Since the first identification of bombykol, sex pheromones of about 700 moth species have been elucidated. Additionally, field evaluations of synthetic pheromones and their related compounds have revealed the male attraction of another 1,300 species. These pheromones and attractants are listed on the web-sites, “Pheromone Database, Part I.” Pheromone components are classified according to their chemical structures into two major groups (Types I and II) and miscellaneous. Based on our previous review published in 2004, studies reported during the last two decades are highlighted here to provide information on the structure characteristics of newly identified pheromones, current techniques for structure determination, new enantioselective syntheses of methyl-branched pheromones, and the progress of biosynthetic research. Besides the moth sex pheromones, various pheromones and allomones from many arthropod species have been uncovered. These semiochemicals are being collected in the “Pheromone Database, Part II.” The chemical diversity provides a wonderland for natural product chemists.

Flutianil, chemically characterized as a cyano-methylene thiazolidine, showed antifungal activity against powdery mildew on various crops but not any other plant pathogens tested. Flutianil showed high residual and translaminar activities and rainfastness against Podosphaera xanthii. It also exhibited curative activity against P. xanthii on cucumber at an extremely low concentration of 10 mg/L. There was no cross-resistance between flutianil and other existing fungicides. Morphological studies revealed that flutianil did not inhibit the early infection behavior of Blumeria graminis f. sp. hordei i.e., conidium bursting, primary and appressorial germinations, appressorium development and hook formations, but it did inhibit haustorium formation and further fungal development. Nutrient absorption by haustoria and subsequent secondary hyphal elongation was inhibited by flutianil but not by the fungicide that showed a similar inhibitory pattern up to the haustorium formation stage of the infection process. These findings suggest that flutianil might have a novel mode of action.

The combination of herbicides with different modes of action has been adopted not only to improve weed control but also to increase the environmental sustainability of plant-protection products. In this study, we showed a synergistic effect of the auxin herbicide 2,4-D amine with the PSII-inhibiting herbicide metribuzin to control the global grass weed wild oat (Avena sterilis) population and investigated the underlying mechanisms. Pretreatment with 2,4-D amine did not change the foliar absorption of metribuzin but did increase metribuzin translocation to the roots and new leaves, although enhancement of the metribuzin metabolism was also observed. Considering that the expression level of the target site psbA gene is significantly higher in leaves than in roots, increased metribuzin translocation to new leaves is likely the major cause of the observed synergism, even though enhanced metribuzin metabolism may offset the metribuzin efficacy. This is the first report on the synergistic mechanism between 2,4-D amine and metribuzin in weed control.

Five species of aquatic fungi and fungus-like organisms were used for toxicity assays with seven fungicides to determine the differences in species sensitivity. A microplate toxicity assay with adenosine triphosphate luminescence detection was used as an efficient and economical high-throughput assay. The obtained toxicity data were standardized based on the species sensitivity distribution method. Species sensitivity differed among the fungicides: Rhizophydium brooksianum was most sensitive to hydroxyisoxazole, isoprothiolane, and ferimzone; Chytriomyces hyalinus was most sensitive to tricyclazole; Sporobolomyces roseus was most sensitive to ipconazole; Aphanomyces stellatus was most sensitive to orysastrobin and kasugamycin. Tetracladium setigerum was not the most sensitive species to any of the tested fungicides. The ranges of EC₅₀s to fungal species were lower than to other aquatic organisms (primary producers, invertebrates, and vertebrates) for hydroxyisoxazole, kasugamycin, isoprothiolane, ipconazole, and ferimzone. These results suggest the usefulness of a battery of fungal species to assess the ecological effects of fungicides.

Orobanchaceae root parasitic weeds cause serious agricultural damage worldwide. Although numerous studies have been conducted to establish an effective control strategy for the growth and spread of root parasitic weeds, no practical method has been developed so far. Previously, metabolomic analyses were conducted on germinating seeds of a broomrape, Orobanche minor, to find novel targets for its selective control. Interestingly, planteose metabolism was identified as a possible target, and nojirimycin (NJ) selectively inhibited the germination of O. minor by intercepting planteose metabolism, although its precise mode of action was unclear. Here, transcriptome analysis by RNA-Seq was conducted to obtain molecular insight into the effects of NJ on germinating O. minor seeds. Differential gene expression analysis results suggest that NJ alters sugar metabolism and/or signaling, which is required to promote seed germination. This finding will contribute to understanding the effect of NJ and establishing a novel strategy for parasitic weed control.

Glutathione transferase (GST) is an important class of detoxification enzymes that are vital for defense against various xenobiotics and cellular oxidative stress. Previously, we had reported an unclassified glutathione transferase 2 in Bombyx mori (bmGSTu2) to be responsible for detoxifying diazinon. In this study, we aimed to identify the amino acid residues that constitute a hydrogen-bonding network important for GST activity. Site-directed mutagenesis of bmGSTu2 suggested that residues Asn102, Pro162, and Ser166 contribute to its catalytic activity.

The baseline sensitivity of Botrytis cinerea to fenpyrazamine was evaluated using 323 isolates collected in Japan prior to its launch. In this study, the isolates were classified as “sensitive” and “low-sensitive” according to their mycelial growth on 10 mg/L fenpyrazamine. However, their EC₅₀ values for the germ-tube elongations from conidia were not significantly different between these two classes. In both a pot test and a field trial, diseases caused by the sensitive and low-sensitive isolates were effectively controlled by fenpyrazamine.

This study was designed to understand the dissipation of fipronil, cypermethrin, and tebuconazole in green onions and mustard greens grown in Central Vietnam. A field trial on ca. 400 m² was implemented for two months with three different cropping regimes (natural plot—fully exposed to natural conditions; bed plot—fenced in by plastic sheets with an open roof; and protected plot—fully covered by plastic sheets) for each vegetable. A first-order kinetic model was successfully employed to interpret the dissipation data of each studied pesticide. A comparing the dissipation rate constants obtained under the same crop and growing regime between chemicals suggested that, among the chemicals examined, fipronil dissipated most readily. The pesticides were also proven to be more persistent in crops grown in protected plots than those grown in natural plots. The half-lives for fipronil, cypermethrin, and tebuconazole fluctuated, occurring at 0.4–2.2 days, 2.0–6.0 days, and 0.9–3.3 days, respectively.