Abstract
The fungal activity of a series of five molecules derived from Pyridazin-3 (2h)-ones was studied in vitro over two life-cycle stages of two strains of Phytophthora spp. And a strain of Cholletotrichum spp . They showed an activity on spore production more than the mycelial growth of the strain of Cholletotrichum spp. However, the two Phytophthora species tested are sensitive to the different molecules used and to varying degrees. The Isolates of P. parasitica and P. citrophthora were highly sensitive to molecules with a Cholro radical, A (5-(2 ‘-chloro-l ‘-Benzylidene-Pyridazin-3-one) and D (5-(4 ‘- chloro1 ‘-benzylidene) at a concentration of 50 ppm by inhibiting the two life stages (mycelial growth and sporulation). In contrast, the concentrations of the molecules necessary to reduce the mycelial growth of C. gloeosporioides by 50% and 90% are very strong, can reach up to 41275.66 ppm.
In situ, the preventive treatment of chopsticks is effective against P. parasitica and P. citrophthora. This treatment has helped to reduce the diseases by stopping the development of lesions on fragments treated by different molecules in different concentrations. The percentage reduction can reach up to 84.73% for P. parasitica and 100% for P. citrophthora.
This is a preview of subscription content, log in via an institution to check access.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
Similar content being viewed by others
References
Vanderweyen: La gommose à Phytophthora des agrumes au Maroc. Les agents pathogènes et la recherche de porte-greffe résistants. Al-Awamia. 51, 83–127 (1974)
Serrhini, M.N. : La résistance de Phytophthora citrophthora au metalaxyl, Univ. Cathol. Louvain, thèse, Belgique, 150p (1986)
Benyahia, H. Effet de la salinité sur le développement des maladies à Phytophthora des agrumes au Maroc. Thèse de 3ème cycle, université Cadi Ayyad, Faculté des Sciences Semlalia, Marrakech, Maroc (1998), 170p (1998).
Timmer, L.W.; Menge, J.A.: Phytophthora– induced diseases. In: Whiteside, J.O., Garnsey, S.M., Timmer, L.W. (eds.) Compendium of Citrus Diseases, pp. 22–24. APS Press, St Paul (1998)
Whiteside, J.O.; Garnsey, S.M.; Timmer, L.W., Eds: Compendium of Citrus Diseases. APS Press, St. Paul (1988)
Timmer, L.W., Darhower, H.M., Zitko, S.E., Peever, T.L., Ibañez, A.M., Bushong, P.M.: Environmental factors affecting the severity of Alternaria brown spot of citrus and their potential use in timing fungicide applications. Plant Dis. 84, 638–643 (2000)
Benyahia, H.: Amélioration de la résistance des porte-greffes d’agrumes vis-à-vis des contraintes biotiques et abiotiques, thèse de Doctorat. Université Mohamed Ben Abdellah, Faculté des Sciences Dhar El Mahraz (2008)
Boudoudou, D., Fadli, A., Talha, A., Bourachdi, Y., Douira, A.., Benyahia, H. : Effect of seasonal and citrus rootstocks on inoculum density of Phytophthora sp. In: Citrus Orchard in a Heavy Soil of the Gharb Region of Morocco. Biolife 3(2), 367–377 (2015)
Klotz, J.: Color Handbook of Citrus Diseases. University of California, Division of Agricultural Sciences, 74p (1961)
Laville, E.: Use of a new systemic fungicide, Aliette, in the control of citrus gummosis due to Phytophthora. Fruits 34, 35–41 (1979)
Sandler, H.A., Timmer, L.W., Graham, J.H., Zitko, S.E.: Effect of fungicide applications on populations of Phytophthora parasitica and feeder root densities and fruit yields of Citrus trees. Plant Dis. 73, 902–906 (1989)
Farih, A., Tsao, P.H., Menge, J.A.: Fungitoxic activity of fosethyl aluminium on growth, sporulation and germination of Phytophthora parasitica and P. citrophtora. Phytopathology 71, 934–936 (1981)
Timmer, L.W., Castle, W.S.: Effectiveness of metalaxyl and fosetyl AI against Phytophthora parasitica on sweet orange. PI. Dis. 69, 741–743 (1985)
Dercks, W., Buchenauer, H.: Untersuchungenzum Einfluss von Alumiaiumfosetyl auf den pflanzlichen Phenolstoffwechsel in den Pathogen -Wirt – Beziehungen Phytophthora fragaria - Erdbeere und Bremialactuca - Salat. J. Phytopathol. 115, 37–55 (1986)
Bompeix, G., Saindrenan, P.: ln vitro antifungal activity of fosetyl·Al and phosphorous acid on Phytophthora species. Fruits 39, 777–786 (1984)
Jian, W., Baoan, S., Hongjun, C., Bhadury, P., Deyu, H.: Synthesis and antifungal activity of 5-Chloro-6-Phenylpyridazin-3(2H)-one derivatives. Molecules 14, 3676–3687 (2009)
SomilaKhaidem, S., Sarveswari, R.G., Vijayakumar, V.: Synthesis and biological evaluation of some pyridazinone derivatives. Int. J. Res. Pharm. Chem. 2, 2231–2781 (2012)
Benmoussa, A., et al.: Synthesis and antimicrobial properties of some Pyridazin-3-Thiones derivatives. Int. J. PharmTech. Res. CODEN 4(4), 1591–1594 (2012). ISSN:0974-4304
El Marrakchi, L., et al.: Synthesis and antioxidant properties of some 5-benzyl-6-methylpyridazin3(2H)-ones derivatives. J. Chem. Pharmaceut. Res. 6(11), 70–74 (2012)
Kasnar, B., Wise, D.S., Kucera, L.S., Drach, J.C., Townsend, L.B.: Synthesis of 2’,3’-dideoxy- and3’-azido-2’,3’-dideoxypyridazine nucleosides as potential antiviral agents. Nucleos. Nucleot. Nucl. 13, 459–479 (1994)
Zou, X.J., Jin, G.Y., Yang, Z.: Synthesis of hydrazides of 1-aryl-1,4-dihydro-6-methyl-4-pyridazinone and their antiviral activity against TMV. Chin. J. Appl. Chem. 18, 599–601 (2001)
Hiroshi, M., Akio, M.: Pyridazine compound and use thereof. 1767529. EP Patent. 2005[Chem. Abstr.2005, 144, 51595]
Shinichiro, S.; Shinichiro, M.A.; Akio, M.: Pyridazine compound and bactericide containing the same. JP Patent 2007182430 (2005). [Chem. Abstr. 147, 166329]
Hoshino, K.; Koike, Y.: Halopyridazines as insecticides. JP Patent 2005263694 (2007)
Ishimukai, M., Matsusaka, M. : Insecticides comprising dihalopyridazines. JP Patent 2007077140 (2007)
Yang, H.Z., et al. : Method for preparation of 3-substituted oxypyridazine derivatives with herbicidal activity. CN Patent 101058562[ (2005). Chem. Abstr, 14 541897]
Yang, H.Z., et al.: Method for preparation of 3-substituted aminopyridazine derivatives with herbicidal activity.CN Patent 101058563 (2007). [Chem. Abstr, 147: 541889]
MassudAllag, S.; Anwair. 2004.Synthesis, lipophilicity and Antifungal properties of 3(2h)- pyridazinone derivatives. Under the supervision of Professor PéterMátyus, Ph.D
Kinugawa, J., Ochiai, M., Yamamoto, H.: Studies on Fungicides. III: synthesis and antifungal activity of some Pyridazine derivatives. Yakugaku Zasshi 80, 1559–1564 (1960)
Akio, M.: Pyridazine compound and use thereof. WO Patent 2007066601 (2007). [Chem. Abstr. 2007, 147, 72775]
Trah, S.; Lamberth, C.; Wedeborn, S.: Novel pyridazine derivatives. WO Patent 2008049584 (2008) [Chem. Abstr. 148, 495967]
Thomas, M., et al.: Application of cross-coupling and metalation chemistry of 3(2H)-Pyridazinones to Fungicide and herbicide discovery. J. HeterocyclicChem. 42 427 (2005)
Liu, W.D., Li, Z.W., Li, Z.Y., Wang, X.G., Gao, B.D.: Synthesis and biological activity of methylN-methoxy-N-[2-(1,6-dihydro-1-substituent-6-oxo-pyridazin yloxymethyl)phenl]carbamates. Chin. J. Org. Chem. 25, 445–448 (2005)
Author information
Authors and Affiliations
Corresponding author
Editor information
Editors and Affiliations
Rights and permissions
Copyright information
© 2023 The Author(s), under exclusive license to Springer Nature Switzerland AG
About this paper
Cite this paper
Boudoudou, D. et al. (2023). Effect of Some Derivatives of Pyridazin-3 (2h) – Ones on the in Vitro and in Situ Development of Different Pathogenic Fungi on Citrus Fruits. In: Kacprzyk, J., Ezziyyani, M., Balas, V.E. (eds) International Conference on Advanced Intelligent Systems for Sustainable Development. AI2SD 2022. Lecture Notes in Networks and Systems, vol 713. Springer, Cham. https://doi.org/10.1007/978-3-031-35248-5_49
Download citation
DOI: https://doi.org/10.1007/978-3-031-35248-5_49
Published:
Publisher Name: Springer, Cham
Print ISBN: 978-3-031-35247-8
Online ISBN: 978-3-031-35248-5
eBook Packages: Intelligent Technologies and RoboticsIntelligent Technologies and Robotics (R0)