Insecticidal bioefficacy screening of some chalcone and acetophenone hydrazone derivatives on Spodopetra Frugiperda (Lepidoptera: Noctuidae)

El-Gaby, M.; Ammar, Y.; Drar, A.; Gad, M.

Growing Science » Current Chemistry Letters » Insecticidal bioefficacy screening of some chalcone and acetophenone hydrazone derivatives on Spodopetra Frugiperda (Lepidoptera: Noctuidae)

Journals

CCL Volumes

Volume 1 (23)
- Issue 1 (7)
- Issue 2 (5)
- Issue 3 (6)
- Issue 4 (5)

Volume 2 (26)
- Issue 1 (7)
- Issue 2 (6)
- Issue 3 (6)
- Issue 4 (7)

Volume 3 (30)
- Issue 1 (7)
- Issue 2 (10)
- Issue 3 (8)
- Issue 4 (5)

Volume 4 (21)
- Issue 1 (5)
- Issue 2 (5)
- Issue 3 (6)
- Issue 4 (5)

Volume 5 (20)
- Issue 1 (5)
- Issue 2 (5)
- Issue 3 (5)
- Issue 4 (5)

Volume 6 (20)
- Issue 1 (5)
- Issue 2 (5)
- Issue 3 (5)
- Issue 4 (5)

Volume 7 (15)
- Issue 1 (4)
- Issue 2 (4)
- Issue 3 (4)
- Issue 4 (3)

Volume 8 (20)
- Issue 1 (5)
- Issue 2 (5)
- Issue 3 (5)
- Issue 4 (5)

Volume 9 (20)
- Issue 1 (5)
- Issue 2 (5)
- Issue 3 (5)
- Issue 4 (5)

Volume 10 (43)
- Issue 1 (5)
- Issue 2 (7)
- Issue 3 (17)
- Issue 4 (14)

Volume 11 (43)
- Issue 1 (14)
- Issue 2 (11)
- Issue 3 (10)
- Issue 4 (8)

Volume 12 (78)
- Issue 1 (21)
- Issue 2 (22)
- Issue 3 (20)
- Issue 4 (15)

Volume 13 (68)
- Issue 1 (23)
- Issue 2 (17)
- Issue 3 (16)
- Issue 4 (12)

Volume 14 (20)
- Issue 1 (20)

Countries

Current Chemistry Letters

ISSN 1927-730x (Online) - ISSN 1927-7296 (Print) Quarterly Publication Volume 11 Issue 3 pp. 263-268 , 2022

Insecticidal bioefficacy screening of some chalcone and acetophenone hydrazone derivatives on Spodopetra Frugiperda (Lepidoptera: Noctuidae) Pages 263-268 Download PDF

Authors: Mohamed Sayed A. El-Gaby, Yousry A. Ammar, Ali M. Drar, Mohamed A. Gad

DOI: 10.5267/j.ccl.2022.4.003

Keywords: Insecticidal bioefficacy, Chalcone, Hydrazone and Spodopetra Frugiperda

Abstract: Spodopetra Frugiperda is a highly polyphagous migratory lepidopteran pest species. It causes infestation in crops leading to severe crop losses. Being a new invasive parasite, its susceptibility to insecticides needs to be explored and therefore, there is an urgent need to develop the potent insecticides for the effective control of this insect pest. This is the first report on toxic effects produced by the prepared chalcone and hydrazone analogs, followed by structure relationships. Five compounds of chalcone and hydrazone derivatives have been synthesized in pure state as reported procedures, and their toxicity as potential insecticidal agent against Spodopetra Frugiperda was screened. Their characterizations by using spectroscopic analyses were performed. The toxicity data exhibited that compound 5 is more toxic about 2-fold than other synthesized compounds, the other screened compounds showed weak to strong toxicological activity against Spodopetra Frugiperda (lepidoptera: Noctuidae).

How to cite this paper

 El-Gaby, M., Ammar, Y., Drar, A & Gad, M. (2022). Insecticidal bioefficacy screening of some chalcone and acetophenone hydrazone derivatives on Spodopetra Frugiperda (Lepidoptera: Noctuidae).Current Chemistry Letters, 11(3), 263-268.

Refrences

(1) Ameta K. L., Kumar B., and Rathore N. S. (2011) Microwave Induced Improved Synthesis of Some Novel Substituted 1,3-Diarylpropenones and their Antimicrobial Activity. E-J. Chem., 8 (2011) 665–670.
(2) Meagher R. L., and Nagoshi R. N. (2004) Population dynamics and occurrence of Spodoptera frugiperda host strains in southern Florida. Ecol. Entomol., 29 (5) 614–620.
(3) Groot A. T., Marr M., Heckel D. G., and SchÖfl G. (2010) The roles and interactions of reproductive isolation mechanisms in fall armyworm (Lepidoptera: Noctuidae) host strains. Ecol. Entomol., 356 (2010) 105–118.
(4) Amslinger S., Al-Rifai N., Winter K., Wörmann K., Scholz R., Baumeister P., and Wild M. (2013) Reactivity assessment of chalcones by a kinetic thiol assay. Org. Biomol. Chem., 11 (2013) 549–554.
(5) Assefa F., and Ayalew D. (2019) Status and control measures of fall armyworm (Spodoptera frugiperda) infestations in maize fields in Ethiopia: A review. Cogent Food Agric., 5 (2019) 1641902–1641917.
(6) Zhuang C., Zhang W., Sheng C., Zhang W., Xing C., Miao Z. (2017) Chalcone: A privileged structure in medicinal chemistry. Chem. Rev., 117 (2017) 7762–7810.
(7) Panche A. N., Diwan A. D., Chandra S. R. (2016) Flavonoids: an overview. J. Nutr. Sci., 5 (47) 1-5.
(8) Prasad Y. R., Kumar P. R., Deepti C. A.,and Ramana, M. V. (2006) Synthesis and Antimicrobial Activity of Some Novel Chalcones of 2-Hydroxy-1-Acetonapthone and 3-Acetyl Coumarin. Eur. J. Chem., 3 (2006) 236–241.
(9) Boger M., Dur D., Gsell L., Hall R. G., Karrer F., Kristiansen O., Maienfisch P., Pascual A.and Rindlisbacher A. (2001) Synthesis and structure activity relationships of benzophenone hydrazone derivatives with insecticidal activity. Pest Manag. Sci., 57 (2001) 191–202.
(10) Liu M., Wang Y., Wangyang W. Z., Liu F., Cui Y. L., Duan Y. S., Wang M., Liu S. Z. and Rui C. H. (2010) Design, synthesis and insecticidal activities of phthalamides containing a hydrazone substructure. J. Agric. Food Chem., 58 (2010) 6859–63.
(11) Wu J., Song B. A., Hu D. Y., Yue M. and Yang S. (2012) Design synthesis and insecticidal activities of novel pyrazole amides containing hydrazone substructures. Pest Manag. Sci., 68 (2012) 801–10.
(12) Prasad Y. R., Rao A. L., Rambabu R., and Kumar, P. R. (2007) Synthesis and biological evaluation of some novel chalcone derivatives. Oriental J. Chem., 23 (2007) 927–937.
(13) Nalwar Y., Sayyed M., Mokle S., Zanwar P., and Vibhute, Y. (2009) Synthesis and Insect Antifeedant Activity of Some New Chalcones Against Phenacoccus solanopsis. World J. Chem., 4 (2009)123–126.
(14) Abdel Motaal E. A., El-Gaby M. S. A. and Salem M., A. (2015) Design, synthesis and anticancer activity of new 3-cyano-2-(1H)pyridone and 3-cyanopyridine-2-(1H)-thione Derivatives. Orient. J. Chem., 31 (2) 875-884.
(15) El-Gaby M. S. A. (2004) Syntheses of Hitherto Unknown Thiazole, Ylidene and Pyridinethione Derivatives Having a Piperidin-1-yl Moiety and Their Use as Antimicrobial Agents. J. Chin. Chem. Soc., 1 (2004) 51 125-134.
(16) Abdelhamid A. A, Salama K. S. M., Elsayed A. M., Gad M. A., and El-Remaily M. A. A. A. (2022) Synthesis and Toxicological effect of some new pyrrole derivatives as prospective insecticidal agents against the cotton leafworm, spodoptera littoralis (Boisduval). ACS Omega, 7 (2022) 3990-4000.
(17) 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.
(18) O’Brien P. J., Abdel-Aal Y. A., Ottea J. A., and Graves, J. B. (1992) Relationship of insecticide resistance to carboxylesterases in Aphis gossypii (Homoptera: Aphididae) from Midsouth cotton, J. Econ. Entomol., 85 (3) 651–657.
(19) 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 (IGR): introduction, mode of action and some synthetic methods. Curr. Chem. Lett., 10 (4) 393-412.
(20) 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.
(21) Abbott W. S. (1925) A method of computing the effectiveness of an insecticide. J. Econ. Entomol., 18 (2) 265-267.
(22) Finny D. J. (1952) Probit analysis: A statistical treatment of the sigmoid response curve, 2nd Ed, Cambridge Univ. Press, Cambridge, U. K.
(23) Sun, Y. P. (1950) Toxicity index an improved method of comparing the relativetoxicity of insecticides. J. Econ. Entomol., 43 (1950) 45−53.
(24) 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.
(25) 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.
(26) 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.
(27) Tolba M. S., Sayed M., Kamal El-Dean A. M., Hassanien R., Abdel-Raheem Sh. A. A., and Ahmed M. (2021) Design, synthesis and antimicrobial screening of some new thienopyrimidines. Org. Commun., 14 (4) 334-345.
(28) 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.
(29) Abdel-Raheem Sh. A. A., Kamal El-Dean A. M., Abdul-Malik M. A., Hassanien R., El-Sayed M. E. A., Abd-Ella A. A., Zawam S. A., and Tolba M. S. (2022) Synthesis of new distyrylpyridine analogues bearing amide substructure as effective insecticidal agents. Curr. Chem. Lett., 11 (1) 23-28.
(30) 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 morpholiniumcyanopyridinethiolates and their Insecticidal Activity. J. Saud. Chem. Soc., 21 (1) 95–104.
(31) 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.
(32) 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.
(33) 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.
(34) 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.
(35) Abdel-Raheem Sh. A. A., Kamal El-Dean A. M., Abdul-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.
(36) Tolba M. S., Kamal El-Dean A. M., Ahmed M., Hassanien R., Sayed M., Zaki R. M., Mohamed S. K., Zawam S. A., and Abdel-Raheem Sh. A. A. (2022) Synthesis, reactions, and applications of pyrimidine derivatives. Curr. Chem. Lett., 11 (1) 121-138.
(37) Tolba M. S., Abdul-Malik M. A., Kamal El-Dean A. M., Geies A. A., Radwan Sh. M., Zaki R. M., Sayed M., Mohamed S. K., and Abdel-Raheem Sh. A. A. (2022) An overview on synthesis and reactions of coumarin based compounds. Curr. Chem. Lett., 11 (1) 29-42.
(38) 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.
(39) Abd-Ella A. A., Metwally S. A., Abdul-Malik M. A., El-Ossaily Y. A., Abd Elrazek F. M., Aref S. A., Naffea Y. A., and Abdel-Raheem Sh. A. A. (2022) A review on recent advances for the synthesis of bioactive pyrazolinone and pyrazolidinedione derivatives. Curr. Chem. Lett., 11 (2) 157-172.
(40) Abdelhafeez I. A., El-Tohamy S. A., Abdul-Malik M. A., Abdel-Raheem Sh. A. A., and El-Dars F. M. S. (2022) A review on green remediation techniques for hydrocarbons and heavy metals contaminated soil. Curr. Chem. Lett., 11 (1) 43-62
(41) Elhady O. M., Mansour E. S., Elwassimy M. M., Zawam S. A., Drar A. M., and Abdel-Raheem Sh. A. A. (2022) Selective synthesis, characterization, and toxicological activity screening of some furan compounds as pesticidal agents. Curr. Chem. Lett., Accepted Manuscript (DOI: 10.5267/j.ccl.2022.3.006).