities%20of%20Novel%20a-furfuryl-2-alkylaminophosphonates%20ABSTRACT.pdf https://eprints.ums.edu.my/id/eprint/27273/2/Green%20Synthesis%2C%20antioxidant%2C%20and%20plant%20growth%20regulatory%20Activities%20of%20Novel%20a-furfuryl-2-alkylaminophosphonates%20FULL%20TEXT.pdf https://eprints.ums.edu.my/id/eprint/27273/ https://pubs.acs.org/doi/pdf/10.1021/acsomega.0c05302 https://dx.doi.org/10.1021/acsomega.0c05302
_version_	1760230601334456320
score	13.211869

Green Synthesis, antioxidant, and plant growth regulatory Activities of Novel a-furfuryl-2-alkylaminophosphonates

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