Microwave synthesis and antifungal evaluations of some chalcones and their derived diaryl-cyclohexenones

Journal of Environmental Science and Health - Part B Pesticides, Food Contaminants, and Agricultural Wastes

Volumn 45, Issue 6, 2010, Pages 524-530

  Shakil, N A ^a   Singh, Manish K ^a,b   Kumar, Jitendra ^a   Sathiyendiran, M ^b   Kumar, Gaurav ^b   Singh, Mukesh K ^a   Pandey, Ravi Prakash ^a   Pandey, Alka ^a   Parmar, V S ^b  

^a INDIAN AGRICULTURAL RESEARCH INSTITUTE   (India)

^b UNIVERSITY OF DELHI   (India)

Author keywords

Chalcones; Cyclocondensation; Diaryl cyclohexenones; Fungicidal activity; Microwave irradiation (MWI); Rhizoctonia solani; Sclerotium rolfsii

Indexed keywords

CHALCONES; CYCLOCONDENSATION; CYCLOHEXENONES; FUNGICIDAL ACTIVITY; RHIZOCTONIA SOLANI; SCLEROTIUM ROLFSII;

ALDEHYDES; CONDENSATION REACTIONS; HYDROPHOBICITY; IRRADIATION; KETONES; SILICA; SYNTHESIS (CHEMICAL);

MICROWAVE IRRADIATION;

ANTIFUNGAL AGENT; CHALCONE DERIVATIVE;

ALDEHYDE; ANTIMICROBIAL ACTIVITY; CATALYSIS; CONDENSATION; FUNGICIDE; FUNGUS; KETONE; MICROWAVE RADIATION;

ARTICLE; BASIDIOMYCETES; CHEMISTRY; DRUG EFFECT; MICROWAVE RADIATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STRUCTURE ACTIVITY RELATION; SYNTHESIS; DRUG EFFECTS;

ANTIFUNGAL AGENTS; BASIDIOMYCOTA; CHALCONES; MAGNETIC RESONANCE SPECTROSCOPY; MICROWAVES; STRUCTURE-ACTIVITY RELATIONSHIP;

ATHELIA ROLFSII; HYPHOMYCETES; THANATEPHORUS CUCUMERIS;

EID: 77953950353     PISSN: 03601234     EISSN: 15324109     Source Type: Journal    
DOI: 10.1080/03601234.2010.493482     Document Type: Article

References (27)

1. Srivastava, Y.K. Ecofriendly microwave assisted synthesis of somechalcones. Rasayan J. Chem. 2008, 1(4), 884-886.
2. Rao, N.S.; Bajia, B.; Srivastava, Y.K.; Ravindra, K. Microwave induced synthesis and anti bacterial activity of some 6-(2-Hyroxyphenyl)-4-(substituted phenyl) -3-oxo-2, 3, 4, 5- tetrahydro-1H-indazoles. E-J. Chem. 2008, 5(1).
3. Ai-Issa, S.A.; Andis, N. Al. Solvent free synthesis of chalcones and phenyl-2-pyrazolines under microwave irradiation. J. Saudi Chem.Soc. 2005, 9(3), 687-692.
4. Menses, M.J.; Manjrekar, S.; Pai, V.; Patre, R.E.; Tilve, S.G. A facile microwave assisted synthesis of flavones. Ind. J. Chem. 2009, 48B,1311-1314.
5. Sagrera, G.J.; Seoane, G.A. Microwave accelerated solvent-free synthesis of flavanones. J. Braz. Chem. Soc. 2005, 16(4),851-856.
6. Kalirajan, R.; Sivakumar, S.U.; Jubie, S.; Gowramma, B.; Suresh, B. Synthesis and Biological evaluation of some heterocyclic derivatives of Chalcones. Intl. J. Chem. Tech. Res. 2009, 1(1), 27-34.
7. Vibhute, Y.B.; Basser, M.A. Synthesis and activity of a new seriesof chalcones as antibacterial agents. Ind. J. Chem. 2003, 42B, 202-205.
8. Cheng, M.S.; Li, R.S.; Kenyon, G. A solid phase synthesis of chalcones by claisen-schmidt condensations. Chinese Chem. Lett. 2000,11(10),851-854.
9. Alam, S. Synthesis, antibacterial and antifungal activity of somederivatives of 2-phenyl-chromen-4-one. J. Chem. Sci., 2004, 116(6),325-331.
10. Bag, S.; Ramar, S.; Degani, M.S. Synthesis and biological evaluation of a, b-unsaturated ketone as potential antifungal agents. Med.Chem. Res. 2009, 18, 309-316.
11. Popat, K.H.; Nimavat, K.S.; Vasoya, S.L.; Joshi, H.S. Synthesis, anticancer, antitubercular and antimicrobial activity of6-carbethoxy-5-(3?-chlorophenyl)-3-aryl-2-cyclohexenones and 6-aryl-4-(3?-chlorophenyl)-3-oxo-2,3a,4,5-tetrahydro-1H-indazoles. Ind. J. Chem. 2003, 42B(6), 1497-1501.
12. Padmavathi, V.; Reddy, B.J.M.; Balaiah, A.; Reddy, K.V.; Reddy, D.B. Synthesis of Some Fused Pyrazoles and Isoxazoles. Molecules. 2000,5,1281-1286.
13. Roman, G. Cyclohexenones through addition of ethyl acetoacetate to chalcones derived from 2-acetylthiophene. Acta Chim.Slov.2004,51,537-544.
14. Errakhi, R.; Bouteau, F.; Lebrihi, A.; Barakate, M. Evidences of biological control capacities of Streptomyces spp. against Sclerotium rolfsii responsible for damping-off disease in sugar beet(Beta vulgaris L.), World J. Microbiol. Biotechnol. 2007, 23, 1503-1509.
15. Chen, H.; Li, Z.; Han, Y. Synthesis and Fungicidal Activityagainst Rhizoctonia solani of 2-Alkyl (Alkylthio)-5-pyrazolyl-1,3,4-oxadiazoles (Thiadiazoles). J. Agric. Food Chem. 2000, 48(11),5312-5315.
16. Wokocha, R.C.; Ebenebe, A.C.; Erinle, I.D. Biological control ofthe basal stem rot disease of tomato caused by Corticum rolsii(Sacc) Curzi in Northern Nigeria. Trop. Pest Manag. 1986, 32, 35-39.
17. Shakil, N.A.; Subrahmanyam, B.; Parmar, V.S.; Saxena, D.B. Ben-zoxazines: Novel insect growth regulators. Pestic. Res. J. 2005, 17(2),12-14.
18. Shakil, N.A.; Sharma, P.K.; Kumar, R.; Pankaj; Saxena, D.B.; Dureja, P. Microwave assisted one pot synthetic method for fungicidal and nematicidal Schiff base. Pestic. Res. J. 2006, 18(2), 119-123.
19. Shakil, N.A.; Kumar, J.; Pankaj; Pandey, A.; Ahluwalia, V.; Singh, M.K.; Srivastava C. Synthesis and pesticidal activity of new N- alkyl -N-[1-(2-hydroxyphenyl) ethyl] amines. Journal of Environ. Sci. and Health, Part B, 2009, 44(4), 344-349.
20. Abdel Rahman, A. A. H.; Megeid, A. E. S.; Hawata, M. A. M.; Kasem, E. R.; Shabaan, M. T. Synthesis and antimicrobial evaluation of some chalcones and their derived pyrazoles, pyrazolines, isoxazolines, and 5,6-Dihydropyrimidine-2-(1H)-thiones. Montash Chemie. 2007, 138, 889-897.
21. Ballini, R.; Bosica, G.; Maggi, R.; Ricciutelli, M.; Righi, P.; Sartori, G.; Sartorio, R. Clay-catalysed solventless synthesis of trans-chalcones. Green Chemistry. 2001, 3, 178-180.
22. Doshi, A. G.; Ghiya, B. J. Improved synthesis of chalcones using pulverized potassium hydroxide and dimethyl formamide. Cur. Sci.1986,55(10),502.
23. Rateb, N. M.; Zohdi, H. F. Atom-efficient, solvent-free, green synthesis ofchalcones by grinding. Syn. Communications. 2009, 39(15),2789-2794.
24. Porea, D.M.; Desaia, U. V.; Thopatea, T. S.; and Wadgaonkarb, P. P. Efficient synthesis of chalcones at room temperature in thepresence of potassium phosphate. Russ. J. Org. Chem. 2007, 43(7),1088-1089.
25. Nene, Y.L.; Thapliyal, P.N. Evaluation of fungicides. In Fungicidesin Plant Disease Control. Nene, Y.L., Thapliyal, P.N., Eds.; Oxfordand IBH Publishing Co: New Delhi, 1979, 406-428.
26. Sztejnberg, A.; Azaizia, H.; Chet, I. The possible role of phenolic compounds in resistance of horticulture crops to Dematophoranecatrix Hartig. Phytopath Z. 1983, 107, 318-326.
27. Finney, D.J. Probit Analysis, 3rd ed.; Univ Press: Cambridge, UK, 1971, 333.