Professor Diwan S. Rawat | University of Delhi (original) (raw)
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Papers by Professor Diwan S. Rawat
Tetrahedron Letters, 2016
CuO/Fe2O3 NPs were found to be robust, green and sustainable nanocatalysts for the synthesis of t... more CuO/Fe2O3 NPs were found to be robust, green and sustainable nanocatalysts for the synthesis of trisubstituted propargylamines by the reaction of propiolic acid, secondary amines and aldehydes via decarboxylative A3 coupling reaction under solvent free conditions. Further, we explored the wide applicability of the present methodology by replacing the more reactive aldehydes with less reactive ketones to afford the tetrasubstituted propargylamines via decarboxylative KA2 reaction. The present method showed several advantages such as usage of magnetically recoverable with six times recyclability of nanocatalyst, follows green chemistry principles including low E-factor and high atom economy for the A3 and KA2 reactions as well as high turnover numbers through easy catalyst recycling.
European Journal of Medicinal Chemistry, 2014
ChemInform, Oct 2, 2014
ABSTRACT A facile protocol, using ethylene glycol as a recyclable promoting medium for the three ... more ABSTRACT A facile protocol, using ethylene glycol as a recyclable promoting medium for the three component reaction of indoles, aldehydes, and amines to form 3-aminoalkylated indoles, is developed.
Nature Communications
The nuclear receptor, Nurr1, is critical for both the development and maintenance of midbrain dop... more The nuclear receptor, Nurr1, is critical for both the development and maintenance of midbrain dopamine neurons, representing a promising molecular target for Parkinson’s disease (PD). We previously identified three Nurr1 agonists (amodiaquine, chloroquine and glafenine) that share an identical chemical scaffold, 4-amino-7-chloroquinoline (4A7C), suggesting a structure-activity relationship. Herein we report a systematic medicinal chemistry search in which over 570 4A7C-derivatives were generated and characterized. Multiple compounds enhance Nurr1’s transcriptional activity, leading to identification of an optimized, brain-penetrant agonist, 4A7C-301, that exhibits robust neuroprotective effects in vitro. In addition, 4A7C-301 protects midbrain dopamine neurons in the MPTP-induced male mouse model of PD and improves both motor and non-motor olfactory deficits without dyskinesia-like behaviors. Furthermore, 4A7C-301 significantly ameliorates neuropathological abnormalities and improve...
European journal of medicinal chemistry, Jan 5, 2017
A series of 4-aminoquinoline-piperonyl-pyrimidine hybrids were synthesized with the aim of identi... more A series of 4-aminoquinoline-piperonyl-pyrimidine hybrids were synthesized with the aim of identifying compounds with enhanced antimalarial activity. All the synthesized molecules were evaluated in vitro against cultured Plasmodium falciparum W2 and D6 strains and exhibited potent antiplasmodial activities with IC50 values in the range of 0.02-5.16 μM. Out of the 22 synthesised hybrids, 12 were found to be better (up to eight-fold more active) than chloroquine (CQ), particularly against the CQ-resistant W2 strain of P. falciparum with no significant cytotoxicity towards the mammalian cells. Mechanistic studies reveal that these compounds bind with heme and computational docking studies showed good docking interactions within the active site of Pf-DHFR.
European journal of medicinal chemistry, 2016
A novel series of 4-aminoquinoline-purine hybrids were synthesized and assessed for their antipla... more A novel series of 4-aminoquinoline-purine hybrids were synthesized and assessed for their antiplasmodial activity against CQ-sensitive and CQ-resistant strains of P. falciparum. It was envisaged that linking of the 4-aminoquinoline pharmacophore (targeting heme-detoxification pathway of malarial parasite) with the purine functionality (targeting plasmodial HG(X)PRT enzyme) will produce a hybrid antiplasmodial agent with increased potency. The synthesized hybrids displayed good antiplasmodial activities against both the sensitive and resistant strains of P. falciparum with up to six-fold better activity (compound 10i, IC50: 0.08 μM) compared to the reference drug CQ (IC50: 0.5 μM) against the resistant strain. The synthesized compounds were also checked for their cytotoxicity towards mammalian cells and with the exception of two compounds out of the twenty synthesized hybrids, all others were non-cytotoxic up to 11.86 μM concentration. Mechanistic heme-binding studies were performed ...
![Research paper thumbnail of Cu(II)–Hydromagnesite Catalyzed Synthesis of Tetrasubstituted Propargylamines and Pyrrolo[1,2-a]quinolines via KA2, A3 Couplings and Their Decarboxylative Versions](https://attachments.academia-assets.com/112377500/thumbnails/1.jpg)
](ACS Sustainable Chemistry & Engineering, 2016
Indian Journal of Chemistry Section B-organic Chemistry Including Medicinal Chemistry, Feb 16, 1996
![Research paper thumbnail of A stacked pyrazolo[3,4-<i>d</i>]pyrimidine-based flexible molecule: the effect on stacking of a bulky isopropyl group in comparison with a methyl/ethyl group](https://attachments.academia-assets.com/109906668/thumbnails/1.jpg)
](Acta Crystallographica Section C-crystal Structure Communications, Aug 16, 2003
![Research paper thumbnail of A Stacked Pyrazolo[3,4-<i>d</i>]pyrimidine-Based Flexible Molecule](https://attachments.academia-assets.com/109902298/thumbnails/1.jpg)
](Acta Crystallographica Section C-crystal Structure Communications, Feb 15, 1998
Frontiers in Microbiology, 2020
Indian Journal of Chemistry -Section B, Mar 1, 2021
Chitosan-Based Nanocomposite Materials
Department of Chemistry, University of Delhi, Delhi-110 007, India <em>E-mail</em>: d... more Department of Chemistry, University of Delhi, Delhi-110 007, India <em>E-mail</em>: dsrawat@chemistry.du.ac.in Fax: 91-11-27667501 <em>Manuscript received 10 June 2013, accepted 13 June 2013</em> The synthesis of a cytotoxic natural ester sintenin (7a) and twenty eight of its analogues including. nitrogen-containing heterocyclic indole moiety (7b-7t), saturated (10a-10d) and unsaturated (10e-10h) amides were earned out by convenient route via one-pot Wittig reaction in aqueous medium with improved yield. A systematic structure activtiy relationship of sintenin ester was designed by chemically modified derivatives in order to get better cytotoxictty.
ChemInform, May 19, 2010
ABSTRACT For Abstract see ChemInform Abstract in Full Text.
Tetrahedron Letters, 2016
CuO/Fe2O3 NPs were found to be robust, green and sustainable nanocatalysts for the synthesis of t... more CuO/Fe2O3 NPs were found to be robust, green and sustainable nanocatalysts for the synthesis of trisubstituted propargylamines by the reaction of propiolic acid, secondary amines and aldehydes via decarboxylative A3 coupling reaction under solvent free conditions. Further, we explored the wide applicability of the present methodology by replacing the more reactive aldehydes with less reactive ketones to afford the tetrasubstituted propargylamines via decarboxylative KA2 reaction. The present method showed several advantages such as usage of magnetically recoverable with six times recyclability of nanocatalyst, follows green chemistry principles including low E-factor and high atom economy for the A3 and KA2 reactions as well as high turnover numbers through easy catalyst recycling.
European Journal of Medicinal Chemistry, 2014
ChemInform, Oct 2, 2014
ABSTRACT A facile protocol, using ethylene glycol as a recyclable promoting medium for the three ... more ABSTRACT A facile protocol, using ethylene glycol as a recyclable promoting medium for the three component reaction of indoles, aldehydes, and amines to form 3-aminoalkylated indoles, is developed.
Nature Communications
The nuclear receptor, Nurr1, is critical for both the development and maintenance of midbrain dop... more The nuclear receptor, Nurr1, is critical for both the development and maintenance of midbrain dopamine neurons, representing a promising molecular target for Parkinson’s disease (PD). We previously identified three Nurr1 agonists (amodiaquine, chloroquine and glafenine) that share an identical chemical scaffold, 4-amino-7-chloroquinoline (4A7C), suggesting a structure-activity relationship. Herein we report a systematic medicinal chemistry search in which over 570 4A7C-derivatives were generated and characterized. Multiple compounds enhance Nurr1’s transcriptional activity, leading to identification of an optimized, brain-penetrant agonist, 4A7C-301, that exhibits robust neuroprotective effects in vitro. In addition, 4A7C-301 protects midbrain dopamine neurons in the MPTP-induced male mouse model of PD and improves both motor and non-motor olfactory deficits without dyskinesia-like behaviors. Furthermore, 4A7C-301 significantly ameliorates neuropathological abnormalities and improve...
European journal of medicinal chemistry, Jan 5, 2017
A series of 4-aminoquinoline-piperonyl-pyrimidine hybrids were synthesized with the aim of identi... more A series of 4-aminoquinoline-piperonyl-pyrimidine hybrids were synthesized with the aim of identifying compounds with enhanced antimalarial activity. All the synthesized molecules were evaluated in vitro against cultured Plasmodium falciparum W2 and D6 strains and exhibited potent antiplasmodial activities with IC50 values in the range of 0.02-5.16 μM. Out of the 22 synthesised hybrids, 12 were found to be better (up to eight-fold more active) than chloroquine (CQ), particularly against the CQ-resistant W2 strain of P. falciparum with no significant cytotoxicity towards the mammalian cells. Mechanistic studies reveal that these compounds bind with heme and computational docking studies showed good docking interactions within the active site of Pf-DHFR.
European journal of medicinal chemistry, 2016
A novel series of 4-aminoquinoline-purine hybrids were synthesized and assessed for their antipla... more A novel series of 4-aminoquinoline-purine hybrids were synthesized and assessed for their antiplasmodial activity against CQ-sensitive and CQ-resistant strains of P. falciparum. It was envisaged that linking of the 4-aminoquinoline pharmacophore (targeting heme-detoxification pathway of malarial parasite) with the purine functionality (targeting plasmodial HG(X)PRT enzyme) will produce a hybrid antiplasmodial agent with increased potency. The synthesized hybrids displayed good antiplasmodial activities against both the sensitive and resistant strains of P. falciparum with up to six-fold better activity (compound 10i, IC50: 0.08 μM) compared to the reference drug CQ (IC50: 0.5 μM) against the resistant strain. The synthesized compounds were also checked for their cytotoxicity towards mammalian cells and with the exception of two compounds out of the twenty synthesized hybrids, all others were non-cytotoxic up to 11.86 μM concentration. Mechanistic heme-binding studies were performed ...
ACS Sustainable Chemistry & Engineering, 2016
Indian Journal of Chemistry Section B-organic Chemistry Including Medicinal Chemistry, Feb 16, 1996
Acta Crystallographica Section C-crystal Structure Communications, Aug 16, 2003
Acta Crystallographica Section C-crystal Structure Communications, Feb 15, 1998
Frontiers in Microbiology, 2020
Indian Journal of Chemistry -Section B, Mar 1, 2021
Chitosan-Based Nanocomposite Materials
Department of Chemistry, University of Delhi, Delhi-110 007, India <em>E-mail</em>: d... more Department of Chemistry, University of Delhi, Delhi-110 007, India <em>E-mail</em>: dsrawat@chemistry.du.ac.in Fax: 91-11-27667501 <em>Manuscript received 10 June 2013, accepted 13 June 2013</em> The synthesis of a cytotoxic natural ester sintenin (7a) and twenty eight of its analogues including. nitrogen-containing heterocyclic indole moiety (7b-7t), saturated (10a-10d) and unsaturated (10e-10h) amides were earned out by convenient route via one-pot Wittig reaction in aqueous medium with improved yield. A systematic structure activtiy relationship of sintenin ester was designed by chemically modified derivatives in order to get better cytotoxictty.
ChemInform, May 19, 2010
ABSTRACT For Abstract see ChemInform Abstract in Full Text.