Rajitha Bollu - Academia.edu (original) (raw)
Papers by Rajitha Bollu
![Research paper thumbnail of Rational design, synthesis and anti-proliferative evaluation of novel 1,4-benzoxazine-[1,2,3]triazole hybrids](https://attachments.academia-assets.com/113043357/thumbnails/1.jpg)
](European journal of medicinal chemistry, 2015
Rational design, synthesis and anti-proliferative evaluation of novel 1,4-benzoxazine-[1,2,3]tria... more Rational design, synthesis and anti-proliferative evaluation of novel 1,4-benzoxazine-[1,2,3]triazole hybrids
![Research paper thumbnail of Potential antimicrobial agents from triazole-functionalized 2 H -benzo[ b ][1,4]oxazin-3(4 H )-ones](https://attachments.academia-assets.com/109063786/thumbnails/1.jpg)
](Bioorganic & Medicinal Chemistry Letters, Dec 1, 2017
Chemical Biology & Drug Design, May 18, 2018
In the quest for new active molecules against Mycobacterium tuberculosis, a series of dihydroquin... more In the quest for new active molecules against Mycobacterium tuberculosis, a series of dihydroquinoline derivatives possessing triazolo substituents were efficiently synthesized using click chemistry. The structure of 6l was evidenced by X-ray crystallographic study. The newly synthesized compounds were evaluated for their in vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv (ATCC27294). The compounds 6a, 6g and 6j (MIC: 3.13 µg/mL) showed promising activity when compared to the first line drug such as ethambutol. In addition, the structure and anti-tubercular activity relationship were further supported by in silico molecular-docking studies of the active compounds against 3IVX.PDB (Crystal structure of pantothenate synthetase in complex with 2-(2-(benzofuran-2ylsulfonylcarbamoyl)-5-methoxy-1H-indol-1-yl)acetic acid). 3.7.4 ethyl 4-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)-1-methyl-2-oxo-1,2dihydroquinoline-3-carboxylate (6d):
European Journal of Medicinal Chemistry, 2012
CB2 receptor ligands are becoming increasingly attractive drugs due to the potential role of this... more CB2 receptor ligands are becoming increasingly attractive drugs due to the potential role of this receptor in several physiopathological processes. Using our previously described series of 1,8-naphthyridin-2(1H)on-3-carboxamides as a lead class, several nitrogen heterocyclic derivatives, characterized by different central cores, were synthesized and tested for their affinity toward the human CB1 and CB2 cannabinoid receptors. The obtained results suggest that the new series of quinolin-2(1H)-on-3carboxamides, 4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamides and 1,2-dihydro-2oxopyridine-3-carboxamides represent novel scaffolds very suitable for the development of promising CB2 ligands. Furthermore, the newly synthesized CB2 ligands inhibit proliferation of several cancer cell lines. In particular, it was demonstrated that in DU-145 cell line these ligands exert a CB2-mediated antiproliferative action and decrease the CB2 receptor expression levels.
An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
Chemical Biology & Drug Design, 2018
In the quest for new active molecules against Mycobacterium tuberculosis, a series of dihydroquin... more In the quest for new active molecules against Mycobacterium tuberculosis, a series of dihydroquinoline derivatives possessing triazolo substituents were efficiently synthesized using click chemistry. The structure of 6l was evidenced by X-ray crystallographic study. The newly synthesized compounds were evaluated for their in vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv (ATCC27294). The compounds 6a, 6g and 6j (MIC: 3.13 µg/mL) showed promising activity when compared to the first line drug such as ethambutol. In addition, the structure and anti-tubercular activity relationship were further supported by in silico molecular-docking studies of the active compounds against 3IVX.PDB (Crystal structure of pantothenate synthetase in complex with 2-(2-(benzofuran-2ylsulfonylcarbamoyl)-5-methoxy-1H-indol-1-yl)acetic acid). 3.7.4 ethyl 4-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)-1-methyl-2-oxo-1,2dihydroquinoline-3-carboxylate (6d):
Tetrahedron Letters, 2018
A new concise and facile method was explored to synthesize a collection of new benzosuberone base... more A new concise and facile method was explored to synthesize a collection of new benzosuberone based thiadiazolo[3,2-a]pyrimidine-6-carboxylates using polyethylene glycol (PEG), which could be regarded as the derivatives of the hybrid scaffolds of bioactive natural benzosuberone and heterocyclic thiadiazolo[3,2-a]pyrimidine. The structures of the synthesized compounds were characterized by 1 H, 13 C NMR, MS and IR; and their anti-proliferative activity was evaluated against four human cancer cell lines; A549, SKNSH, HeLa and MCF-7. Among the tested compounds, compound 8k showed the most prominent activity against all the cell lines and these results may lay the foundation for further design of novel anti-proliferative agents.
Journal of Molecular Structure, 2018
A series of novel benzosuberone derivatives, including compounds bearing hexahydrospiro[indoline-... more A series of novel benzosuberone derivatives, including compounds bearing hexahydrospiro[indoline-pyrrolizin]-one group, have been synthesized and screened for their in vitro anti-proliferative activity against Doxorubicin as standard drug. Design strategy for Benzosuberone functionalized hexahydrospiro[indoline-pyrrolizin]-one hybrids Leave this area blank for abstract info.
European journal of medicinal chemistry, Jan 5, 2017
A new series of 4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamide hybrids 8a-l have bee... more A new series of 4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamide hybrids 8a-l have been designed and synthesized using peptide coupling agents with substituted N-phenyl piperazines and piperidines with good to excellent yields. The synthesized compounds were evaluated for their in vitro anti-proliferative activity against PANC 1, HeLa and MDA-MB-231. The compounds 8d, 8e, 8f, 8g, 8h and 8k exhibited considerable anti-proliferative activity with GI50 values ranging from 0.15 to 1.4 μM. The structure and anti-proliferative activity relationship was further supported by in silico molecular docking study of the active compounds against tubulin protein.
Bioorganic & medicinal chemistry letters, Jan 15, 2017
A novel synthetic protocol has been developed for the synthesis of 1,4-benzoxazinone-acetylphenyl... more A novel synthetic protocol has been developed for the synthesis of 1,4-benzoxazinone-acetylphenylallyl quinazolin-4(3H)-one hybrids 7a-n by employing Pd-catalyzed CH arylation in presence of 5-10% phosphine ligand in good to excellent yields and evaluated for their anti-proliferative activity against three cancer cell lines such as A549 (lung), HeLa (cervical), MDA-MB-231 (breast). Compounds 7d, 7f, 7l and 7n exhibited promising anti-proliferative activity with GI50 values ranging from 0.37 to 2.73 µM respectively against A549, HeLa, and MDA-MB-231, while compound 7f showed significant activity against MDA-MB-231 with GI50 value 0.58 µM, 7j showed significant activity against A549 with GI50 value 0.32 µM and 7l showed significant activity against HeLa with GI50 value 0.37 µM. This is the first report on the synthesis and in vitro anti-proliferative evaluation of 1,4-benzoxazinone-acetylphenylallyl quinazolin-4(3H)-one hybrids.
![Research paper thumbnail of Potential antimicrobial agents from triazole-functionalized 2H-benzo[b][1,4]oxazin-3(4H)-ones](https://attachments.academia-assets.com/90200019/thumbnails/1.jpg)
](Bioorganic & medicinal chemistry letters, Dec 28, 2017
A series of substituted triazole functionalized 2H-benzo[b][1,4]oxazin-3(4H)-ones were synthesize... more A series of substituted triazole functionalized 2H-benzo[b][1,4]oxazin-3(4H)-ones were synthesized by employing click chemistry and further characterized based on (1)H NMR, (13)C NMR, IR and mass spectral studies. All the synthesized derivatives were screened for their in vitro antimicrobial activities. Further, molecular docking studies were accomplished to explore the binding interactions between 1,2,3-triazol-4-yl-2H-benzo[b][1,4]oxazin-3(4H)-one and the active site of Staphylococcus aureus (CrtM) dehydrosqualene synthase (PDB ID: 2ZCS). These docking studies revealed that the synthesized derivatives showed high binding energies and strong H-bond interactions with the dehydrosqualene synthase validating the observed antimicrobial activity data. Based on antimicrobial activity and docking studies, the compounds 9c, 9d and 9e were identified as promising antimicrobial leads.
Bioorganic & medicinal chemistry letters, Apr 15, 2018
A series of piperazinyl-1,2-dihydroquinoline carboxylates were synthesized by the reaction of eth... more A series of piperazinyl-1,2-dihydroquinoline carboxylates were synthesized by the reaction of ethyl 4-chloro-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylates with various piperazines and their structures were confirmed byH NMR,C NMR, IR and mass spectral analysis. All the synthesized compounds were screened for their in vitro antimicrobial activities. Further, the in silico molecular docking studies of the active compounds was performed to explore the binding interactions between piperazinyl-1,2-dihydroquinoline carboxylate derivatives and the active site of the Staphylococcus aureus (CrtM) dehydrosqualene synthase (PDB ID: 2ZCQ). The docking studies revealed that the synthesized derivatives showed high binding energies and strong H-bond interactions with the dehydrosqualene synthase validating the observed antimicrobial activity data. Based on antimicrobial activity and docking studies, the compounds 9b and 10c were identified as promising antimicrobial lead molecules. This study...
European journal of medicinal chemistry, 2015
Rational design, synthesis and anti-proliferative evaluation of novel 1,4-benzoxazine-[1,2,3]tria... more Rational design, synthesis and anti-proliferative evaluation of novel 1,4-benzoxazine-[1,2,3]triazole hybrids
Bioorganic & Medicinal Chemistry Letters, Dec 1, 2017
Chemical Biology & Drug Design, May 18, 2018
In the quest for new active molecules against Mycobacterium tuberculosis, a series of dihydroquin... more In the quest for new active molecules against Mycobacterium tuberculosis, a series of dihydroquinoline derivatives possessing triazolo substituents were efficiently synthesized using click chemistry. The structure of 6l was evidenced by X-ray crystallographic study. The newly synthesized compounds were evaluated for their in vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv (ATCC27294). The compounds 6a, 6g and 6j (MIC: 3.13 µg/mL) showed promising activity when compared to the first line drug such as ethambutol. In addition, the structure and anti-tubercular activity relationship were further supported by in silico molecular-docking studies of the active compounds against 3IVX.PDB (Crystal structure of pantothenate synthetase in complex with 2-(2-(benzofuran-2ylsulfonylcarbamoyl)-5-methoxy-1H-indol-1-yl)acetic acid). 3.7.4 ethyl 4-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)-1-methyl-2-oxo-1,2dihydroquinoline-3-carboxylate (6d):
European Journal of Medicinal Chemistry, 2012
CB2 receptor ligands are becoming increasingly attractive drugs due to the potential role of this... more CB2 receptor ligands are becoming increasingly attractive drugs due to the potential role of this receptor in several physiopathological processes. Using our previously described series of 1,8-naphthyridin-2(1H)on-3-carboxamides as a lead class, several nitrogen heterocyclic derivatives, characterized by different central cores, were synthesized and tested for their affinity toward the human CB1 and CB2 cannabinoid receptors. The obtained results suggest that the new series of quinolin-2(1H)-on-3carboxamides, 4-hydroxy-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamides and 1,2-dihydro-2oxopyridine-3-carboxamides represent novel scaffolds very suitable for the development of promising CB2 ligands. Furthermore, the newly synthesized CB2 ligands inhibit proliferation of several cancer cell lines. In particular, it was demonstrated that in DU-145 cell line these ligands exert a CB2-mediated antiproliferative action and decrease the CB2 receptor expression levels.
An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
An entry from the Cambridge Structural Database, the world's repository for small molecule cr... more An entry from the Cambridge Structural Database, the world's repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available from the CCDC and typically includes 3D coordinates, cell parameters, space group, experimental conditions and quality measures.
Chemical Biology & Drug Design, 2018
In the quest for new active molecules against Mycobacterium tuberculosis, a series of dihydroquin... more In the quest for new active molecules against Mycobacterium tuberculosis, a series of dihydroquinoline derivatives possessing triazolo substituents were efficiently synthesized using click chemistry. The structure of 6l was evidenced by X-ray crystallographic study. The newly synthesized compounds were evaluated for their in vitro anti-tubercular activity against Mycobacterium tuberculosis H37Rv (ATCC27294). The compounds 6a, 6g and 6j (MIC: 3.13 µg/mL) showed promising activity when compared to the first line drug such as ethambutol. In addition, the structure and anti-tubercular activity relationship were further supported by in silico molecular-docking studies of the active compounds against 3IVX.PDB (Crystal structure of pantothenate synthetase in complex with 2-(2-(benzofuran-2ylsulfonylcarbamoyl)-5-methoxy-1H-indol-1-yl)acetic acid). 3.7.4 ethyl 4-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)-1-methyl-2-oxo-1,2dihydroquinoline-3-carboxylate (6d):
Tetrahedron Letters, 2018
A new concise and facile method was explored to synthesize a collection of new benzosuberone base... more A new concise and facile method was explored to synthesize a collection of new benzosuberone based thiadiazolo[3,2-a]pyrimidine-6-carboxylates using polyethylene glycol (PEG), which could be regarded as the derivatives of the hybrid scaffolds of bioactive natural benzosuberone and heterocyclic thiadiazolo[3,2-a]pyrimidine. The structures of the synthesized compounds were characterized by 1 H, 13 C NMR, MS and IR; and their anti-proliferative activity was evaluated against four human cancer cell lines; A549, SKNSH, HeLa and MCF-7. Among the tested compounds, compound 8k showed the most prominent activity against all the cell lines and these results may lay the foundation for further design of novel anti-proliferative agents.
Journal of Molecular Structure, 2018
A series of novel benzosuberone derivatives, including compounds bearing hexahydrospiro[indoline-... more A series of novel benzosuberone derivatives, including compounds bearing hexahydrospiro[indoline-pyrrolizin]-one group, have been synthesized and screened for their in vitro anti-proliferative activity against Doxorubicin as standard drug. Design strategy for Benzosuberone functionalized hexahydrospiro[indoline-pyrrolizin]-one hybrids Leave this area blank for abstract info.
European journal of medicinal chemistry, Jan 5, 2017
A new series of 4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamide hybrids 8a-l have bee... more A new series of 4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamide hybrids 8a-l have been designed and synthesized using peptide coupling agents with substituted N-phenyl piperazines and piperidines with good to excellent yields. The synthesized compounds were evaluated for their in vitro anti-proliferative activity against PANC 1, HeLa and MDA-MB-231. The compounds 8d, 8e, 8f, 8g, 8h and 8k exhibited considerable anti-proliferative activity with GI50 values ranging from 0.15 to 1.4 μM. The structure and anti-proliferative activity relationship was further supported by in silico molecular docking study of the active compounds against tubulin protein.
Bioorganic & medicinal chemistry letters, Jan 15, 2017
A novel synthetic protocol has been developed for the synthesis of 1,4-benzoxazinone-acetylphenyl... more A novel synthetic protocol has been developed for the synthesis of 1,4-benzoxazinone-acetylphenylallyl quinazolin-4(3H)-one hybrids 7a-n by employing Pd-catalyzed CH arylation in presence of 5-10% phosphine ligand in good to excellent yields and evaluated for their anti-proliferative activity against three cancer cell lines such as A549 (lung), HeLa (cervical), MDA-MB-231 (breast). Compounds 7d, 7f, 7l and 7n exhibited promising anti-proliferative activity with GI50 values ranging from 0.37 to 2.73 µM respectively against A549, HeLa, and MDA-MB-231, while compound 7f showed significant activity against MDA-MB-231 with GI50 value 0.58 µM, 7j showed significant activity against A549 with GI50 value 0.32 µM and 7l showed significant activity against HeLa with GI50 value 0.37 µM. This is the first report on the synthesis and in vitro anti-proliferative evaluation of 1,4-benzoxazinone-acetylphenylallyl quinazolin-4(3H)-one hybrids.
Bioorganic & medicinal chemistry letters, Dec 28, 2017
A series of substituted triazole functionalized 2H-benzo[b][1,4]oxazin-3(4H)-ones were synthesize... more A series of substituted triazole functionalized 2H-benzo[b][1,4]oxazin-3(4H)-ones were synthesized by employing click chemistry and further characterized based on (1)H NMR, (13)C NMR, IR and mass spectral studies. All the synthesized derivatives were screened for their in vitro antimicrobial activities. Further, molecular docking studies were accomplished to explore the binding interactions between 1,2,3-triazol-4-yl-2H-benzo[b][1,4]oxazin-3(4H)-one and the active site of Staphylococcus aureus (CrtM) dehydrosqualene synthase (PDB ID: 2ZCS). These docking studies revealed that the synthesized derivatives showed high binding energies and strong H-bond interactions with the dehydrosqualene synthase validating the observed antimicrobial activity data. Based on antimicrobial activity and docking studies, the compounds 9c, 9d and 9e were identified as promising antimicrobial leads.
Bioorganic & medicinal chemistry letters, Apr 15, 2018
A series of piperazinyl-1,2-dihydroquinoline carboxylates were synthesized by the reaction of eth... more A series of piperazinyl-1,2-dihydroquinoline carboxylates were synthesized by the reaction of ethyl 4-chloro-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylates with various piperazines and their structures were confirmed byH NMR,C NMR, IR and mass spectral analysis. All the synthesized compounds were screened for their in vitro antimicrobial activities. Further, the in silico molecular docking studies of the active compounds was performed to explore the binding interactions between piperazinyl-1,2-dihydroquinoline carboxylate derivatives and the active site of the Staphylococcus aureus (CrtM) dehydrosqualene synthase (PDB ID: 2ZCQ). The docking studies revealed that the synthesized derivatives showed high binding energies and strong H-bond interactions with the dehydrosqualene synthase validating the observed antimicrobial activity data. Based on antimicrobial activity and docking studies, the compounds 9b and 10c were identified as promising antimicrobial lead molecules. This study...