Synthesis and characterization of some new tebufenozide analogues and study their toxicological effect against Spodoptera littoralis (Boisd.)

Elhady, O.; Mansour, E.; Elwassimy, M.; Zawam, S.; Drar, A.

Growing Science » Current Chemistry Letters » Synthesis and characterization of some new tebufenozide analogues and study their toxicological effect against Spodoptera littoralis (Boisd.)

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Current Chemistry Letters

ISSN 1927-730x (Online) - ISSN 1927-7296 (Print) Quarterly Publication Volume 11 Issue 1 pp. 63-68 , 2022

Synthesis and characterization of some new tebufenozide analogues and study their toxicological effect against Spodoptera littoralis (Boisd.) Pages 63-68 Download PDF

Authors: Omar M. Elhady, Erian. S. Mansour, M. M. Elwassimy, Sameh A. Zawam, Ali M. Drar

DOI: 10.5267/j.ccl.2021.9.005

Keywords: Spodoptera littoralis (Boisd.), Tebufenozide (Mimic), Tertiary butylhydrazine hydrochloride, Synthesis

Abstract: Many of mimic analogues synthesized before depending on the change in the structure of aromatic rings. In this work, the carbonyl group in the structure of compounds 1-4 converted to thiocarbonyl group, and then studying the toxicological activity due to chemical change in the active center of mimic analogues was performed for compounds N-tert-butyl-2,4-dichloro-N'-(2,4-dichlorobenzoyl)benzohydrazide (2) and N-tert-butyl-2,4-dichloro-N'-[(2,4-dichlorophenyl)carbonothioyl]benzenecarbothiohydrazide (6). The toxicological study was done by using 2nd and 4th instar larvae of the cotton leaf worm, Spodoptera littoralis (Boisd.). Five concentration levels (600, 300, 150, 75 and 37.5 ppm) of compounds (2) and (6) were applied on the fresh plant food to the newly grown (2^nd and 4^th) instar larvae.

How to cite this paper

 Elhady, O., Mansour, E., Elwassimy, M., Zawam, S & Drar, A. (2022). Synthesis and characterization of some new tebufenozide analogues and study their toxicological effect against Spodoptera littoralis (Boisd.).Current Chemistry Letters, 11(1), 63-68.

Refrences

1. El-Helaly A. A., and El-Bendary H. M. (2015) Field study to evaluate the joint action of certain insecticides, IGR's and baculoviruses against Spodoptera littoralis (Bosid.). J. Entomol. Zool. Stud., 3 (6) 289-293.
2. Dhadialla T. S., Carlson G. R., and Le D. P. (1998) New insecticides with ecdysteroidal and juvenile hormone activity. Ann. Rev. Entomol., 43 (1) 545-569.
3. Peck G. M., Merwin I. A., Brown M. G., and Agnello A. M. (2010) Integrated and organic fruit production systems for ‘Liberty’apple in the Northeast United States: a systems-based evaluation. HortScience, 45 (7) 1038-1048.
4. Wise J. C., Kim K., Hoffmann E. J., Vandervoort C., and Whalon M. E. (2007) Novel life stage targets against plum curculio, Conotrachelusnenuphar (Herbst), in apple integrated pest management. Pest Manag. Sci., 63 (8) 737-742.
5. Carlson G. R., Dhadialla T. S., Hunter R. K., Jany C. S., Lidert Z., and Slawecki R. A. (2001) The chemical and biological properties of methoxyfenozide, a new insecticidal ecdysteroid agonist. Pest Manag. Sci., 57 (2) 115-119.
6. Shang J., Sun R. F., Li Y. Q., Huang R. Q., Bi F.C., and Wang Q. M. (2010) Synthesis and Insecticidal Evaluation of N-tert-Butyl-N′-thio[1-(6-chloro-3-pyridylmethyl)-2-nitroiminoimidazolidine]-N,N′-diacylhydrazines. J. Agric. Food Chem., 58 (3) 1834-1837.
7/ El-Wassimy M. T. M., Erian S. M, Elhady O. M., and Drar A. M. (2016) Mimic Analogues and their Toxicological Aspects on Spodopteralittoralis (Boisd.). Middle-East Journal of Applied Sciences (MEJAS), 6 (3) 442-448.
8. Abbott W. S. (1925) A method of computing the effectiveness of an insecticide. J. Econ. Entomol., 18 (2) 265-267.
9. Finny D. J. (1952) Probit Analysis: A Statistical Treatment of the Sigmoid Response Curve, 2nd Ed, Cambridge Univ. Press, Cambridge, U. K.
10. Khodairy A., Mansour E. S., Elhady O. M., and Drar A. M. (2021) Novel N-cyanoguanidyl derivatives: Synthesis and studying their toxicological activity against Spodoptera littoralis and Schizaphis graminum. Curr. Chem. Lett., 10 (4) 363-370.
11. Abdel-Raheem Sh. A. A., Kamal El-Dean A. M., Hassanien R., El-Sayed M. E. A., and Abd-Ella A. A. (2020) Synthesis and biological activity of 2-((3-Cyano-4,6-distyrylpyridin-2-yl)thio)acetamide and its cyclized form. Alger. j. biosciences, 01 (02) 046-050.
12. Bakhite E. A., Abd-Ella A. A., El-Sayed M. E. A., and Abdel-Raheem Sh. A. A. (2014) Pyridine derivatives as insecticides. Part 1: Synthesis and toxicity of some pyridine derivatives against Cowpea Aphid, Aphis craccivora Koch (Homoptera: Aphididae). J. Agric. Food Chem., 62 (41) 9982–9986.
13. Abdelhamid A. A., Elsaghier A. M. M., Aref S. A., Gad M. A., Ahmed N. A., and Abdel-Raheem Sh. A. A. (2021) Preparation and biological activity evaluation of some benzoylthiourea and benzoylurea compounds. Curr. Chem. Lett., 10 (4) 371-376.
14. Bakhite E. A., Abd-Ella A. A., El-Sayed M. E. A., and Abdel-Raheem Sh. A. A. (2017) Pyridine derivatives as insecticides. Part 2: Synthesis of some piperidinium and morpholinium cyanopyridinethiolates and their Insecticidal Activity. J. Saud. Chem. Soc., 21 (1) 95–104.
15. Kamal El-Dean A. M., Abd-Ella A. A., Hassanien R., El-Sayed M. E. A., Zaki R. M., and Abdel-Raheem Sh. A. A. (2019) Chemical design and toxicity evaluation of new pyrimidothienotetrahydroisoquinolines as potential insecticidal agents. Toxicol. Rep., 6 (2019) 100-104.
16. Gad M. A., Aref S. A., Abdelhamid A. A., Elwassimy M. M., and Abdel-Raheem Sh. A. A. (2021) Biologically active organic compounds as insect growth regulators (IGRs): introduction, mode of action, and some synthetic methods. Curr. Chem. Lett., 10 (4) 393-412.
17. Kamal El-Dean A. M., Abd-Ella A. A., Hassanien R., El-Sayed M. E. A., and Abdel-Raheem Sh. A. A. (2019) Design, Synthesis, Characterization, and Insecticidal Bioefficacy Screening of Some New Pyridine Derivatives. ACS Omega, 4 (5) 8406-8412.
18. Abdel-Raheem Sh. A. A., Kamal El-Dean A. M., Zaki R. M., Hassanien R., El-Sayed M. E. A., Sayed M., and Abd-Ella A. A. (2021) Synthesis and toxicological studies on distyryl-substituted heterocyclic insecticides. Eur. Chem. Bull., 10 (4) 225-229.
19. Abdel-Raheem Sh. A. A., Kamal El-Dean A. M., Hassanien R., El-Sayed M. E. A., and Abd-Ella A. A. (2021) Synthesis and characterization of some distyryl-derivatives for agricultural uses. Eur. Chem. Bull., 10 (1) 35-38.
20. Tolba M. S., Sayed M., Abdel-Raheem Sh. A. A., Gaber T. A., Kamal El-Dean A. M., and Ahmed M. (2021) Synthesis and spectral characterization of some new thiazolopyrimidine derivatives. Curr. Chem. Lett., 10 (4) 471-478.
21. Al-Taifi E. A., Abdel-Raheem Sh. A. A., and Bakhite E. A. (2016) Some reactions of 3-cyano-4-(p-methoxyphenyl)-5-oxo-5,6,7,8-tetrahydroquinoline-2(1H)-thione; Synthesis of new tetrahydroquinolines and tetrahydrothieno[2,3-b]quinolines. Assiut University Journal of Chemistry (AUJC), 45 (1) 24-32.
22. Abdel-Raheem Sh. A. A., Kamal El-Dean A. M., Hassanien R., El-Sayed M. E. A., Sayed M., and Abd-Ella A. A. (2021) Synthesis and spectral characterization of selective pyridine compounds as
bioactive agents. Curr. Chem. Lett., 10 (3) 255-260.
23. Abdelhamid A. A., Elwassimy M. M., Aref S. A., and Gad M. A. (2019) Chemical design and bioefficacy screening of new insect growth regulators as potential insecticidal agents against Spodoptera littoralis (Boisd.). Biotechnology Reports, 24 (2019) 394-401.
24. Abdel-Raheem Sh. A. A., Kamal El-Dean A. M., Abd ul-Malik M. A., Abd-Ella A. A., Al-Taifi E. A., Hassanien R., El-Sayed M. E. A., Mohamed S. K., Zawam S. A., and Bakhite E. A. (2021) A concise review on some synthetic routes and applications of pyridine scaffold compounds. Curr. Chem. Lett., 10 (4) 337-362.
25. Tolba M. S., Kamal El-Dean A. M., Ahmed M., Hassanien R., Sayed M., Zaki R. M., Mohamed S. K., Zawam S. A., Abdel-Raheem Sh. A. A. (2021) Synthesis, reactions, and applications of pyrimidine derivatives. Curr. Chem. Lett., Accepted Manuscript (DOI: 10.5267/j.ccl.2021.008.002).