Fungicides, QSAR

Chuman, FI., Ito, A., Saishoji, T. and Kumazawa, S. (1995). QSARs and 3 Dimensional Shape Studies of Fungicidal Azolylmethylcyclopentanols Molecular Design of Novel Fungicides Met-conazole and Ipconazole. ACS Symp.Ser., 606,171-185. 

Nakayama, A., Hagiwara, K., Hashimoto, S. and Shimoda, S. (1993). QSAR of Fungicidal Delta(3)-l,2,4-Thiadiazolines Reactivity Activity Correlation of SH Inhibitors. Quant.Struct.-Act.Relat., 12,251-255. 

Nakayama A, Hagiwara K, Hashimoto S, Shimoda S. QSAR of fungicidal A3-l,2,4-thiadiazolines. Reactivity-activity correlation of sulfhydryl inhibitors. Quant Struct-Act Relat 1993 12 251-255. 

We have successfully applied LOGANA and LOGON in a number of cases [122-126, 171] and use both methods routinely. As a simple example we shall present here results [122] obtained for a series of fungicidal carboxamides as inhibitors of succinate dehydrogenase (experimental data from [172]). The series comprises 89 compounds of the general stractuie presented in Fig. 5. Stmctuial variations are so extensive that QSAR methods of the Hansch or Free-Wilson type do not lead to meaningful results. Tables 6 and 7 summarize the topological descriptors used in the analysis. 

Information on the structure-activity relationships of enantiomers of ipconazole as well as their fungicidal and plant growth inhibitory activities has been published by Saishoji et al. [72] and Ito et al. [73]. QSARs and three-dimensional shape studies of fungicidal azoylmethyl-cyclopentanols such as ipconazole and metconazole are available from Ref [70]. 

In each data sheet, the core of information is the identification of substructural modification patterns which could be utilized as possible "rules" for the bioisosteric transformation in the lead evolution phase of the dnig design research not only within a single series, but also extended into other categories of bioactive compounds. There are numerous examples in which the structural evolution has occurred from agrochemicals to medicines (an example is the azole-type antimycotics shown in Fig. 1), from herbicides to fungicides as well as to insecticides and vice versa (Fujita, T. In Trends in QSAR and... 

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