γ-Cyclodextrin encapsulated thymol for citrus preservation and its possible mechanism against Penicillium digitatum

The volatility of essential oils greatly limits their industrial applications. Here, we successfully prepared γ-cyclodextrin (γ-CD) inclusion compounds (γ-CDTL) containing thymol (TL) for the control of green mold caused by Penicillium digitatum (P. digitatum) in citrus fruit. In vitro experiment sh...

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Veröffentlicht in:Pesticide biochemistry and physiology 2023-08, Vol.194, p.105501-105501, Article 105501
Hauptverfasser: Zhang, Yonghua, Tan, Yuanzhen, OuYang, Qiuli, Duan, Bin, Wang, Ziting, Meng, Kuixian, Tan, Xiaoli, Tao, Nengguo
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container_title Pesticide biochemistry and physiology
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creator Zhang, Yonghua
Tan, Yuanzhen
OuYang, Qiuli
Duan, Bin
Wang, Ziting
Meng, Kuixian
Tan, Xiaoli
Tao, Nengguo
description The volatility of essential oils greatly limits their industrial applications. Here, we successfully prepared γ-cyclodextrin (γ-CD) inclusion compounds (γ-CDTL) containing thymol (TL) for the control of green mold caused by Penicillium digitatum (P. digitatum) in citrus fruit. In vitro experiment showed that the minimum fungicidal concentration (MFC) of γ-CDTL against the hyphae growth of P. digitatum was 2.0 g/L, and 8 × MFC treatment significantly reduced the occurrence of green mold in citrus fruit and had no adverse effect on fruit quality in vivo test compared to prochloraz. Scanning electron microscopy (SEM), x-ray diffraction (XRD), fourier transform-infrared spectroscopy (FT-IR), nuclear magnetic resonance (NMR), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), physical properties and sustained release properties were also performed, results indicated that the hydrogen bonds between TL and γ-CD were the basis for the formation of γ-CDTL. We further investigated the inhibition mechanism of γ-CDTL. SEM and TEM experiments showed that γ-CDTL treatment caused severe damage to the hyphal morphology and cells in 30 min and disrupted the permeability of P. digitatum mycelial cell walls by increasing the chitinase activity, thus accelerating the leakage of intracellular lysates. However, the integrity of the cell membrane was obviously damaged only after 60 min of treatment. In conclusion, we prepared a novel inclusion complex γ-CDTL with obvious antifungal effects and preliminarily elucidated its inclusion mechanism and antifungal mechanism. γ-CDTL might be a potent alternative to chemical fungicides for controlling the postharvest decay of citrus. [Display omitted] •The thymol (TL) was encapsulated into γ-Cyclodextrin (γ-CD), γ-CDTL was produced.•Encapsulation ensured the slow release of TL from inclusion complexes.•The preservative effect of γ-CDTL on citrus was similar to that of prochloraz.•The model of action of the γ-CDTL against P. digitatum was explored.
doi_str_mv 10.1016/j.pestbp.2023.105501
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Here, we successfully prepared γ-cyclodextrin (γ-CD) inclusion compounds (γ-CDTL) containing thymol (TL) for the control of green mold caused by Penicillium digitatum (P. digitatum) in citrus fruit. In vitro experiment showed that the minimum fungicidal concentration (MFC) of γ-CDTL against the hyphae growth of P. digitatum was 2.0 g/L, and 8 × MFC treatment significantly reduced the occurrence of green mold in citrus fruit and had no adverse effect on fruit quality in vivo test compared to prochloraz. Scanning electron microscopy (SEM), x-ray diffraction (XRD), fourier transform-infrared spectroscopy (FT-IR), nuclear magnetic resonance (NMR), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), physical properties and sustained release properties were also performed, results indicated that the hydrogen bonds between TL and γ-CD were the basis for the formation of γ-CDTL. We further investigated the inhibition mechanism of γ-CDTL. SEM and TEM experiments showed that γ-CDTL treatment caused severe damage to the hyphal morphology and cells in 30 min and disrupted the permeability of P. digitatum mycelial cell walls by increasing the chitinase activity, thus accelerating the leakage of intracellular lysates. However, the integrity of the cell membrane was obviously damaged only after 60 min of treatment. In conclusion, we prepared a novel inclusion complex γ-CDTL with obvious antifungal effects and preliminarily elucidated its inclusion mechanism and antifungal mechanism. γ-CDTL might be a potent alternative to chemical fungicides for controlling the postharvest decay of citrus. [Display omitted] •The thymol (TL) was encapsulated into γ-Cyclodextrin (γ-CD), γ-CDTL was produced.•Encapsulation ensured the slow release of TL from inclusion complexes.•The preservative effect of γ-CDTL on citrus was similar to that of prochloraz.•The model of action of the γ-CDTL against P. digitatum was explored.</description><identifier>ISSN: 0048-3575</identifier><identifier>EISSN: 1095-9939</identifier><identifier>DOI: 10.1016/j.pestbp.2023.105501</identifier><identifier>PMID: 37532321</identifier><language>eng</language><publisher>United States: Elsevier Inc</publisher><subject>Antifungal Agents - pharmacology ; Antifungal mechanism ; Cell wall ; Citrus - chemistry ; Citrus - microbiology ; Fruit - microbiology ; Fungicides, Industrial - pharmacology ; gamma-Cyclodextrins - analysis ; gamma-Cyclodextrins - pharmacology ; Inclusion complex ; Penicillium ; Penicillium digitatum ; Plant Diseases - microbiology ; Postharvest control ; Spectroscopy, Fourier Transform Infrared ; Sustained release ; Thymol - pharmacology</subject><ispartof>Pesticide biochemistry and physiology, 2023-08, Vol.194, p.105501-105501, Article 105501</ispartof><rights>2023 Elsevier Inc.</rights><rights>Copyright © 2023 Elsevier Inc. 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Here, we successfully prepared γ-cyclodextrin (γ-CD) inclusion compounds (γ-CDTL) containing thymol (TL) for the control of green mold caused by Penicillium digitatum (P. digitatum) in citrus fruit. In vitro experiment showed that the minimum fungicidal concentration (MFC) of γ-CDTL against the hyphae growth of P. digitatum was 2.0 g/L, and 8 × MFC treatment significantly reduced the occurrence of green mold in citrus fruit and had no adverse effect on fruit quality in vivo test compared to prochloraz. Scanning electron microscopy (SEM), x-ray diffraction (XRD), fourier transform-infrared spectroscopy (FT-IR), nuclear magnetic resonance (NMR), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), physical properties and sustained release properties were also performed, results indicated that the hydrogen bonds between TL and γ-CD were the basis for the formation of γ-CDTL. We further investigated the inhibition mechanism of γ-CDTL. SEM and TEM experiments showed that γ-CDTL treatment caused severe damage to the hyphal morphology and cells in 30 min and disrupted the permeability of P. digitatum mycelial cell walls by increasing the chitinase activity, thus accelerating the leakage of intracellular lysates. However, the integrity of the cell membrane was obviously damaged only after 60 min of treatment. In conclusion, we prepared a novel inclusion complex γ-CDTL with obvious antifungal effects and preliminarily elucidated its inclusion mechanism and antifungal mechanism. γ-CDTL might be a potent alternative to chemical fungicides for controlling the postharvest decay of citrus. [Display omitted] •The thymol (TL) was encapsulated into γ-Cyclodextrin (γ-CD), γ-CDTL was produced.•Encapsulation ensured the slow release of TL from inclusion complexes.•The preservative effect of γ-CDTL on citrus was similar to that of prochloraz.•The model of action of the γ-CDTL against P. digitatum was explored.</description><subject>Antifungal Agents - pharmacology</subject><subject>Antifungal mechanism</subject><subject>Cell wall</subject><subject>Citrus - chemistry</subject><subject>Citrus - microbiology</subject><subject>Fruit - microbiology</subject><subject>Fungicides, Industrial - pharmacology</subject><subject>gamma-Cyclodextrins - analysis</subject><subject>gamma-Cyclodextrins - pharmacology</subject><subject>Inclusion complex</subject><subject>Penicillium</subject><subject>Penicillium digitatum</subject><subject>Plant Diseases - microbiology</subject><subject>Postharvest control</subject><subject>Spectroscopy, Fourier Transform Infrared</subject><subject>Sustained release</subject><subject>Thymol - pharmacology</subject><issn>0048-3575</issn><issn>1095-9939</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kMtuFDEQRS0EIkPCHyDkJZseyq-e8QYJjXhEihQWZG25bXdSI_cD2x1lviv_wTfhqANLNlXS1b1VuoeQdwy2DFj78bidQy7dvOXARZWUAvaCbBho1Wgt9EuyAZD7RqidOiNvcj4CgJagX5MzsVOCC842pPx-bA4nFycfHkrCkYbR2Tkv0Zbgabk7DVOk_ZSow5KWTOcUckj3tuA0Ujt6iqWKU87YxUCH4O7siHmg9tbimAv9EUZ0GCMuA_V4i8WWZbggr3obc3j7vM_JzdcvPw_fm6vrb5eHz1eNEy0vDRdy7wWT0AvLtJRagRLAbd_V0bIeXC8918r2e9t12jGnQHZMWsnErvcgzsmH9e6cpl9LpWUGzC7EaMcwLdnwvVStaoVg1SpXq0u1TAq9mRMONp0MA_PE2xzNyts88TYr7xp7__xh6Ybg_4X-Aq6GT6sh1J73GJLJDivj4DEFV4yf8P8f_gA1wJYj</recordid><startdate>202308</startdate><enddate>202308</enddate><creator>Zhang, Yonghua</creator><creator>Tan, Yuanzhen</creator><creator>OuYang, Qiuli</creator><creator>Duan, Bin</creator><creator>Wang, Ziting</creator><creator>Meng, Kuixian</creator><creator>Tan, Xiaoli</creator><creator>Tao, Nengguo</creator><general>Elsevier Inc</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>202308</creationdate><title>γ-Cyclodextrin encapsulated thymol for citrus preservation and its possible mechanism against Penicillium digitatum</title><author>Zhang, Yonghua ; Tan, Yuanzhen ; OuYang, Qiuli ; Duan, Bin ; Wang, Ziting ; Meng, Kuixian ; Tan, Xiaoli ; Tao, Nengguo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c362t-2348d3140f3a19449505302afb02a61f0cf4d295af8abb9c1c504b14a4137fd03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Antifungal Agents - pharmacology</topic><topic>Antifungal mechanism</topic><topic>Cell wall</topic><topic>Citrus - chemistry</topic><topic>Citrus - microbiology</topic><topic>Fruit - microbiology</topic><topic>Fungicides, Industrial - pharmacology</topic><topic>gamma-Cyclodextrins - analysis</topic><topic>gamma-Cyclodextrins - pharmacology</topic><topic>Inclusion complex</topic><topic>Penicillium</topic><topic>Penicillium digitatum</topic><topic>Plant Diseases - microbiology</topic><topic>Postharvest control</topic><topic>Spectroscopy, Fourier Transform Infrared</topic><topic>Sustained release</topic><topic>Thymol - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhang, Yonghua</creatorcontrib><creatorcontrib>Tan, Yuanzhen</creatorcontrib><creatorcontrib>OuYang, Qiuli</creatorcontrib><creatorcontrib>Duan, Bin</creatorcontrib><creatorcontrib>Wang, Ziting</creatorcontrib><creatorcontrib>Meng, Kuixian</creatorcontrib><creatorcontrib>Tan, Xiaoli</creatorcontrib><creatorcontrib>Tao, Nengguo</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Pesticide biochemistry and physiology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhang, Yonghua</au><au>Tan, Yuanzhen</au><au>OuYang, Qiuli</au><au>Duan, Bin</au><au>Wang, Ziting</au><au>Meng, Kuixian</au><au>Tan, Xiaoli</au><au>Tao, Nengguo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>γ-Cyclodextrin encapsulated thymol for citrus preservation and its possible mechanism against Penicillium digitatum</atitle><jtitle>Pesticide biochemistry and physiology</jtitle><addtitle>Pestic Biochem Physiol</addtitle><date>2023-08</date><risdate>2023</risdate><volume>194</volume><spage>105501</spage><epage>105501</epage><pages>105501-105501</pages><artnum>105501</artnum><issn>0048-3575</issn><eissn>1095-9939</eissn><abstract>The volatility of essential oils greatly limits their industrial applications. Here, we successfully prepared γ-cyclodextrin (γ-CD) inclusion compounds (γ-CDTL) containing thymol (TL) for the control of green mold caused by Penicillium digitatum (P. digitatum) in citrus fruit. In vitro experiment showed that the minimum fungicidal concentration (MFC) of γ-CDTL against the hyphae growth of P. digitatum was 2.0 g/L, and 8 × MFC treatment significantly reduced the occurrence of green mold in citrus fruit and had no adverse effect on fruit quality in vivo test compared to prochloraz. Scanning electron microscopy (SEM), x-ray diffraction (XRD), fourier transform-infrared spectroscopy (FT-IR), nuclear magnetic resonance (NMR), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), physical properties and sustained release properties were also performed, results indicated that the hydrogen bonds between TL and γ-CD were the basis for the formation of γ-CDTL. We further investigated the inhibition mechanism of γ-CDTL. SEM and TEM experiments showed that γ-CDTL treatment caused severe damage to the hyphal morphology and cells in 30 min and disrupted the permeability of P. digitatum mycelial cell walls by increasing the chitinase activity, thus accelerating the leakage of intracellular lysates. However, the integrity of the cell membrane was obviously damaged only after 60 min of treatment. In conclusion, we prepared a novel inclusion complex γ-CDTL with obvious antifungal effects and preliminarily elucidated its inclusion mechanism and antifungal mechanism. γ-CDTL might be a potent alternative to chemical fungicides for controlling the postharvest decay of citrus. [Display omitted] •The thymol (TL) was encapsulated into γ-Cyclodextrin (γ-CD), γ-CDTL was produced.•Encapsulation ensured the slow release of TL from inclusion complexes.•The preservative effect of γ-CDTL on citrus was similar to that of prochloraz.•The model of action of the γ-CDTL against P. digitatum was explored.</abstract><cop>United States</cop><pub>Elsevier Inc</pub><pmid>37532321</pmid><doi>10.1016/j.pestbp.2023.105501</doi><tpages>1</tpages></addata></record>
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subjects Antifungal Agents - pharmacology
Antifungal mechanism
Cell wall
Citrus - chemistry
Citrus - microbiology
Fruit - microbiology
Fungicides, Industrial - pharmacology
gamma-Cyclodextrins - analysis
gamma-Cyclodextrins - pharmacology
Inclusion complex
Penicillium
Penicillium digitatum
Plant Diseases - microbiology
Postharvest control
Spectroscopy, Fourier Transform Infrared
Sustained release
Thymol - pharmacology
title γ-Cyclodextrin encapsulated thymol for citrus preservation and its possible mechanism against Penicillium digitatum
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