Atul Gupta - Academia.edu (original) (raw)
Papers by Atul Gupta
Http Dx Doi Org 10 1080 00397910701545056, Sep 1, 2007
ABSTRACT An efficient and simple synthesis of substituted 3‐phenyl‐7‐methoxybenzopyrans as pseudo... more ABSTRACT An efficient and simple synthesis of substituted 3‐phenyl‐7‐methoxybenzopyrans as pseudo‐vitamin‐D3 analogs in good yields under mild reaction conditions is described.
Bioorganic Medicinal Chemistry Letters, 2014
Twenty-one non-peptide substituted desloratadine class compounds were synthesized as novel argini... more Twenty-one non-peptide substituted desloratadine class compounds were synthesized as novel arginine vasopressin receptor antagonists from desloratadine via successive acylation, reduction and acylation reactions. Their structures were characterized by 1 H-NMR and HRMS, their biological activity was evaluated by in vitro and in vivo studies. The in vitro binding assay and cAMP accumulation assay indicated that these compounds are potent selective V2 receptor antagonists. Among them compounds 1n, 1t and 1v exhibited both high affinity and promising selectivity for V2 receptors. The in vivo diuretic assay demonstrated that 1t presented remarkable diuretic activity. In conclusion, 1t is a potent novel AVP V2 receptor antagonist candidate.
Lett Drug Des Discov, 2009
A series of substituted 3-phenyl-4-phenylvinyl benzopyranone derivatives (11a-e) was evaluated fo... more A series of substituted 3-phenyl-4-phenylvinyl benzopyranone derivatives (11a-e) was evaluated for their antiimplantation activity in mature female Sprague-Dawley rat model. Compounds were further evaluated for antiproliferative activity in human adenocarcenoma breast cancer cell line (MCF-7 cancer cell line). The tested compounds showed significant anti-proliferative activity with moderate anti-implantation activity. The inhibitory concentration (IC 50 ) values of most active compounds 11 (c-e) are 8.43 M, 7.97 M and 7.91 M respectively and comparable to that of tamoxifen (5.10 M), a well known antiestrogen used for treatment of breast cancer.
Journal of Materials Science Materials in Electronics, 2010
During present investigations microwave assisted Cu doped ZnO nanoparticles were synthesized. Dop... more During present investigations microwave assisted Cu doped ZnO nanoparticles were synthesized. Doped ZnO nanophosphors were characterized using X-ray diffraction analysis, transmission electron microscopy, steady state photoluminescence and time resolved laser induced photoluminescence spectroscopy. Optical parameters like Einstein's spontaneous and stimulated coefficients, Trap depths, Decay constants, Oscillator Strengths, Integrated cross-section and dipole moments of ZnO nanostructures have been calculated and reported here.
Journal of Photochemistry and Photobiology B Biology, Jul 2, 2010
The tetrapyrrole ethanolamide derivatives, hematoporphyrin propylether ethanolamide (HPPEEA, 1) a... more The tetrapyrrole ethanolamide derivatives, hematoporphyrin propylether ethanolamide (HPPEEA, 1) and pheophorbide a ethanolamide (PEA, 2) have previously shown some photodynamic activities in an in vitro photodynamic assay (D. Girard et al. Bioorg. Med. Chem. Lett. 18 (2008) 360-365). Extending this study to an in vivo one, HPPEEA and PEA were evaluated for their anticancer, toxicity, and pharmacokinetic activities in mouse animal models. The compounds showed moderate anticancer activity without apparent acute toxicity and without secondary tumour development. This indicates noteworthy antimetastasis activity. The pharmacokinetic study revealed the compound fast clearances from body tissues. This is an important therapeutic concern since these compounds are light sensitive. Thus, the combination of photodynamic and anti-metastasis activities with fast tissue clearance indicates that HPPEEA and PEA are good candidates for further photodynamic treatment evaluations.
Synthetic Communications, 2007
An unexpected cyclization of 1,1,2‐tris‐(4‐methoxyphenyl)‐pentan‐1,5‐diol (7) yielding highly sub... more An unexpected cyclization of 1,1,2‐tris‐(4‐methoxyphenyl)‐pentan‐1,5‐diol (7) yielding highly substituted (±) 2,2,3‐tris‐(4‐methoxyphenyl)tetrahydropyran (10) under mild reaction conditions is described. A reaction mechanism for the formation of this product is postulated.
Bioorganic Medicinal Chemistry Letters, 2008
Tetrapyrrole ethanolamide derivatives, 1 and 2, were prepared from hematoporphyrin IX (HPIX, 3) a... more Tetrapyrrole ethanolamide derivatives, 1 and 2, were prepared from hematoporphyrin IX (HPIX, 3) and methyl pheophorbide a (mPheo, 6). These were evaluated for their dual action as chemotherapeutics and photosensitizers in treatment of cancer. The novel compounds showed significant in vitro anticancer activity as measured in different cell lines using the MTT assay and photodynamic activity measured by erythrocytes' photohemolysis.
ChemInform
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Bioorganic & medicinal chemistry letters, 2010
A series of estradiol-chlorambucil hybrids was synthesized as anticancer drugs for site-directed ... more A series of estradiol-chlorambucil hybrids was synthesized as anticancer drugs for site-directed chemotherapy of breast cancer. The novel compounds were synthesized in good yields through efficient modifications of estrone at position 16alpha of the steroid nucleus. The newly synthesized compounds were evaluated for their anticancer efficacy in different hormone-dependent and hormone-independent breast cancer cell lines. The novel hybrids showed significant in vitro anticancer activity when compared to chlorambucil. Structure-activity relationship (SAR) reveals the influence of the length of the spacer chain between carrier and drug molecule.
ChemInform, 2009
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Letters in Drug Design & Discovery, 2009
A series of substituted 3-phenyl-4-phenylvinyl benzopyranone derivatives (11a-e) was evaluated fo... more A series of substituted 3-phenyl-4-phenylvinyl benzopyranone derivatives (11a-e) was evaluated for their antiimplantation activity in mature female Sprague-Dawley rat model. Compounds were further evaluated for antiproliferative activity in human adenocarcenoma breast cancer cell line (MCF-7 cancer cell line). The tested compounds showed significant anti-proliferative activity with moderate anti-implantation activity. The inhibitory concentration (IC 50 ) values of most active compounds 11 (c-e) are 8.43 M, 7.97 M and 7.91 M respectively and comparable to that of tamoxifen (5.10 M), a well known antiestrogen used for treatment of breast cancer.
Energy Procedia, 2011
In this paper we present recent advances of the Varian patterned ion implantation selective emitt... more In this paper we present recent advances of the Varian patterned ion implantation selective emitter solar cell process, Solion Blue. Varian's ion implantation system, known as Solion, is currently deployed in manufacturing. This novel doping approach enables 1) simplification of the process flow by eliminating the non-value add steps such as PSG etch and junction isolation common to diffusion-based processes, 2) improved junction quality compared to diffusion processes through precise dopant control, and 3) improved surface passivation using a thermal oxide/silicon nitride ARC. Improvements in emitter quality, through oxide passivation and elimination of the "dead" layer associated with diffusion based processes, has enabled production of >18.5% efficiency solar cells with simplified processing. The Solion Blue process enables patterned doping using in situ masking, rendering manufacturing of a precise selective emitter with an additional cell efficiency boost. Here we report on the first in a series of optimizations of the ion implanted selective emitter cell process, focusing on assessing the impact of the metallization contact width. These results suggest that, unlike diffusion based selective emitter processes, in which the focus is minimization of the contact width, due to attendant higher surface recombination, the ion implant selective emitter architecture is relatively invariant with contact width, thus enabling a wider contact window. Good surface passivation, precision doping and simplified processing make a compelling case for patterned ion implantation as the preferred doping approach for selective emitter cells and other high efficiency cell architectures, including those that require patterned boron.
RSC Advances, 2014
Syntheses of 2-methoxyestradiol (1) and eugenol template based conformationally flexible and rigi... more Syntheses of 2-methoxyestradiol (1) and eugenol template based conformationally flexible and rigid diarylpropenes, 14(a-l) and 20(a-e), as nonsteroidal anticancer agents have been performed. The synthesized compounds were evaluated for their anticancer activity in in vitro using a panel of human cancer cell lines viz. MCF-7, A549, DU 145, KB and MDA-MB-231by SRB assay. Compounds 14i, 14k and 15a showed significant anticancer activity at IC 50 between 10.27 mM to 27.91 mM in different cancer cell lines. The most active molecule, 14k, inhibited proliferation of cells by inducing apoptosis and arresting the cell cycle at the G2/M phase. In vitro toxicity of these compounds (14i, 14k and 15a) in healthy hepatic monocyte (THP-1) cells showed high selectivity of compounds towards cancerous vs. healthy cells. Scheme 1 Reagent and conditions (a) KOH in ethanol, 35-40 C; (b) 10% Pd/C, ethylacetate-methanol (1 : 1), 35-40 C; (c) sodium borohydride, dry ethanol, 35-40 C; (d) HCl, methanol, reflux. a In case of hydroxy derivatives of 10, R ¼ THP which was deprotected during workup and gave hydroxy derivative of 11. Scheme 2 Reagent and conditions (a) (i) KOH in ethanol, 35-40 C (ii) HCl; (b) 10% Pd/C, ethylacetate-methaol (1 : 1), 35-40 C; (c) sodium borohydride, dry ethanol, 35-40 C; (d) HCl, methanol, reflux. a In case of hydroxy derivatives of 10, R ¼ THP which was deprotected during workup and gave hydroxy derivative of 17. 35172 | RSC Adv., 2014, 4, 35171-35185 This journal is
Synthetic Communications, 2007
An unexpected cyclization of 1,1,2‐tris‐(4‐methoxyphenyl)‐pentan‐1,5‐diol (7) yielding highly sub... more An unexpected cyclization of 1,1,2‐tris‐(4‐methoxyphenyl)‐pentan‐1,5‐diol (7) yielding highly substituted (±) 2,2,3‐tris‐(4‐methoxyphenyl)tetrahydropyran (10) under mild reaction conditions is described. A reaction mechanism for the formation of this product is postulated.
Http Dx Doi Org 10 1080 00397910701545056, Sep 1, 2007
ABSTRACT An efficient and simple synthesis of substituted 3‐phenyl‐7‐methoxybenzopyrans as pseudo... more ABSTRACT An efficient and simple synthesis of substituted 3‐phenyl‐7‐methoxybenzopyrans as pseudo‐vitamin‐D3 analogs in good yields under mild reaction conditions is described.
Bioorganic Medicinal Chemistry Letters, 2014
Twenty-one non-peptide substituted desloratadine class compounds were synthesized as novel argini... more Twenty-one non-peptide substituted desloratadine class compounds were synthesized as novel arginine vasopressin receptor antagonists from desloratadine via successive acylation, reduction and acylation reactions. Their structures were characterized by 1 H-NMR and HRMS, their biological activity was evaluated by in vitro and in vivo studies. The in vitro binding assay and cAMP accumulation assay indicated that these compounds are potent selective V2 receptor antagonists. Among them compounds 1n, 1t and 1v exhibited both high affinity and promising selectivity for V2 receptors. The in vivo diuretic assay demonstrated that 1t presented remarkable diuretic activity. In conclusion, 1t is a potent novel AVP V2 receptor antagonist candidate.
Lett Drug Des Discov, 2009
A series of substituted 3-phenyl-4-phenylvinyl benzopyranone derivatives (11a-e) was evaluated fo... more A series of substituted 3-phenyl-4-phenylvinyl benzopyranone derivatives (11a-e) was evaluated for their antiimplantation activity in mature female Sprague-Dawley rat model. Compounds were further evaluated for antiproliferative activity in human adenocarcenoma breast cancer cell line (MCF-7 cancer cell line). The tested compounds showed significant anti-proliferative activity with moderate anti-implantation activity. The inhibitory concentration (IC 50 ) values of most active compounds 11 (c-e) are 8.43 M, 7.97 M and 7.91 M respectively and comparable to that of tamoxifen (5.10 M), a well known antiestrogen used for treatment of breast cancer.
Journal of Materials Science Materials in Electronics, 2010
During present investigations microwave assisted Cu doped ZnO nanoparticles were synthesized. Dop... more During present investigations microwave assisted Cu doped ZnO nanoparticles were synthesized. Doped ZnO nanophosphors were characterized using X-ray diffraction analysis, transmission electron microscopy, steady state photoluminescence and time resolved laser induced photoluminescence spectroscopy. Optical parameters like Einstein's spontaneous and stimulated coefficients, Trap depths, Decay constants, Oscillator Strengths, Integrated cross-section and dipole moments of ZnO nanostructures have been calculated and reported here.
Journal of Photochemistry and Photobiology B Biology, Jul 2, 2010
The tetrapyrrole ethanolamide derivatives, hematoporphyrin propylether ethanolamide (HPPEEA, 1) a... more The tetrapyrrole ethanolamide derivatives, hematoporphyrin propylether ethanolamide (HPPEEA, 1) and pheophorbide a ethanolamide (PEA, 2) have previously shown some photodynamic activities in an in vitro photodynamic assay (D. Girard et al. Bioorg. Med. Chem. Lett. 18 (2008) 360-365). Extending this study to an in vivo one, HPPEEA and PEA were evaluated for their anticancer, toxicity, and pharmacokinetic activities in mouse animal models. The compounds showed moderate anticancer activity without apparent acute toxicity and without secondary tumour development. This indicates noteworthy antimetastasis activity. The pharmacokinetic study revealed the compound fast clearances from body tissues. This is an important therapeutic concern since these compounds are light sensitive. Thus, the combination of photodynamic and anti-metastasis activities with fast tissue clearance indicates that HPPEEA and PEA are good candidates for further photodynamic treatment evaluations.
Synthetic Communications, 2007
An unexpected cyclization of 1,1,2‐tris‐(4‐methoxyphenyl)‐pentan‐1,5‐diol (7) yielding highly sub... more An unexpected cyclization of 1,1,2‐tris‐(4‐methoxyphenyl)‐pentan‐1,5‐diol (7) yielding highly substituted (±) 2,2,3‐tris‐(4‐methoxyphenyl)tetrahydropyran (10) under mild reaction conditions is described. A reaction mechanism for the formation of this product is postulated.
Bioorganic Medicinal Chemistry Letters, 2008
Tetrapyrrole ethanolamide derivatives, 1 and 2, were prepared from hematoporphyrin IX (HPIX, 3) a... more Tetrapyrrole ethanolamide derivatives, 1 and 2, were prepared from hematoporphyrin IX (HPIX, 3) and methyl pheophorbide a (mPheo, 6). These were evaluated for their dual action as chemotherapeutics and photosensitizers in treatment of cancer. The novel compounds showed significant in vitro anticancer activity as measured in different cell lines using the MTT assay and photodynamic activity measured by erythrocytes' photohemolysis.
ChemInform
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Bioorganic & medicinal chemistry letters, 2010
A series of estradiol-chlorambucil hybrids was synthesized as anticancer drugs for site-directed ... more A series of estradiol-chlorambucil hybrids was synthesized as anticancer drugs for site-directed chemotherapy of breast cancer. The novel compounds were synthesized in good yields through efficient modifications of estrone at position 16alpha of the steroid nucleus. The newly synthesized compounds were evaluated for their anticancer efficacy in different hormone-dependent and hormone-independent breast cancer cell lines. The novel hybrids showed significant in vitro anticancer activity when compared to chlorambucil. Structure-activity relationship (SAR) reveals the influence of the length of the spacer chain between carrier and drug molecule.
ChemInform, 2009
ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Letters in Drug Design & Discovery, 2009
A series of substituted 3-phenyl-4-phenylvinyl benzopyranone derivatives (11a-e) was evaluated fo... more A series of substituted 3-phenyl-4-phenylvinyl benzopyranone derivatives (11a-e) was evaluated for their antiimplantation activity in mature female Sprague-Dawley rat model. Compounds were further evaluated for antiproliferative activity in human adenocarcenoma breast cancer cell line (MCF-7 cancer cell line). The tested compounds showed significant anti-proliferative activity with moderate anti-implantation activity. The inhibitory concentration (IC 50 ) values of most active compounds 11 (c-e) are 8.43 M, 7.97 M and 7.91 M respectively and comparable to that of tamoxifen (5.10 M), a well known antiestrogen used for treatment of breast cancer.
Energy Procedia, 2011
In this paper we present recent advances of the Varian patterned ion implantation selective emitt... more In this paper we present recent advances of the Varian patterned ion implantation selective emitter solar cell process, Solion Blue. Varian's ion implantation system, known as Solion, is currently deployed in manufacturing. This novel doping approach enables 1) simplification of the process flow by eliminating the non-value add steps such as PSG etch and junction isolation common to diffusion-based processes, 2) improved junction quality compared to diffusion processes through precise dopant control, and 3) improved surface passivation using a thermal oxide/silicon nitride ARC. Improvements in emitter quality, through oxide passivation and elimination of the "dead" layer associated with diffusion based processes, has enabled production of >18.5% efficiency solar cells with simplified processing. The Solion Blue process enables patterned doping using in situ masking, rendering manufacturing of a precise selective emitter with an additional cell efficiency boost. Here we report on the first in a series of optimizations of the ion implanted selective emitter cell process, focusing on assessing the impact of the metallization contact width. These results suggest that, unlike diffusion based selective emitter processes, in which the focus is minimization of the contact width, due to attendant higher surface recombination, the ion implant selective emitter architecture is relatively invariant with contact width, thus enabling a wider contact window. Good surface passivation, precision doping and simplified processing make a compelling case for patterned ion implantation as the preferred doping approach for selective emitter cells and other high efficiency cell architectures, including those that require patterned boron.
RSC Advances, 2014
Syntheses of 2-methoxyestradiol (1) and eugenol template based conformationally flexible and rigi... more Syntheses of 2-methoxyestradiol (1) and eugenol template based conformationally flexible and rigid diarylpropenes, 14(a-l) and 20(a-e), as nonsteroidal anticancer agents have been performed. The synthesized compounds were evaluated for their anticancer activity in in vitro using a panel of human cancer cell lines viz. MCF-7, A549, DU 145, KB and MDA-MB-231by SRB assay. Compounds 14i, 14k and 15a showed significant anticancer activity at IC 50 between 10.27 mM to 27.91 mM in different cancer cell lines. The most active molecule, 14k, inhibited proliferation of cells by inducing apoptosis and arresting the cell cycle at the G2/M phase. In vitro toxicity of these compounds (14i, 14k and 15a) in healthy hepatic monocyte (THP-1) cells showed high selectivity of compounds towards cancerous vs. healthy cells. Scheme 1 Reagent and conditions (a) KOH in ethanol, 35-40 C; (b) 10% Pd/C, ethylacetate-methanol (1 : 1), 35-40 C; (c) sodium borohydride, dry ethanol, 35-40 C; (d) HCl, methanol, reflux. a In case of hydroxy derivatives of 10, R ¼ THP which was deprotected during workup and gave hydroxy derivative of 11. Scheme 2 Reagent and conditions (a) (i) KOH in ethanol, 35-40 C (ii) HCl; (b) 10% Pd/C, ethylacetate-methaol (1 : 1), 35-40 C; (c) sodium borohydride, dry ethanol, 35-40 C; (d) HCl, methanol, reflux. a In case of hydroxy derivatives of 10, R ¼ THP which was deprotected during workup and gave hydroxy derivative of 17. 35172 | RSC Adv., 2014, 4, 35171-35185 This journal is
Synthetic Communications, 2007
An unexpected cyclization of 1,1,2‐tris‐(4‐methoxyphenyl)‐pentan‐1,5‐diol (7) yielding highly sub... more An unexpected cyclization of 1,1,2‐tris‐(4‐methoxyphenyl)‐pentan‐1,5‐diol (7) yielding highly substituted (±) 2,2,3‐tris‐(4‐methoxyphenyl)tetrahydropyran (10) under mild reaction conditions is described. A reaction mechanism for the formation of this product is postulated.