Preparation and antifungal activity evaluation of hinokitiol emulsifiable concentrate against Sclerotinia sclerotiorum

References

• Bentley R. 2008. A fresh look at natural tropolonoids. Nat Prod Rep. 25(1):118–138. doi:10.1039/B711474E.
   PubMed Web of Science ®Google Scholar
• Coombs RW, Trust TJ. 1973. The effect of light on the antibacterial activity of β-thujaplicin. Can J Microbiol. 19(9):1177–1180. doi:10.1139/m73-190.
   PubMed Web of Science ®Google Scholar
• Domon H, Hiyoshi T, Maekawa T, Yonezawa D, Tamura H, Kawabata S, Yanagihara K, Kimura O, Kunitomo E, Terao Y. 2019. Antibacterial activity of hinokitiol against both antibiotic‐resistant and‐susceptible pathogenic bacteria that predominate in the oral cavity and upper airways. Microbiol Immunol. 63(6):213–222. doi:10.1111/1348-0421.12688.
   PubMed Web of Science ®Google Scholar
• Hachlafi NE, Lakhdar F, Khouchlaa A, Bakrim S, Omari NE, Balahbib A, Shariati MA, Zengin G, Fikri BK, Orlando G, et al. 2021. Health benefits and pharmacological properties of hinokitiol. Processes. 9(9):1680. doi:10.3390/pr9091680.
   Web of Science ®Google Scholar
• Hu WX, Liu CW, Jiménez JA, Mccoy ES, Hsiao YC, Lin WL, Engel SM, Lu K, Zylka MJ. 2022. Detection of azoxystrobin fungicide and metabolite azoxystrobin-acid in pregnant women and children, estimation of daily intake, and evaluation of placental and lactational transfer in mice. Environ Health Perspect. 130(2):027013. doi:10.1289/EHP9808.
   PubMed Web of Science ®Google Scholar
• Huang X, Luo J, Li BX, Song YF, Mu W, Liu F. 2019. Bioactivity, physiological characteristics and efficacy of the SDHI fungicide pydiflumetofen against Sclerotinia sclerotiorum. Pestic Biochem Physiol. 160:70–78. doi:10.1016/j.pestbp.2019.06.017.
   PubMed Web of Science ®Google Scholar
• Imai N, Doi Y, Nabae K, Tamano S, Hagiwara A, Kawabe M, Ichihara T, Ogawa K, Shirai T. 2006. Lack of hinokitiol (beta-thujaplicin) carcinogenicity in F344/DuCrj rats. J Toxicol Sci. 31(4):357–370. doi:10.2131/jts.31.357.
   PubMedGoogle Scholar
• Inoue Y, Suzuki R, Murata I, Nomura H, Isshiki Y, Kanamoto I. 2020. Evaluation of antibacterial activity expression of the hinokitiol/cyclodextrin complex against bacteria. ACS Omega. 5(42):27180–27187. doi:10.1021/acsomega.0c03222.
   PubMed Web of Science ®Google Scholar
• Jin XY, Zhang M, Lu JH, Duan XM, Chen JY, Liu Y, Chang WQ, Lou HX. 2021. Hinokitiol chelates intracellular iron to retard fungal growth by disturbing mitochondrial respiration. J Adv Res. 34:65–77. doi:10.1016/j.jare.2021.06.016.
   PubMed Web of Science ®Google Scholar
• Komaki N, Watanabe T, Ogasawara A, Sato N, Mikami T, Matsumoto T. 2008. Antifungal mechanism of hinokitiol against Candida albicans. Biol Pharm Bull. 31(4):735–737. doi:10.1248/bpb.31.735.
   PubMed Web of Science ®Google Scholar
• Kwon Y, Kim HS, Kim HW, Lee DW, Choi YH. 2017. Antifungal activities of β-thujaplicin originated in Chamaecyparis obtusa. JABC. 60(3):265–269. doi:10.3839/jabc.2017.042.
   Google Scholar
• Liu K, Li Y, Wang R, Chen BW, Wang TY, Ding WL. 2020. A preliminary report on resistance of bogray mold in ginseng producing areas. Plant Protection. 46(02):196–198 + 208. (in Chinese). doi:10.16688/j.zwbh.2019371.
   Google Scholar
• Liu SM, Zhang Y, Jiang J, Che ZP, Tian Y, Chen GQ. 2018. Carbendazim resistance and dimethachlone sensitivity of field isolates of Sclerotinia sclerotiorum from oilseed rape in Henan Province, China. J. Phytopathol. 166(10):701–708. doi:10.1111/jph.12751.
   Web of Science ®Google Scholar
• Luo Q, Schoeneberg A, Hu M. 2021. Resistance to azoxystrobin and thiophanate-methyl is widespread in Colletotrichum spp. isolates from the mid-atlantic strawberry fields. Plant Dis. 105(8):2202–2208. doi:10.1094/PDIS-09-80-8048-RE.
   PubMed Web of Science ®Google Scholar
• Matsumura E, Morita Y, Date T, Tsujibo H, Yasuda M, Okabe T, Ishida N, Inamori Y. 2001. Cytotoxicity of the hinokitiol-related compounds, γ-thujaplicin and β-dolabrin. Biol Pharm Bull. 24(3):299–302. doi:10.1248/bpb.24.299.
   PubMed Web of Science ®Google Scholar
• Mello J, Colombo V, Gorni GR, Corbi JJ. 2021. Effects of pyrimethanil fungicide on chironomidae community structure. An Acad Bras Ciênc. 93(suppl 3):e20200860. doi:10.1590/0001-3765202120200860.
   PubMedGoogle Scholar
• Meng YL, Zhong K, Xiao JH, Huang Y, Wei Y, Tang L, Chen SP, Wu J, Ma JZ, Cao ZG, et al. 2020. Exposure to pyrimethanil induces developmental toxicity and cardiotoxicity in zebrafish. Chemosphere. 255:126889. doi:10.1016/j.chemosphere.2020.126889.
   PubMed Web of Science ®Google Scholar
• Morita Y, Matsumura E, Okabe T, Fukui T, Shibata M, Sugiura M, Ohe T, Tsujibo H, Ishida N, Inamori Y. 2004. Biological activity of α-thujaplicin, the isomer of hinokitiol. Biol Pharm Bull. 27(6):899–902. doi:10.1248/bpb.27.899.
   PubMed Web of Science ®Google Scholar
• Nuwamanya AM, Runo S, Mwangi M. 2022. In-vitro sensitivity of Alternaria solani isolates to azoxystrobin and difenoconazole fungicides in Kenya and detection of Cyt b mutations associated with azoxystrobin resistance. Crop Prot. 158:106010. doi:10.1016/j.cropro.2022.106010.
   Web of Science ®Google Scholar
• Ortiz-Urquiza A, Keyhani NO. 2015. Stress response signaling and virulence: insights from entomopathogenic fungi. Curr Genet. 61(3):239–249. doi:10.1007/s00294-014-0439-9.
   PubMed Web of Science ®Google Scholar
• Qiao YH, Xu LT, Xu GY, Cao YX, Gao YQ, Wang Y, Feng JT. 2022a. Efficacy and potential mechanism of hinokitiol against postharvest anthracnose of banana caused by Colletotrichum musae. LWT. 161:113334. doi:10.1016/j.lwt.2022.113334.
   Web of Science ®Google Scholar
• Qiao YH, Zhang MW, Cao YX, Mi QQ, Liang S, Feng JT, Wang Y. 2022b. Postharvest sclerotinia rot control in carrot by the natural product hinokitiol and the potential mechanisms involved. Int J Food Microbiol. 383:109939. doi:10.1016/j.ijfoodmicro.2022.109939.
   PubMed Web of Science ®Google Scholar
• Reilly TJ, Smalling KL, Orlando JL, Kuivila KM. 2012. Occurrence of boscalid and other selected fungicides in surface water and groundwater in three targeted use areas in the United States. Chemosphere. 89(3):228–234. doi:10.1016/j.chemosphere.2012.04.023.
   PubMed Web of Science ®Google Scholar
• Saniewski M, Horbowicz M, Kanlayanarat S. 2014. The biological activities of troponoids and their use in agriculture a review. J Hort Res. 22(1):5–19. doi:10.2478/johr-8014-0001.
   Google Scholar
• Saniewski M, Saniewska A, Kanlayanarat S. 2007. Biological activities of tropolone and hinokitiol: the tools in plant physiology and their practical use. International Conference on Quality Management in Supply Chains of Ornamentals. 755:133–142. doi:10.17660/ActaHortic.2007.755.17.
   Google Scholar
• Seltenrich N. 2022. More pieces of the puzzle: new insights into azoxystrobin exposures and neurotoxicity. Environ Health Perspect. 130(4):044002. doi:10.1289/EHP11166.
   PubMed Web of Science ®Google Scholar
• Sharma M, Maheshwari N, Khan FH, Mahmood R. 2022. Carbendazim toxicity in different cell lines and mammalian tissues. J Biochem Molecular Tox. 36(12):e23194. doi:10.1002/jbt.23194.
   PubMed Web of Science ®Google Scholar
• Vielba-Fernández A, Polonio Á, Ruiz-Jiménez L, Vicente A, Pérez-García A, Fernández-Ortuño D. 2020. Fungicide resistance in powdery mildew fungi. Microorganisms. 8(9):1431. doi:10.3390/microorganisms8091431.
   PubMed Web of Science ®Google Scholar
• Wang JH, Hong YX, Li CC, Wu BM. 2022. Effects of high temperature and low oxygen on sclerotium survival and soil microbial composition. Chin J Biol Control. 38(04):929–938. (in Chinese). doi:10.16409/j.cnki.2095-039x.2022.04.014.
   Google Scholar
• Wang Y, Liu XY, Chen T, Xu Y, Tian SP. 2020. Antifungal effects of hinokitiol on development of Botrytis cinerea in vitro and in vivo. Postharvest. Biol. Tec. 159:111038. doi:10.1016/j.postharvbio.2019.111038.
   Web of Science ®Google Scholar
• Wang Y, Qiao YH, Zhang MW, Ma ZQ, Xue YJ, Mi QQ, Wang AL, Feng JT. 2021. Potential value of small-molecule organic acids for the control of postharvest gray mold caused by Botrytis cinerea. Pestic Biochem Physiol. 177:104884. doi:10.1016/j.pestbp.2021.104884.
   PubMed Web of Science ®Google Scholar
• Wu J, Song B. 2020. Current status and thinking of green pesticide innovation and target research. Sci Found China. 34(04):486–494. (in Chinese). doi:10.16262/j.cnki.1000-8217.2020.04.015.
   Google Scholar