How to cite this paper
Velu, B., Thirunarayanan, G & Kulanthaivel, S. (2024). Design and synthesis of potential pyrrole-coupled carboxamide derivatives as an anti-superbug MRSA agent.Current Chemistry Letters, 13(1), 101-116.
Refrences
1. Alanis A. J. (2005) Resistance to antibiotics: are we in the post-antibiotic era? Arch. Med. Res., 36(6) 697-705.
2. Nobili S., Lippi D., Witort E., Donnini M., Bausi L., Mini, E., and Capaccioli S. (2009) Natural compounds for cancer treatment and prevention. Pharmacol. Res., 59(6) 365-378.
3. Harrus S., and Baneth G. (2005) Drivers for the emergence and re-emergence of vector-borne protozoal and bacterial diseases. Int. J. Parasitol., 35(11-12) 1309-1318.
4. Chandrasekaran B., Abed S. N., Al-Attraqchi O., Kuche K., and Tekade R. K. (2018) Computer-aided prediction of pharmacokinetic (ADMET) properties. In Dosage form design parameters. 731-755.
5. Gershell L. J., and Atkins J. H. (2003) A brief history of novel drug discovery technologies. Nat. Rev. Drug Discov., 2(4) 321-327.
6. Chandrasekaran N., Selvakumar K., Premkumar V., Muthusamy S., Senthil Kumar S. M., and Thangamuthu R. (2018) Dual heteroatom-doped carbon monoliths derived from catalyst-free preparation of porous polyisocyanurate for oxygen reduction reaction. ACS Sustain. Chem. Eng., 6(7) 9094-9103.
7. Cho S. H., Kim J. Y., Kwak J., and Chang S. (2011) Recent advances in the transition metal-catalyzed twofold oxidative C–H bond activation strategy for C–C and C–N bond formation. Chem. Soc. Rev., 40(10) 5068-5083.
8. Nazeri M. T., and Shaabani A. (2021) Synthesis of polysubstituted pyrroles via isocyanide-based multicomponent reactions as an efficient synthesis tool. New J. Chem., 45(47) 21967-22011.
9. Senge M. O., MacGowan S. A., and O'Brien J. M. (2015) Conformational control of cofactors in nature–the influence of protein-induced macrocycle distortion on the biological function of tetrapyrroles. Chem comm., 51(96) 17031-17063.
10. Prasad H. N., Ananda A. P., Lohith T. N., Prabhuprasad P., Jayanth H. S., Krishnamurthy N. B., and Mallu P. (2022) Design, synthesis, molecular docking and DFT computational insight on the structure of Piperazine sulfynol derivatives as a new antibacterial contender against superbugs MRSA. J. Mol Struct., 1247 131333.
11. Hwu J. R., Roy A., Panja A., Huang W. C., Hu Y. C., Tan K. T., and Tsay S. C. (2020) Domino Reaction for the Synthesis of Polysubstituted Pyrroles and Lamellarin R. J. Org. Chem., 85(15) 9835-9843.
12. Singh N., Singh S., Kohli S., Singh A., Asiki H., Rathee G., and Anderson E. A. (2021) Recent progress in the total synthesis of pyrrole-containing natural products. Org. Chem. Front., 8(19) 5550-5573.
13. Ahmad S., Alam O., Naim M. J., Shaquiquzzaman M., Alam M. M., and Iqbal M. (2018) Pyrrole: An insight into recent pharmacological advances with structure activity relationship. Eur. J. Med. Chem., 157 527-561.
14.Khandelwal S., Tailor Y. K., Rushell E., and Kumar M. (2020) Use of sustainable organic transformations in the construction of heterocyclic scaffolds. In Green App in Med Chem for Sust Drug Des .245-352.
15. Slobodníková L., Fialová S., Rendeková K., Kováč J., and Mučaji P. (2016) Antibiofilm activity of plant polyphenols. Molecules., 21(12) 1717.
16. Prasad H., Ananda A., Mukarambi A., Gaonkar N., Sumathi S., Spoorthy H., and Mallu P. (2023) Design, synthesis, and anti-bacterial activities of piperazine based phthalimide derivatives against superbug-Methicillin-Resistant Staphylococcus aureus. Curr. Chem., 12(1) 65-78.
17. Oblak M., Kotnik M., &Solmajer T. (2007) Discovery and development of ATPase inhibitors of DNA gyrase as antibacterial agents. Curr. Med. Chem., 14(19) 2033-2047.
18. Oh J. H., Lee T. J., Park J. W., and Kwon T. K. (2008) Withaferin A inhibits iNOS expression and nitric oxide production by Akt inactivation and down-regulating LPS-induced activity of NF-κB in RAW 264.7 cells. Eur. J. Pharmacol., 599(1-3) 11-17.
19. Huang Y., Dong G., Li H., Liu N., Zhang W., and Sheng C. (2018) Discovery of janus kinase 2 (JAK2) and histone deacetylase (HDAC) dual inhibitors as a novel strategy for the combinational treatment of leukemia and invasive fungal infections. J. Med. Chem., 61(14) 6056-6074.
20. Huizing M. T., Misser V. S., Pieters R. C., ten BokkelHuinink W. W., Veenhof C. H. N., Vermorken J. B., and Beijnen J. H. (1995) Taxanes: a new class of antitumor agents. Cancer Invest., 13(4) 1-404.
21.Gill R. K., Rawal R. K., and Bariwal J. (2015) Recent advances in the chemistry and biology of benzothiazoles. Arch. Pharm., 348(3) 155-178.
22. Seelig A., Gottschlich R., and Devant R. M. (1994) A method to determine the ability of drugs to diffuse through the blood-brain barrier. Proc. Natl. Acad. Sci., 91(1) 68-72.
23.Tatar E., Şenkardeş S., Sellitepe H. E., Küçükgüzel Ş. G., Karaoğlu Ş. A., Bozdeveci A., and Küçükgüzel İ. (2016) Synthesis, and prediction of molecular properties and antimicrobial activity of some acylhydrazones derived from $ N $-(arylsulfonyl) methionine. Turk. J. Chem., 40(3) 510-534.
24.Hossen M. A., Reza A. A., Ahmed A. A., Islam M. K., Jahan I., Hossain R., and Rahman M. A. (2021) Pretreatment of Blumealacera leaves ameliorate acute ulcer and oxidative stress in ethanol-induced Long-Evan rat: A combined experimental and chemico-biological interaction. Biomed. Pharmacother., 135 111211.
25. Kandhare A. D., Bodhankar S. L., Singh V., Mohan V., and Thakurdesai P. A. (2013) Anti-asthmatic effects of type-A procyanidine polyphenols from cinnamon bark in ovalbumin-induced airway hyperresponsiveness in laboratory animals. Biomed. Aging Pathol., 3(1) 23-30.
26.Roman M., Roman D. L., Ostafe V., Ciorsac A., and Isvoran A. (2018) Computational assessment of pharmacokinetics and biological effects of some anabolic and androgen steroids. Pharm. Res., 35 1-25.
27. Prasad H. S. N., Gaonkar N. P., Ananda A. P., Mukarambi A., Kumar G. C., Lohith T. N., and Beeregowda N. (2022) Antibacterial Property of Schiff-based Piperazine against MRSA: Design, Synthesis, Molecular Docking, and DFT Computational Studies. Lett. Appl. NanoBioScience., 2 54.
28.Kamdem D. P., Shen Z., Nabinejad O., and Shu Z. (2019) Development of biodegradable composite chitosan-based films incorporated with xylan and carvacrol for food packaging application. Food Packag. Shelf Life., 21 100344.
29.Zhang Y., Zeng X., Wang H., Fan R., Hu Y., Hu X., and Li J. (2021) Dasatinib self-assembled nanoparticles decorated with hyaluronic acid for targeted treatment of tumors to overcome multidrug resistance. Drug Deliv., 28(1) 670-679.
30.Yu Y., Wang G., Yin X., Ge C., and Liao G. (2021) Effects of different cooking methods on free fatty acid profile, water-soluble compounds and flavor compounds in Chinese Piao chicken meat. Food Res Int., 149 110696.
31. Mohanta Y. K., Biswas K., Jena S. K., Hashem A., Abd_Allah E. F., and Mohanta T. K. (2020) Anti-biofilm and antibacterial activities of silver nanoparticles synthesized by the reducing activity of phytoconstituents present in the Indian medicinal plants. Front Microbiol., 11 1143.
32.Witcomb M. J. (1981) The suitability of various adhesives as mounting media for scanning electron microscopy: I. Epoxies, sprays and tapes. J. Microsc., 121(3) 289-308.
33.Bocian A., and Hus K. K. (2020) Antibacterial properties of snake venom components. Chem. Pap., 74 407-419.
34. Chen D., Tang Q., Li X., Zhou X., Zang J., Xue W. Q., and Guo C. Q. (2012) Biocompatibility of magnetic Fe3O4 nanoparticles and their cytotoxic effect on MCF-7 cells. Int J Nanomedicine.,4973-4982.
35. Sowmya M., Puttaswamy A A., Shivabasappa H., Prasad N., Geetha N., Girija S., & Venkatachalam P. (2022). Biogenic Synthesis of Alternanthera sessilis Titanium Dioxide Nanoparticles (AS@ TiO2NP's): A Potential Contender against Perilous Pathogens and Catalytic Degradation of Organic Dyes. Biointerface Res. Appl. Chem., 13(5), 462.
36. Alafeefy A. M., Bakht M. A., Ganaie M. A., Ansarie M. N., El-Sayed N. N., and Awaad A. S. (2015) Synthesis, analgesic, anti-inflammatory and anti-ulcerogenic activities of certain novel Schiff’s bases as fenamate isosteres. Bioorg. Med. Chem. Lett., 25(2) 179-183.
37. Kokubo T., Kim H. M., Kawashita M., and Nakamura T. (2004) REVIEW Bioactive metals: preparation and properties. J. Mater Sci Mater Med., 15 99-107.
38.Laursen J. B., and Nielsen J. (2004) Phenazine natural products: biosynthesis, synthetic analogues, and biological activity. Chem. Rev., 104(3) 1663-1686.
39.Weber S. G., Huang S. S., Oriola S., Huskins W. C., Noskin G. A., Harriman K., and Karchmer T. B. (2007) Legislative mandates for use of active surveillance cultures to screen for methicillin-resistant Staphylococcus aureus and vancomycin-resistant enterococci: position statement from the Joint SHEA and APIC Task Force. Infect Control Hosp Epidemiol., 28(3) 249-260.
40.Borlee B. R., Goldman A. D., Murakami K., Samudrala R., Wozniak D. J., and Parsek M. R. (2010) Pseudomonas aeruginosa uses a cyclic‐di‐GMP‐regulated adhesin to reinforce the biofilm extracellular matrix. Mol. Microbiol., 75(4) 827-842.
41.Rohde H., Frankenberger S., Zähringer U., and Mack D. (2010) Structure, function and contribution of polysaccharide intercellular adhesin (PIA) to Staphylococcus epidermidis biofilm formation and pathogenesis of biomaterial-associated infections. Eur. J. Cell Biol, 89(1) 103-111.
42. Prasad H. N., Ananda A. P., Sumathi S., Swathi K., Rakesh K. J., Jayanth H. S., and Mallu P. (2022) Piperazine selenium nanoparticle (Pipe@ SeNP's): A futuristic anticancer contender against MDA-MB-231 cancer cell line. J. Mol Struct., 1268 133683.
2. Nobili S., Lippi D., Witort E., Donnini M., Bausi L., Mini, E., and Capaccioli S. (2009) Natural compounds for cancer treatment and prevention. Pharmacol. Res., 59(6) 365-378.
3. Harrus S., and Baneth G. (2005) Drivers for the emergence and re-emergence of vector-borne protozoal and bacterial diseases. Int. J. Parasitol., 35(11-12) 1309-1318.
4. Chandrasekaran B., Abed S. N., Al-Attraqchi O., Kuche K., and Tekade R. K. (2018) Computer-aided prediction of pharmacokinetic (ADMET) properties. In Dosage form design parameters. 731-755.
5. Gershell L. J., and Atkins J. H. (2003) A brief history of novel drug discovery technologies. Nat. Rev. Drug Discov., 2(4) 321-327.
6. Chandrasekaran N., Selvakumar K., Premkumar V., Muthusamy S., Senthil Kumar S. M., and Thangamuthu R. (2018) Dual heteroatom-doped carbon monoliths derived from catalyst-free preparation of porous polyisocyanurate for oxygen reduction reaction. ACS Sustain. Chem. Eng., 6(7) 9094-9103.
7. Cho S. H., Kim J. Y., Kwak J., and Chang S. (2011) Recent advances in the transition metal-catalyzed twofold oxidative C–H bond activation strategy for C–C and C–N bond formation. Chem. Soc. Rev., 40(10) 5068-5083.
8. Nazeri M. T., and Shaabani A. (2021) Synthesis of polysubstituted pyrroles via isocyanide-based multicomponent reactions as an efficient synthesis tool. New J. Chem., 45(47) 21967-22011.
9. Senge M. O., MacGowan S. A., and O'Brien J. M. (2015) Conformational control of cofactors in nature–the influence of protein-induced macrocycle distortion on the biological function of tetrapyrroles. Chem comm., 51(96) 17031-17063.
10. Prasad H. N., Ananda A. P., Lohith T. N., Prabhuprasad P., Jayanth H. S., Krishnamurthy N. B., and Mallu P. (2022) Design, synthesis, molecular docking and DFT computational insight on the structure of Piperazine sulfynol derivatives as a new antibacterial contender against superbugs MRSA. J. Mol Struct., 1247 131333.
11. Hwu J. R., Roy A., Panja A., Huang W. C., Hu Y. C., Tan K. T., and Tsay S. C. (2020) Domino Reaction for the Synthesis of Polysubstituted Pyrroles and Lamellarin R. J. Org. Chem., 85(15) 9835-9843.
12. Singh N., Singh S., Kohli S., Singh A., Asiki H., Rathee G., and Anderson E. A. (2021) Recent progress in the total synthesis of pyrrole-containing natural products. Org. Chem. Front., 8(19) 5550-5573.
13. Ahmad S., Alam O., Naim M. J., Shaquiquzzaman M., Alam M. M., and Iqbal M. (2018) Pyrrole: An insight into recent pharmacological advances with structure activity relationship. Eur. J. Med. Chem., 157 527-561.
14.Khandelwal S., Tailor Y. K., Rushell E., and Kumar M. (2020) Use of sustainable organic transformations in the construction of heterocyclic scaffolds. In Green App in Med Chem for Sust Drug Des .245-352.
15. Slobodníková L., Fialová S., Rendeková K., Kováč J., and Mučaji P. (2016) Antibiofilm activity of plant polyphenols. Molecules., 21(12) 1717.
16. Prasad H., Ananda A., Mukarambi A., Gaonkar N., Sumathi S., Spoorthy H., and Mallu P. (2023) Design, synthesis, and anti-bacterial activities of piperazine based phthalimide derivatives against superbug-Methicillin-Resistant Staphylococcus aureus. Curr. Chem., 12(1) 65-78.
17. Oblak M., Kotnik M., &Solmajer T. (2007) Discovery and development of ATPase inhibitors of DNA gyrase as antibacterial agents. Curr. Med. Chem., 14(19) 2033-2047.
18. Oh J. H., Lee T. J., Park J. W., and Kwon T. K. (2008) Withaferin A inhibits iNOS expression and nitric oxide production by Akt inactivation and down-regulating LPS-induced activity of NF-κB in RAW 264.7 cells. Eur. J. Pharmacol., 599(1-3) 11-17.
19. Huang Y., Dong G., Li H., Liu N., Zhang W., and Sheng C. (2018) Discovery of janus kinase 2 (JAK2) and histone deacetylase (HDAC) dual inhibitors as a novel strategy for the combinational treatment of leukemia and invasive fungal infections. J. Med. Chem., 61(14) 6056-6074.
20. Huizing M. T., Misser V. S., Pieters R. C., ten BokkelHuinink W. W., Veenhof C. H. N., Vermorken J. B., and Beijnen J. H. (1995) Taxanes: a new class of antitumor agents. Cancer Invest., 13(4) 1-404.
21.Gill R. K., Rawal R. K., and Bariwal J. (2015) Recent advances in the chemistry and biology of benzothiazoles. Arch. Pharm., 348(3) 155-178.
22. Seelig A., Gottschlich R., and Devant R. M. (1994) A method to determine the ability of drugs to diffuse through the blood-brain barrier. Proc. Natl. Acad. Sci., 91(1) 68-72.
23.Tatar E., Şenkardeş S., Sellitepe H. E., Küçükgüzel Ş. G., Karaoğlu Ş. A., Bozdeveci A., and Küçükgüzel İ. (2016) Synthesis, and prediction of molecular properties and antimicrobial activity of some acylhydrazones derived from $ N $-(arylsulfonyl) methionine. Turk. J. Chem., 40(3) 510-534.
24.Hossen M. A., Reza A. A., Ahmed A. A., Islam M. K., Jahan I., Hossain R., and Rahman M. A. (2021) Pretreatment of Blumealacera leaves ameliorate acute ulcer and oxidative stress in ethanol-induced Long-Evan rat: A combined experimental and chemico-biological interaction. Biomed. Pharmacother., 135 111211.
25. Kandhare A. D., Bodhankar S. L., Singh V., Mohan V., and Thakurdesai P. A. (2013) Anti-asthmatic effects of type-A procyanidine polyphenols from cinnamon bark in ovalbumin-induced airway hyperresponsiveness in laboratory animals. Biomed. Aging Pathol., 3(1) 23-30.
26.Roman M., Roman D. L., Ostafe V., Ciorsac A., and Isvoran A. (2018) Computational assessment of pharmacokinetics and biological effects of some anabolic and androgen steroids. Pharm. Res., 35 1-25.
27. Prasad H. S. N., Gaonkar N. P., Ananda A. P., Mukarambi A., Kumar G. C., Lohith T. N., and Beeregowda N. (2022) Antibacterial Property of Schiff-based Piperazine against MRSA: Design, Synthesis, Molecular Docking, and DFT Computational Studies. Lett. Appl. NanoBioScience., 2 54.
28.Kamdem D. P., Shen Z., Nabinejad O., and Shu Z. (2019) Development of biodegradable composite chitosan-based films incorporated with xylan and carvacrol for food packaging application. Food Packag. Shelf Life., 21 100344.
29.Zhang Y., Zeng X., Wang H., Fan R., Hu Y., Hu X., and Li J. (2021) Dasatinib self-assembled nanoparticles decorated with hyaluronic acid for targeted treatment of tumors to overcome multidrug resistance. Drug Deliv., 28(1) 670-679.
30.Yu Y., Wang G., Yin X., Ge C., and Liao G. (2021) Effects of different cooking methods on free fatty acid profile, water-soluble compounds and flavor compounds in Chinese Piao chicken meat. Food Res Int., 149 110696.
31. Mohanta Y. K., Biswas K., Jena S. K., Hashem A., Abd_Allah E. F., and Mohanta T. K. (2020) Anti-biofilm and antibacterial activities of silver nanoparticles synthesized by the reducing activity of phytoconstituents present in the Indian medicinal plants. Front Microbiol., 11 1143.
32.Witcomb M. J. (1981) The suitability of various adhesives as mounting media for scanning electron microscopy: I. Epoxies, sprays and tapes. J. Microsc., 121(3) 289-308.
33.Bocian A., and Hus K. K. (2020) Antibacterial properties of snake venom components. Chem. Pap., 74 407-419.
34. Chen D., Tang Q., Li X., Zhou X., Zang J., Xue W. Q., and Guo C. Q. (2012) Biocompatibility of magnetic Fe3O4 nanoparticles and their cytotoxic effect on MCF-7 cells. Int J Nanomedicine.,4973-4982.
35. Sowmya M., Puttaswamy A A., Shivabasappa H., Prasad N., Geetha N., Girija S., & Venkatachalam P. (2022). Biogenic Synthesis of Alternanthera sessilis Titanium Dioxide Nanoparticles (AS@ TiO2NP's): A Potential Contender against Perilous Pathogens and Catalytic Degradation of Organic Dyes. Biointerface Res. Appl. Chem., 13(5), 462.
36. Alafeefy A. M., Bakht M. A., Ganaie M. A., Ansarie M. N., El-Sayed N. N., and Awaad A. S. (2015) Synthesis, analgesic, anti-inflammatory and anti-ulcerogenic activities of certain novel Schiff’s bases as fenamate isosteres. Bioorg. Med. Chem. Lett., 25(2) 179-183.
37. Kokubo T., Kim H. M., Kawashita M., and Nakamura T. (2004) REVIEW Bioactive metals: preparation and properties. J. Mater Sci Mater Med., 15 99-107.
38.Laursen J. B., and Nielsen J. (2004) Phenazine natural products: biosynthesis, synthetic analogues, and biological activity. Chem. Rev., 104(3) 1663-1686.
39.Weber S. G., Huang S. S., Oriola S., Huskins W. C., Noskin G. A., Harriman K., and Karchmer T. B. (2007) Legislative mandates for use of active surveillance cultures to screen for methicillin-resistant Staphylococcus aureus and vancomycin-resistant enterococci: position statement from the Joint SHEA and APIC Task Force. Infect Control Hosp Epidemiol., 28(3) 249-260.
40.Borlee B. R., Goldman A. D., Murakami K., Samudrala R., Wozniak D. J., and Parsek M. R. (2010) Pseudomonas aeruginosa uses a cyclic‐di‐GMP‐regulated adhesin to reinforce the biofilm extracellular matrix. Mol. Microbiol., 75(4) 827-842.
41.Rohde H., Frankenberger S., Zähringer U., and Mack D. (2010) Structure, function and contribution of polysaccharide intercellular adhesin (PIA) to Staphylococcus epidermidis biofilm formation and pathogenesis of biomaterial-associated infections. Eur. J. Cell Biol, 89(1) 103-111.
42. Prasad H. N., Ananda A. P., Sumathi S., Swathi K., Rakesh K. J., Jayanth H. S., and Mallu P. (2022) Piperazine selenium nanoparticle (Pipe@ SeNP's): A futuristic anticancer contender against MDA-MB-231 cancer cell line. J. Mol Struct., 1268 133683.