Synthesis and Nematicidal Bioevaluation of Substituted 2H-1-Benzopyrane-2-ones and their Carbamate Derivatives Against Root-Knot Nematode (Meloidogyne javanica)

Sumona Kumari; Rajvir Singh; Anil Kumar; R.K. Walia

doi:10.14233/ajchem.2014.15840

Issue

Vol. 26 No. 11 (2014): Vol 26 Issue 11

Issue Published : May 25, 2014

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis and Nematicidal Bioevaluation of Substituted 2H-1-Benzopyrane-2-ones and their Carbamate Derivatives Against Root-Knot Nematode (Meloidogyne javanica)

https://doi.org/10.14233/ajchem.2014.15840

Sumona Kumari

Department of Chemistry & Physics, CCS Haryana Agricultural University, Hisar-125 004, India

Rajvir Singh

Department of Chemistry & Physics, CCS Haryana Agricultural University, Hisar-125 004, India

Anil Kumar

Department of Chemistry & Physics, CCS Haryana Agricultural University, Hisar-125 004, India

R.K. Walia

Department of Chemistry & Physics, CCS Haryana Agricultural University, Hisar-125 004, India

Corresponding Author(s) : Rajvir Singh

rajvir@hau.ernet.in

Asian Journal of Chemistry, Vol. 26 No. 11 (2014): Vol 26 Issue 11
Article Published : May 27, 2014

Abstract

Synthesis of 7-hydroxy-4,5-methyl/7-hydroxy-4-methyl/7,8-dihydroxy-4-methyl/6-chloro-7-hydroxy-4-methyl-2H-1-benzopyrane-2-ones (VI-IX) have been carried out by Pechmann reaction. The condensation of synthesized 2H-1-benzopyran-2-ones (VI-X) with phenyl isocyanate (XI) gave 4,5-methyl/4-methyl/4-methyl/6-chloro-4-methyl-2-oxo-2H-benzopyran-7yl/7,8-diyl/4-yl/phenyl carbamates (XII-XVI). The synthesized compounds were characterized on the basis of analytical and spectral data. All the compounds were evaluated for their nematicidal activity in vitro against second stage juveniles (J₂) of root-knot nematode (Meloidogyne javanica).

Keywords

Substituted-2H-1-benzopyran-2-one Carbamate Nematicidal activity Root-knot nematode Meloidogyne javanica

Kumari, S., Singh, R., Kumar, A., & Walia, R. (2014). Synthesis and Nematicidal Bioevaluation of Substituted 2H-1-Benzopyrane-2-ones and their Carbamate Derivatives Against Root-Knot Nematode (Meloidogyne javanica). Asian Journal of Chemistry, 26(11), 3139–3143. https://doi.org/10.14233/ajchem.2014.15840

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References

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J.R. Corbett, K. Wright and A.C. Baillie, The Biochemical Mode of Action of Pesticides, Academic Press, London, edn 2, pp. 382 (1984).
R. Singh, T. Batra, M.S. Malik and O.P. Malik, Chim. Acta Turc., 23, 103 (1995).
I. Chopra, R.K. Walia and R. Singh, Pestic. Res. J., 18, 124 (2006).
R. Singh, B.B. Gupta, O.P. Malik and H.R. Kataria, Pestic. Sci., 20, 125 (1987); doi:10.1002/ps.2780200206.
K.M. Khan, Z.S. Saify, S. Begum, F. Noor, M.Z. Khan, S. Hayat, M.I. Choudhary, S. Perveen, Atta-Ur-Rahman and Zia-Ullah, Nat. Prod. Res., 17, 115 (2003); doi:10.1080/1478641031000103704.
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K. Gill, S.K. Mehta, M.S. Malik, O.P. Malik and R.K. Walia, Nematol. Mediterr., 29, 219 (2001).

References

P. Selvam, N. Ramlakshmi and S.K. Kumar, Int. J. Pharm. Sci. Res., 2, 413 (2011).

K. Takaishi, M. Izumi, N. Baba, L. Kawazu and S. Nakajima, Bioorg. Med. Chem. Lett., 18, 5614 (2008); doi:10.1016/j.bmcl.2008.08.102.

R.G. Kalkhambkar, G.M. Kulkarni, C.M. Kamanavalli, N. Premkumar, S.M.B. Asdaq and C.M. Sun, Eur. J. Med. Chem., 43, 2178 (2008); doi:10.1016/j.ejmech.2007.08.007.

R.L. Baron, Handbook of Pesticide Toxicology, Academic Press, New York, pp. 1125-1189 (1991).

S. Perveen, N. Fatima, K.M. Khan, A. Khan, M. Ali and M.I. Choudhary, J. Chem. Soc. Pak., 32, 338 (2010).

J. Yoshida, S. Kuroiwa, M. Sasaki and F. Hirata, Nippon Kagakkai Koenyokoshu, 82, 188 (2002).

T.W. Greene and P.G.M. Wuts, Protective Groups in Organic Synthesis, Wiley & Sons. New York, pp. 309-348 (1991).

J.R. Corbett, K. Wright and A.C. Baillie, The Biochemical Mode of Action of Pesticides, Academic Press, London, edn 2, pp. 382 (1984).

R. Singh, T. Batra, M.S. Malik and O.P. Malik, Chim. Acta Turc., 23, 103 (1995).

I. Chopra, R.K. Walia and R. Singh, Pestic. Res. J., 18, 124 (2006).

R. Singh, B.B. Gupta, O.P. Malik and H.R. Kataria, Pestic. Sci., 20, 125 (1987); doi:10.1002/ps.2780200206.

K.M. Khan, Z.S. Saify, S. Begum, F. Noor, M.Z. Khan, S. Hayat, M.I. Choudhary, S. Perveen, Atta-Ur-Rahman and Zia-Ullah, Nat. Prod. Res., 17, 115 (2003); doi:10.1080/1478641031000103704.

B.S. Furniss, A.J. Hannaford, V. Rogers, P.W. Smith and A.R. Tatchell, Text Book of Practical Organic Chemistry (Vogel), Great Britain ELBS and Longmann, edn 4, p. 925 (1978).

E.V. Stoyanov and J. Mezger, Molecules, 10, 762 (2005); doi:10.3390/10070762.

S.J. Park, J.C. Lee and K.I. Lee, Bull. Korean Chem. Soc., 28, 1203 (2007); doi:10.5012/bkcs.2007.28.7.1203.

K. Gill, S.K. Mehta, M.S. Malik, O.P. Malik and R.K. Walia, Nematol. Mediterr., 29, 219 (2001).

Issue

Vol. 26 No. 11 (2014): Vol 26 Issue 11

Synthesis and Nematicidal Bioevaluation of Substituted 2H-1-Benzopyrane-2-ones and their Carbamate Derivatives Against Root-Knot Nematode (Meloidogyne javanica)

Corresponding Author(s) : Rajvir Singh

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