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Patadiya, Nikunj
- Design, In-Silico ADME Study And Molecular Docking Study of Novel Quinoline-4-on Derivatives as Factor Xa Inhibitor As Potential Anti-coagulating Agents
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Authors
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1 Research Scholar, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, IN
2 Professor, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, IN
1 Research Scholar, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, IN
2 Professor, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, IN
Source
Asian Journal of Pharmaceutical Research, Vol 12, No 3 (2022), Pagination: 207 - 211Abstract
The main aim of present work is to identification of potency of novel quinoline-4-one derivatives as a factor Xa inhibitors by in-silico ADME study and molecular docking study. Factor Xa is enzyme which play major role in blood coagulation process by conversation of prothrombine to thrombine. Thrombine is the protein which converts fibrinogen to fibrin (clot). Inhbition of factor Xa is altimetly inhbition of blood coagulation process. Due to the abnormal blood coagulation, serious to very serious problems can create and will lead to death. Betrixaban, Rivaroxaban, Epixaban and Edoxaban which are FDA approval dugs as factor Xa inhibitors. They are very potent drugs and very few side effects compare to other available anti-coagulating drugs so they was taken as a reference molecules for current study. Some novel quinoline-4-one derivatives was design and screened for factor Xa enzyme. We design 26 compounds and first they screen for in-silico ADME parameters. Very few compounds not pass Lipinski rule. A majority compound shows excellent in-silico ADME properties. In molecular docking study almost all compound shows near binding energy to reference drug and shows almost near dock score. Q23 and Q26 show excellent inhibitory activity against Factor Xa. 13 molecules shows very near dock score compare to reference drugs. This study became a reference and provides valuable data for the synthesis, in-vitro and in-vivo evaluation of quinolone-4-on derivatives as Factor Xa inhibitors.
Keywords
Quinoline-4-on, Factor Xa, In-Silico ADME/T, Molecular Docking
References
- Delilah McCarty and April Robinson. Factor Xa inhibitors: a novel therapeutic class for the treatment of nonvalvular atrial fibrillation. Ther Adv Cardiovasc Dis. 2016; 10(1): 37–49. DOI: 10.1177/ 1753944715605011.
- Alexander G.G. Turpie. Oral, Direct Factor Xa Inhibitors in Development for the Prevention and Treatment of Thromboembolic Diseases. Arteriosclerosis Thrombosis, and Vascular Biology. 2007; 27 :1238–1247. https://doi.org/10.1161/ATVBAHA.107.139402
- Patel Nirav R. Patel Dushyant V. Murumkar Prashant R. Yadav. Mange Ram (2016). Contemporary developments in the discovery of selective factor Xa inhibitors: A review. European Journal of Medicinal Chemistry. 2016; S0223523416304378. doi:10.1016/j.ejmech.2016.05.039
- Chan NC. Bhagirath V. Eikelboom JW. Profile of betrixaban and its potential in the prevention and treatment of venous thromboembolism. Vasc Health Risk Manag, 2015; 11: 343–351. doi: 10.2147/VHRM.S63060
- Baker D.E. Formulary Drug Review: Betrixaban. Hospital Pharmacy, 2018; 53(1): 29–37. doi.org/10.1177/0018578717724805
- J. Beyer-Westendorf et al. Betrixaban for prevention of venous thromboembolism in acute medically ill patients. Eur Heart J., 2018; 20 (Supplement E): E16–E22. doi: 10.1093/eurheartj/suy017.
- Nikunj Patadiya and Rajesh Dumpala; “A High-Profile Review On New Oral Clotting Factor Xa Inhibitor: Betrixaban” European Journal Of Pharmaceutical And Medical Research. 2021; 8(1): 239-247.
- Turpie AG, Bauer KA, Davidson BL, et al. A randomized evaluation of betrixaban, an oral factor Xa inhibitor, for prevention of thromboembolic events after total knee replacement (EXPERT). Thromb Haemost, 2009; 101(1): 68–76. doi: 10.1016/s0140- 6736(88)92070-3
- Stuart J. Connolly et al. Betrixaban compared with warfarin in patients with atrial fibrillation: results of a phase 2, randomized, dose-ranging study (ExploreXa). Eur Heart J., 2013; 34, 1498– 1505. doi: 10.1093/eurheartj/eht039
- H. Guy et al. Cost-Effectiveness of Betrixaban Compared with Enoxaparin for Venous Thromboembolism Prophylaxis in Nonsurgical Patients with Acute Medical Illness in the United States. PharmacoEconomics, 2019; 37: 701–714. 8. Cohen AT, Harrington RA, Goldhaber SZ, et al. Extended thromboprophylaxis with betrixaban in acutely ill medical patients. N Engl J Med, 2016; 375(6): 534–544. doi: 10.1007/s40273-018- 0757-8.
- Ferreira L, Santos R, Oliva G and Andricopulo A. Molecular Docking and Structure-Based Drug Design Strategies. Molecules; 2015, 20: 13387. doi: 10.3390/molecules200713384.
- Chaudhary Kk. Mishra N. A Review on Molecular Docking: Novel Tool for Drug Discovery. JSM Chem. 2016; 4(3): 1029. doi: 10.4172/2155-3872.1000356.
- Manish Devgan. Homology modeling and molecular docking studies of DNA replication licensing factor minichromosome maintenance protein 5 (MCM5). Asian J. Pharm. Tech. 2015; 5(1): 17-22. doi: 10.5958/2231-5713.2015.00004.5.
- Sindhu. T. J, Arathi. K. N, Akhilesh K. J, Anju. Jose, Binsiya K. P, Blessy Thomas, Elizabeth Wilson. Antiviral screening of Clerodol derivatives as COV 2 main protease inhibitor in Novel Corona Virus Disease: In silico approaches. Asian J. Pharm. Tech. 2020; 10(2): 60-64. doi:10.5958/2231-5713.2020.00012.4
- M. Sravani, N. Duganath, Deepak Reddy Gade, Sandeep Reddy C. H. Insilico Analysis and Docking of Imatinib Derivatives Targeting BCR-ABL Oncoprotien for Chormic Myeloid Leukemia. Asian J. Research Chem. 2012; 5(1): 153-158
- Tanveer Hasan, Raza Murad Ghalib, Sayed Hasan Mehdi, P.K Singh, S.S.R. Bagri. Normal Mode Analysis, Electronic Parameters and molecular docking study of 3,5,4’-Trihydroxy-6,7- Dimethoxy-Flavone (Eupalitin) using first Principle. Asina J. Research Chem. 2017; 10(6): 789-797. doi:10.5958/0974- 4150.2017.00132.8
- Samir Zeroual, Ismmail Daoud, Randa Gaouaoui, Said Ghalem. In Vitro and Molecular Docking Studies of DPPH woth Phoenix dactylifera L. (Deglet-Nour) Crude Fruits extract and Evaluation of their Antioxidant Activity. Asian J. Research Chem. 2020; 13(1): 52-59. doi:10.5958/0974-4150.2020.00012.7
- Sindhu. T. J, Akhilesh K. J, Anju. Jose, Binsiya K. P, Blessy Thomas, Elizabeth Wilson. Antibacterail Screening of Clerodendrum infortunatum leaves: Experimental and Molecular docking studies. doi:10.5958/0974-4150.2020.00026.7
- Sudhakar P, Poorana Pushkalai S, Sabarinath C, Priyadharshini S, Haripriya S. Molecular docking and synthesis of 1,2,4 – triazin analogue of diclofenac as potential ligand for parkinson’s. Res. J. Pharamcology and Pharmacodynamics. 2018; 10(1): 08-12. doi:10.5958/2321-5836.2018.00002.2
- Jeyabaskar Suganya, Mahendran Radha, Sharanya Manoharan, Vinoba. V, Astral Francis. Virtual Screening and Analysis of Bioactive Compounds of Momoradica charantia against Diabetess using Computational Approches. Research J. Pharm. and Tech. 2017; 10(10): 3353-3360. doi: 10.5958/0974-360X.2017.00596.0
- Pavlo V. Zadorozhnii, Vadym V. Kiselev, NAtaliia O. Teslenko, Aleksandr V. Kharchenko, Ihor O. Pokotylo, Oxana v. Okhtina, Oxana V. Kryshchyk. In Silico Prediction and Molecular Dockling Studies of N-Amidoalkylated Derivatives of 1,3,4-Oxadiazole as COX-1 and COX-2 Inhibitors. Research J. Pharm. and Tech. 2007; 10(11): 3957-3963. doi: 10.5958/0974-360X.2017.00718.1
- Himadri Shekhaar Baul, Muniyan Rajiniraja. Favorable binding of Quercetin to α-Synuclein as potential target in Parkinson disease: An Insilico approach. Research J. Pharm. and Tech. 2018; 11(1): 203-206. doi: 10.5958/0974-360X.2018.00038.0
- A novel and eco-friendly method for Synthesis of 3-benzylidene-2-phenyl chroman-4-one analogs
Abstract Views :71 |
PDF Views:0
Authors
Affiliations
1 Research Scholar, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G. H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India., IN
2 Professor, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India, IN
1 Research Scholar, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G. H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India., IN
2 Professor, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India, IN
Source
Asian Journal of Research in Chemistry, Vol 15, No 3 (2022), Pagination: 195 - 199Abstract
The main aim of present work was to develop eco-friendly and green method for synthesis of 3-benzylidene-2- phenylchroman-4-one derivatives. For the synthesis of 3-benzylidene-2-phenylchroman-4-one derivatives variety of acid and base catalyzed methods was performed. HCl gas and p-TSA proved ineffective as catalyst. Concentrated HCl in n-butanol was very less effective method. Upon taking base catalyst, by product was formed when taking NaOH as catalyst and very low yield obtained using piperidine as catalyst. To overcome this problem, novel and eco-friendly method was developed in which barium hydroxide used as a base catalyst. In presence of ethanol product yield drastically increased. Main benefit of this method is reaction carried out by gradual trituration and very less amount of solvent was required. By using this method, product obtained in very high yield with more purity.Keywords
3-Benzylidene-2-phenylchroman-4-one derivatives, Barium hydroxide, Gradual trituration.References
- Krishnamurthy, H.G, Bram Prokash and Sathyanarayana S. on the first pot general synthesis of noval 3- benzal-2,3-dihydro 4.H [1] benzopyran – 4-ones. Ind. J. Chem. 1989; 28B: 279-81.
- Seikel M.K, M.J Lounbury and Wang. S. One pot synthesis of 3arylidene flavanone. J.org.chem. 1962; 27: 2952.
- Shah, P.R, N.M shah. synthesis of 3-arylidene flavanone. Chem.Ber. 1964; 97:1453.
- Chawla H.M, S.K Sharma. synthesis of 3- arylidene flavanone using alkaline medium. Heterocycles. 1987; 26: 1527.
- Shima H. M. E. Ketabforoosh et al. Synthesis and Anti-Cancer Activity Evaluation of New Dimethoxylated Chalcone and Flavanone Analogs. Arch. Pharm. Chem. Life Sci. 2014; 347: 1–8.
- Bhagyesh Baviskar, Sureshbhi Patel, Bhushan Baviskar, SS Khadabadi, Mahendra Shiradkar. Design and Synthesis of Some Novel Chalcones as Potent Antimicrobial Agent. Asian J.Research Chem. 2008; 1(2): 67-69.
- Bhaskar S. Dawane, Baseer M Shaikh, Namdev T. Khandare, Gajanan G. Mandawad, Santosh S. Chobe, Shankaraiah G. Konda. Synthesis of Some Novel Substituted Pyrazole Based Chalcones and Their In-Vitro Antimicrobial Activity. Asian J. Research Chem. 2010; 3(1): 90-93.
- H.V. Shahare, G.R. Pawar, S.S. Patil, P.D. Patil. Synthesis and Biological Evaluation of New Chalcone Analogs. Asian J.Research Chem. 2011; 4(2): 237-240.
- Gopi C., Dhanaraju M. D. Synthesis, Characterization and AntiMicrobial Evaluation of Derivative of Chalcone. Asian J. Research Chem. 2011; 4(2): 181-182.
- Gondu Eswara Rao, S.A. Rahaman, A. Prameela Rani, Ch. M.M. Prasada Rao. Synthesis, Characterization and Antimicrobial Activity of Novel Chalcones from 1-[4-(1H-imidazol-1-yl) Phenyl] Ethanone. Asian J. Research Chem. 2013; 6(7): 687-689.
- Pushkar Pratap Singh, B. Jayalakshmi, N. Senthil Kumar.Synthesis, Characterization and Antimicrobial Evaluation of Some New Chalcones. Asian J. Research Chem. 2013; 6(12): 1133-1136.
- Suha K. Al-Mosawi, Hanan A. Al-Hazam, Abbas F. Abbas. Synthesis, Characterization and Biological Study of Some Chalcones derived from Terphthaldehyde. Asian J. of Research Chem. 2019; 12(3): 153-156. DOI: 10.5958/09744150.2019.00031.2
- M. Safavi et al. Halogenated flavanones as potential apoptosisinducing agents: Synthesis and biological activity evaluation.European Journal of Medicinal Chemistry. 2012; 58: 573-580.
- Y. Murti and P. Mishra. Synthesis and Evaluation of Flavanones as Anticancer Agents. Indian Journal of Pharmaceutical Sciences. 2014; 76(2): 163-166.
- Yeonjoong Y, Hwang SA and Yoon H. 1H and 13C NMR spectral assignments of 2-hydroxychalcones. Magn. Reson. Chem. 2013; 51: 364–370.
- Cabrera M., Simoens M., Falchi G. and Lavaggi M.L. Synthetic chalcones, flavanones, and flavones as antitumoral agents: Biological evaluation and structure activity relationships.Bioorganic & Medicinal Chemistry. 2007; 15: 3356–3367.
- Laxmi Lal Dangi, Mangal S. Dulawat, Parul Tiwari, Shiv Singh Dulawat. New substituted m-Phenoxy chalcones; their synthesis by microwave irradiation and antifungal activity. Asian J.Research Chem. 2013; 6(5): 461-463.
- Albogami A.S., Karama U., Amousa A.A, Khan M., Al-Mazroa S.A and Alkhathlan A.Z. Simple and Efficient One Step Synthesis of Functionalized Flavanones and Chalcones. Orient. J. Chem.
- ; 28(2): 619-626.
- Sharma N and Joshi YC. Synthesis of substituted chalcones under solvent–free microwave irradiation conditions and their antimicrobial evaluation. International Journal of Pharmacy and Pharmaceutical Sciences. 2012; 4(4): 436-439.
- Borse SL. PhD. Thesis. Microwave Assisted Synthesis of Substituted Flavonoids and Pharmacological Evaluation.” Shri Jagdish Prasad Jhabarmal Tibrewala University, 2010.
- Thornton M.T. PhD. Thesis. Synthesis of flavonoids and flavonoid-based designed multiple ligands for hypertension. Deakin University January, 2013, 32-33.
- K. Ishwar Bhat, Ranee Kumari, Abhishek kumar, Pankaj Kumar. Synthesis of Some Novel Flavanones and Evaluation of Antioxidant Activities. Research J. Pharm. and Tech. 2019; 12(5): 2141-2144 DOI: 10.5958/0974-360X.2019.00355.X
- Pramod Kulkarni, Pradip Wagh and Pudukulathan Zubaidha. An Improved and Eco-Friendly Method for the Synthesis of Flavanone by the Cyclization of 2’-Hydroxy Chalcone using Methane Sulphonic Acid as Catalyst. Chemistry Journal. 2012; 2(3): 106-110.
- Preet Anand and Baldev Singh. Synthesis and evaluation of novel carbamate-substituted flavanone derivatives as potent acetylcholinesterase inhibitors and anti-amnestic agents. Med Chem Res. 2013; 22: 1648–1659. doi 10.1007/s00044-012-0162-3.
- Yuh-Meei Lin, Yasheen Zhou, Michael T. Flavin, Li-Ming Zhou, Weiguo Niea and Ching Chen. Chalcones and Flavonoids as AntiTuberculosis Agents”, Bioorganic & Medicinal Chemistry. 2002; 10: 2795–2802.
- Yogesh Murti and Pradeep Mishra. Flavanone: A Versatile Heterocyclic Nucleus. International Journal of ChemTech Research. 2014; 6(5): 3160-3178.
- Srinivasu V. N. Vuppalapati, Likai Xia, Naushad Edayadulla, Yong Rok Lee. Mild and Efficient One-Pot Synthesis of Diverse Flavanone Derivatives via an Organocatalyzed Mannich-Type Reaction. Synthesis. 2014; 46: 465–474.
- Moorthy N.S.H.N, Singh R.J, Singh H.P, and Gupta S.D. Synthesis, Biological Evaluation and In Silico Metabolic and Toxicity Prediction of Some Flavanone Derivatives. Chem. Pharm. Bull. 2006; 54(10): 1384-1390.
- S. Saravanamurugan, M. Palanichamy, Banumathi Arabindoo, V. Murugesan. Solvent free synthesis of chalcone and flavanone over zinc oxide supported metal oxide catalysts. Catalysis Communications. 2005; 6: 399-403.
- Elzbieta Budzisz et al. Biological Evaluation of 3- Benzylidenechromanones and Their Spiropyrazolines-Based Analogues. Molecules. 2020; 25: 1613.
- Lincy Joseph, Mathew George. Analgesic and Anti-Oxidant Activities of Certain (E)-3 Arylidene Flavanones Synthesized by One Pot Method. Asian Journal of Research in Chemistry. 2009;
- (3): 318-321.
- An optimized method for synthesis of 2’hydroxy chalcone
Abstract Views :68 |
PDF Views:0
Authors
Affiliations
1 Research Scholar, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India, IN
2 Professor, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India., IN
1 Research Scholar, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India, IN
2 Professor, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India., IN
Source
Asian Journal of Research in Chemistry, Vol 15, No 3 (2022), Pagination: 210 - 212Abstract
The main aim of present work is to develop optimised method for synthesis of 2’hydroxy chalcone. 2’hydroxy chalcone was synthesized by Claisen–Schmidt condensation between o-hydroxy acetohenone and benzaldehyde. Variety of bases tried as catalyst for synthesis of 2’hydroxy chalcone. Calcium hydroxide and magnesium hydroxide proved ineffective for synthesis. Lithium hydroxide slightly converts reactant to product. Sodium hydroxide shows best catalytical activity compare to other bases. Isopropyl alcohol proved better solvent then other solvents like methanol, ethanol, acetonitrile, dichloromethane and tetrahydrofuran. In optimization step, effect of solvent and base quantity, stirring time and temperature was examined. Temperature shows drastic effect on product yield and purity. At 0˚C best yield was obtained. Amount of base catalyst also shows significant effect on yield. 20ml of 40% NaOH gives best results for 0.05mol reactants. 50ml IPA was needed for the best results for 0.05mol reactant. In approximate 4h, reaction should be completed. Further stirring was not too much effective.Keywords
2’ hydroxyl chalcone, Claisen–Schmidt condensation, IPA, NaOHReferences
- Shima H. M. E. Ketabforoosh et al. Synthesis and Anti-Cancer Activity Evaluation of New Dimethoxylated Chalcone and Flavanone Analogs. Arch. Pharm. Chem. Life Sci. 2014; 347: 1–8.
- Bhagyesh Baviskar, Sureshbhi Patel, Bhushan Baviskar, SS Khadabadi, Mahendra Shiradkar. Design and Synthesis of Some Novel Chalcones as Potent Antimicrobial Agent. Asian J.Research Chem. 2008; 1(2): 67-69.
- Bhaskar S. Dawane, Baseer M Shaikh, Namdev T. Khandare, Gajanan G. Mandawad, Santosh S. Chobe, Shankaraiah G. Konda. Synthesis of Some Novel Substituted Pyrazole Based Chalcones and Their In-Vitro Antimicrobial Activity. Asian J. Research Chem. 2010; 3(1): 90-93.
- H.V. Shahare, G.R. Pawar, S.S. Patil, P.D. Patil. Synthesis and Biological Evaluation of New Chalcone Analogs. Asian J.Research Chem. 2011; 4(2): 237-240.
- Gopi C., Dhanaraju M. D. Synthesis, Characterization and AntiMicrobial Evaluation of Derivative of Chalcone. Asian J. Research Chem. 2011; 4(2): 181-182.
- Gondu Eswara Rao, S.A. Rahaman, A. Prameela Rani, Ch. M.M. Prasada Rao. Synthesis, Characterization and Antimicrobial Activity of Novel Chalcones from 1-[4-(1H-imidazol-1-yl) Phenyl] Ethanone. Asian J. Research Chem. 2013; 6(7): 687-689.
- Pushkar Pratap Singh, B. Jayalakshmi, N. Senthil Kumar. Synthesis, Characterization and Antimicrobial Evaluation of Some New Chalcones. Asian J. Research Chem. 2013; 6(12): 1133-1136.
- Suha K. Al-Mosawi, Hanan A. Al-Hazam, Abbas F. Abbas.Synthesis, Characterization and Biological Study of Some Chalcones derived from Terphthaldehyde. Asian J. of Research Chem. 2019; 12(3): 153-156. DOI: 10.5958/09744150.2019.00031.2
- M. Safavi et al. Halogenated flavanones as potential apoptosisinducing agents: Synthesis and biological activity evaluation. European Journal of Medicinal Chemistry. 2012; 58: 573-580.
- Y. Murti and P. Mishra. Synthesis and Evaluation of Flavanones as Anticancer Agents. Indian Journal of Pharmaceutical Sciences.2014; 76(2): 163-166.
- Yeonjoong Y, Hwang SA and Yoon H. 1H and 13C NMR spectral assignments of 2-hydroxychalcones. Magn. Reson. Chem. 2013; 51: 364–370.
- Cabrera M., Simoens M., Falchi G. and Lavaggi M.L. Synthetic chalcones, flavanones, and flavones as antitumoral agents: Biological evaluation and structure activity relationships.Bioorganic and Medicinal Chemistry. 2007; 15: 3356–3367.
- Laxmi Lal Dangi, Mangal S. Dulawat, Parul Tiwari, Shiv Singh Dulawat. New substituted m-Phenoxy chalcones; their synthesis by microwave irradiation and antifungal activity. Asian J.Research Chem. 2013; 6(5): 461-463.
- Albogami A.S., Karama U., Amousa A.A, Khan M., Al-mazroa S.A and Alkhathlan A.Z. Simple and Efficient One Step Synthesis of Functionalized Flavanones and Chalcones. Orient. J. Chem.
- ; 28(2): 619-626.
- Sharma N and Joshi YC. Synthesis of substituted chalcones under solvent–free microwave irradiation conditions and their antimicrobial evaluation. International Journal of Pharmacy and Pharmaceutical Sciences. 2012; 4(4): 436-439.
- Borse SL. PhD. Thesis. Microwave Assisted Synthesis of Substituted Flavonoids and Pharmacological Evaluation.” Shri Jagdish Prasad Jhabarmal Tibrewala University, 2010.
- Thornton M.T. PhD. Thesis. Synthesis of flavonoids and flavonoid-based designed multiple ligands for hypertension. Deakin University January, 2013, 32-33.
- K. Ishwar Bhat, Ranee Kumari, Abhishek Kumar, Pankaj Kumar.Synthesis of Some Novel Flavanones and Evaluation of Antioxidant Activities. Research J. Pharm. and Tech. 2019; 12(5): 2141-2144 DOI: 10.5958/0974-360X.2019.00355.X
- Pramod Kulkarni, Pradip Wagh and Pudukulathan Zubaidha. An Improved and Eco-Friendly Method for the Synthesis of Flavanone by the Cyclization of 2’-Hydroxy Chalcone using Methane Sulphonic Acid as Catalyst. Chemistry Journal. 2012; 2(3): 106-110.
- Preet Anand and Baldev Singh. Synthesis and evaluation of novel carbamate-substituted flavanone derivatives as potent acetylcholinesterase inhibitors and anti-amnestic agents. Med Chem Res. 2013; 22: 1648–1659. doi 10.1007/s00044-012-0162-3.
- Yuh-Meei Lin, Yasheen Zhou, Michael T. Flavin, Li-Ming Zhou, Weiguo Niea and Ching Chen. Chalcones and Flavonoids as AntiTuberculosis Agents”, Bioorganic & Medicinal Chemistry. 2002; 10: 2795–2802.
- Yogesh Murti and Pradeep Mishra. Flavanone: A Versatile Heterocyclic Nucleus. International Journal of ChemTech Research. 2014; 6(5): 3160-3178.
- Srinivasu V. N. Vuppalapati, Likai Xia, Naushad Edayadulla, Yong Rok Lee. Mild and Efficient One-Pot Synthesis of Diverse Flavanone Derivatives via an Organocatalyzed Mannich-Type Reaction. Synthesis. 2014; 46: 465–474.
- Moorthy N.S.H.N, Singh R.J, Singh H.P, and Gupta S.D. Synthesis, Biological Evaluation and In Silico Metabolic and Toxicity Prediction of Some Flavanone Derivatives. Chem. Pharm. Bull. 2006; 54(10): 1384-1390.
- S. Saravanamurugan, M. Palanichamy, Banumathi Arabindoo, V. Murugesan. Solvent free synthesis of chalcone and flavanone over zinc oxide supported metal oxide catalysts. Catalysis Communications. 2005; 6: 399-403.
- Elzbieta Budzisz et al. Biological Evaluation of 3- Benzylidenechromanones and Their Spiropyrazolines-Based Analogues. Molecules. 2020; 25: 1613.
- Lincy Joseph, Mathew George. Analgesic and Anti-Oxidant Activities of Certain (E)-3 Arylidene Flavanones Synthesized by One Pot Method. Asian Journal of Research in Chemistry. 2009;
- (3): 318-321.
- An efficient method for Synthesis of flavanone
Abstract Views :59 |
PDF Views:0
Authors
Affiliations
1 Research Scholar, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India, IN
2 Professor, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India., IN
1 Research Scholar, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India, IN
2 Professor, Department of Pharmaceutical Chemistry, A.R College of Pharmacy and G.H Patel Institute of Pharmacy, Vallabh Vidhyanagar, Anand, Gujarat, India., IN
Source
Asian Journal of Research in Chemistry, Vol 15, No 3 (2022), Pagination: 221 - 224Abstract
The main aim of present work is to develop efficient method for synthesis of flavanone. For the synthesis of flavanone acid and based catalyzed methods were tried in which base catalyzed methods proved ineffective. No reaction was take place upon using HCl, H2SO4, glacial acetic acid and p-TSA as catalyst. In presence of methane sulphonic acid as catalyst, flavanone was formed in lower yield. Mixture of sulfuric acid and glacial acetic acid proved better catalyst than previous ones and leads to 65% yield. The reaction condition parameters effects on product yield were carried out. Ratio of sulfuric acid and glacial acetic acid in (4:1) proved highly beneficial. In methanol product yield was higher compare to other selected solvents. Solvent quantity effect on yield was also screened which proved that 50ml solvent necessary for 0.004mol of reactant. From which 90˚C temperature was highly favorable to reaction that takes minimum 6hr to complete the reaction. So, in this study we developed new efficient method for synthesis of flavanone.Keywords
2’ hydroxyl chalcone, Flavanone, Acid catalyzed cyclisationReferences
- Bhagyesh Baviskar, Sureshbhi Patel, Bhushan Baviskar, SS Khadabadi, Mahendra Shiradkar. Design and Synthesis of Some Novel Chalcones as Potent Antimicrobial Agent. Asian J.Research Chem. 2008; 1(2): 67-69.
- Bhaskar S. Dawane, Baseer M Shaikh, Namdev T. Khandare, Gajanan G. Mandawad, Santosh S. Chobe, Shankaraiah G. Konda. Synthesis of Some Novel Substituted Pyrazole Based Chalcones and Their In-Vitro Antimicrobial Activity. Asian J. Research Chem. 2010; 3(1): 90-93.
- H.V. Shahare, G.R. Pawar, S.S. Patil, P.D. Patil. Synthesis and Biological Evaluation of New Chalcone Analogs. Asian J.Research Chem. 2011; 4(2): 237-240.
- Gopi C., Dhanaraju M. D. Synthesis, Characterization and AntiMicrobial Evaluation of Derivative of Chalcone. Asian J. Research Chem. 2011; 4(2): 181-182.
- Gondu Eswara Rao, S.A. Rahaman, A. Prameela Rani, Ch. M.M.Prasada Rao. Synthesis, Characterization and Antimicrobial Activity of Novel Chalcones from 1-[4-(1H-imidazol-1-yl) Phenyl] Ethanone. Asian J. Research Chem. 2013; 6(7): 687-689.
- Pushkar Pratap Singh, B. Jayalakshmi, N. Senthil Kumar.Synthesis, Characterization and Antimicrobial Evaluation of Some New Chalcones. Asian J. Research Chem. 2013; 6(12): 1133-1136.
- Suha K. Al-Mosawi, Hanan A. Al-Hazam, Abbas F. Abbas. Synthesis, Characterization and Biological Study of Some Chalcones derived from Terphthaldehyde. Asian J. of Research Chem. 2019; 12(3): 153-156. DOI: 10.5958/09744150.2019.00031.2
- Yeonjoong Y, Hwang SA and Yoon H. 1H and 13C NMR spectral assignments of 2-hydroxychalcones. Magn. Reson. Chem. 2013; 51: 364–370.
- Laxmi Lal Dangi, Mangal S. Dulawat, Parul Tiwari, Shiv Singh Dulawat. New substituted m-Phenoxy chalcones; their synthesis by microwave irradiation and antifungal activity. Asian J.Research Chem. 2013; 6(5): 461-463.
- Sharma N and Joshi YC. Synthesis of substituted chalcones under solvent–free microwave irradiation conditions and their antimicrobial evaluation. International Journal of Pharmacy and Pharmaceutical Sciences. 2012; 4(4): 436-439.
- Shima H. M. E. Ketabforoosh et al. Synthesis and Anti-Cancer Activity Evaluation of New Dimethoxylated Chalcone and Flavanone Analogs. Arch. Pharm. Chem. Life Sci. 2014; 347: 1–8.
- M. Safavi et al. Halogenated flavanones as potential apoptosisinducing agents: Synthesis and biological activity evaluation.European Journal of Medicinal Chemistry. 2012; 58: 573-580.
- Y. Murti and P. Mishra. Synthesis and Evaluation of Flavanonesas Anticancer Agents. Indian Journal of Pharmaceutical Sciences.2014; 76(2): 163-166.
- Cabrera M., Simoens M., Falchi G. and Lavaggi M.L. Synthetic chalcones, flavanones, and flavones as antitumoral agents: Biological evaluation and structure activity relationships. Bioorganic and Medicinal Chemistry. 2007; 15: 3356–3367.
- Albogami A.S., Karama U., Amousa A.A, Khan M., Al-Mazroa S.A and Alkhathlan A.Z. Simple and Efficient One Step Synthesis of Functionalized Flavanones and Chalcones. Orient. J. Chem.
- ; 28(2): 619-626.
- Borse SL. PhD. Thesis. Microwave Assisted Synthesis of Substituted Flavonoids and Pharmacological Evaluation.” Shri Jagdish Prasad Jhabarmal Tibrewala University, 2010.
- Thornton M.T. PhD. Thesis. Synthesis of flavonoids and flavonoid-based designed multiple ligands for hypertension. Deakin University January, 2013, 32-33.
- K. Ishwar Bhat, Ranee Kumari, Abhishek Kumar, Pankaj Kumar.Synthesis of Some Novel Flavanones and Evaluation of Antioxidant Activities. Research J. Pharm. and Tech. 2019; 12(5): 2141-2144 DOI: 10.5958/0974-360X.2019.00355.X
- Pramod Kulkarni, Pradip Wagh and Pudukulathan Zubaidha. An Improved and Eco-Friendly Method for the Synthesis of Flavanone by the Cyclization of 2’-Hydroxy Chalcone using Methane Sulphonic Acid as Catalyst. Chemistry Journal. 2012; 2(3): 106-110.
- Preet Anand and Baldev Singh. Synthesis and evaluation of novel carbamate-substituted flavanone derivatives as potent acetylcholinesterase inhibitors and anti-amnestic agents. Med Chem Res. 2013; 22: 1648–1659. doi 10.1007/s00044-012-0162-3.
- Yuh-Meei Lin, Yasheen Zhou, Michael T. Flavin, Li-Ming Zhou, Weiguo Niea and Ching Chen. Chalcones and Flavonoids as AntiTuberculosis Agents”, Bioorganic & Medicinal Chemistry. 2002; 10: 2795–2802.
- Yogesh Murti and Pradeep Mishra. Flavanone: A Versatile Heterocyclic Nucleus. International Journal of ChemTech Research. 2014; 6(5): 3160-3178.
- Srinivasu V. N. Vuppalapati, Likai Xia, Naushad Edayadulla, Yong Rok Lee. Mild and Efficient One-Pot Synthesis of Diverse Flavanone Derivatives via an Organocatalyzed Mannich-Type Reaction. Synthesis. 2014; 46: 465–474.
- Moorthy N.S.H.N, Singh R.J, Singh H.P, and Gupta S.D. Synthesis, Biological Evaluation and In Silico Metabolic and Toxicity Prediction of Some Flavanone Derivatives. Chem. Pharm. Bull. 2006; 54(10): 1384-1390.
- S. Saravanamurugan, M. Palanichamy, Banumathi Arabindoo, V. Murugesan. Solvent free synthesis of chalcone and flavanone over zinc oxide supported metal oxide catalysts. Catalysis Communications. 2005; 6: 399-403.
- Elzbieta Budzisz et al. Biological Evaluation of 3- Benzylidenechromanones and Their Spiropyrazolines-Based Analogues. Molecules. 2020; 25: 1613.
- Lincy Joseph, Mathew George. Analgesic and Anti-Oxidant Activities of Certain (E)-3 Arylidene Flavanones Synthesized by One Pot Method. Asian Journal of Research in Chemistry. 2009;
- (3): 318-321.