title: Synthesis of 4'-thiosemicarbazonegriseofulvin and its effects on the control of enzymatic browning and postharvest disease of fruits.
abstract: 4'-Thiosemicarbazonegriseofulvin, a new thiosemicarbazide derivative of griseofulvin, was synthesized and evaluated for its potential in the control of enzymatic browning and postharvest disease of fruits. Browning on fruits is mainly due to the enzymatic oxidation of phenolic compounds catalyzed by tyrosinase. 4'-Thiosemicarbazonegriseofulvin could effectively inhibit the activity of tyrosinase, and its 50% inhibitory concentration (IC(50)) against tyrosinase was determined to be 37.8 μM. It was a reversible and noncompetitive inhibitor of tyrosinase, and its inhibition constant (K(I)) was determined to be 38.42 μM. The antifungal activity of 4'-thiosemicarbazonegriseofulvin was studied against four fungi (Fusarium oxysporum, Fusarium moniliforme, Fusarium solani, and Colletotrichum truncatum) that often cause postharvest diseases of fruits. The results showed that 4'-thiosemicarbazonegriseofulvin could also strongly inhibit the mycelial growth of the four target fungi; the 50% lethal concentration (LC(50)) values were 5.4, 7.0, 15.3, and 1.5 mM, respectively.
authors.affiliation: Agricultural Bio-Resources Institute, Fujian Academy of Agricultural Sciences, Fuzhou 350003, China.
authors.forename: Zhi-Zhen
authors.initials: ZZ
authors.lastname: Pan
authors.forename: Yu-Jing
authors.initials: YJ
authors.lastname: Zhu
authors.forename: Xiao-Jie
authors.initials: XJ
authors.lastname: Yu
authors.forename: Qi-Fan
authors.initials: QF
authors.lastname: Lin
authors.forename: Rong-Feng
authors.initials: RF
authors.lastname: Xiao
authors.forename: Jian-Yang
authors.initials: JY
authors.lastname: Tang
authors.forename: Qing-Xi
authors.initials: QX
authors.lastname: Chen
authors.forename: Bo
authors.initials: B
authors.lastname: Liu
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D020231:Colletotrichum / Q000187:drug effects / Q000502:physiology; D004791:Enzyme Inhibitors / Q000494:pharmacology*; D005519:Food Preservation; D005638:Fruit / Q000201:enzymology / Q000382:microbiology*; D005670:Fusarium / Q000502:physiology; D006118:Griseofulvin / Q000138:chemical synthesis / Q000494:pharmacology*; D014442:Monophenol Monooxygenase / Q000037:antagonists & inhibitors / Q000378:metabolism; D010935:Plant Diseases / Q000382:microbiology*; D010940:Plant Proteins / Q000037:antagonists & inhibitors* / Q000378:metabolism; D013882:Thiosemicarbazones / Q000138:chemical synthesis / Q000494:pharmacology*
chemical_list: D000935:Antifungal Agents; D004791:Enzyme Inhibitors; D010940:Plant Proteins; D013882:Thiosemicarbazones; D006118:Griseofulvin; D014442:Monophenol Monooxygenase