Chalcone derivatives as potential antiseptics and disinfectants
Derivati halkona kao potentijalni antiseptici i dezinficijensi
Konferencijski prilog (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
The global market for antiseptics and disinfectants is growing rapidly, fueled by a
coronavirus pandemic and a possible outbreak of infectious diseases in the future. The
antimicrobial, anti-inflammatory and redox activity of chalcone (1,3-diaryl-2-propen-1-one)
is well documented in the literature. The aim of this study is screening of antimicrobial
activity of chalcones and their saturated derivatives as active pharmaceutical ingredients,
synthesized by Claisen-Schmidt condensation (1). The redox potential of the investigated
compounds was tested in the biological environment using spectrophotometric methods to
determine prooxidant/antioxidant parameters. Within preformulation studies solubility and
compatibility with excipients commonly used in liquid pharmaceutical dosage forms was
performed. All the tested chalcones and their saturated derivatives showed satisfactory
antimicrobial activity, but two saturated chalcones showed the best MIC (0.156 - 1.25 mM)
and were categ...orized as compounds with strong bacteriostatic activity (2). Solubility of the
chalcons with moderate antimicrobial activity and redox potential was higher than its
minimum bacteriostatic and bactericidal concentration in all the tested solvents (ethanol,
isopropyl alcohol and propylene glycol). Based on the chemical structure and predicted logP
values for saturated chalcones that show stronger antimicrobial activity, better water
solubility is expected. These data could be a starting point for formulations of antiseptics and
disinfectants with lower concentrations of alcohol-based solvents, as the synergism between
saturated chalcone and ethanol and isopropyl alcohol was previously shown. Considering the
lighter color of the saturated chalcone, better aesthetic acceptability of the developed
formulations is expected, since it will not stain the skin and objects during application.
Globalno tržište antiseptika i dezinfekcionih sredstava ubrzano raste podstaknuto
pandemijom koronavirusa i moguć im širenjem drugih zaraznih bolesti u buduć nosti.
Antimikrobna, antiinflamatorna i redoks aktivnost halkona (1,3-diaril-2-propen-1-ona) je
dobro dokumentovana u literaturi. Cilj ove studije bio je skrining antimikrobne aktivnosti
halkona i njihovih zasić enih derivata kao aktivnih farmaceutskih sastojaka, sintetisanih
Claisen‐Schmidt kondenzacijom (1). Redoks potencijal ispitivanih jedinjenja je ispitan u
biosredini primenom spektrofotometrijskih metoda za određivanje
prooksidantnih/antioksidativnih parametara. Sprovedena su i preformulaciona ispitivanja
rastvorljivosti i kompatibilnosti sa ekscipijensima uobičajeno korišćenim u tečnim
farmaceutskim oblicima. Svi testirani halkoni i njihovi zasić eni derivati su pokazali
zadovoljavajuć u antimikrobnu aktivnost, ali su dva zasić ena halkona pokazala najbolji MIC
(0,156 – 1,25 mM) i kategorisana su kao jedin...jenja sa jakom bakteriostatskom aktivnošć u
(2). Rastvorljivost halkona sa umerenom antimikrobnom aktivnošću i redoks potencijalom
bili su viši od njegove minimalne bakteriostatske i baktericidne koncentracije u svim
ispitivanim rastvaračima (etanol, izopropil alkohol i propilenglikol). Na osnovu hemijske
strukture i predviđene logP vrednosti za zasićene halkone koji pokazuju bolju antimikrobnu
aktivnost, očekuje se i bolja rastvorljivost u vodi. Ovi podaci mogli bi da budu polazna osnova
za formulisanje antiseptika i dezinfekcionih sredstava sa nižim koncentracijama rastvarača
na bazi alkohola, uzimajući u obzir da je u prethodnom ispitivanju pokazan sinergizam
između zasićenog halkona i etanola, kao i izopropil alkohola. S obzirom na svetliju boju
zasićenog halkona, očekuje se i bolja estetska prihvatljivost razvijenih formulacija, jer neć e
bojiti kožu i predmete tokom nanošenja.
Izvor:
Arhiv za farmaciju, 2022, 72, 4 suplement, S532-S533Izdavač:
- Savez farmaceutskih udruženja Srbije (SFUS)
Finansiranje / projekti:
- Ministarstvo nauke, tehnološkog razvoja i inovacija Republike Srbije, institucionalno finansiranje - 200161 (Univerzitet u Beogradu, Farmaceutski fakultet) (RS-MESTD-inst-2020-200161)
Napomena:
- VIII Kongres farmaceuta Srbije sa međunarodnim učešćem, 12-15.10.2022. Beograd
Institucija/grupa
PharmacyTY - CONF AU - Ivković, Branka AU - Božić, Dragana AU - Kotur-Stevuljević, Jelena AU - Krajišnik, Danina AU - Vujić, Zorica PY - 2022 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/4598 AB - The global market for antiseptics and disinfectants is growing rapidly, fueled by a coronavirus pandemic and a possible outbreak of infectious diseases in the future. The antimicrobial, anti-inflammatory and redox activity of chalcone (1,3-diaryl-2-propen-1-one) is well documented in the literature. The aim of this study is screening of antimicrobial activity of chalcones and their saturated derivatives as active pharmaceutical ingredients, synthesized by Claisen-Schmidt condensation (1). The redox potential of the investigated compounds was tested in the biological environment using spectrophotometric methods to determine prooxidant/antioxidant parameters. Within preformulation studies solubility and compatibility with excipients commonly used in liquid pharmaceutical dosage forms was performed. All the tested chalcones and their saturated derivatives showed satisfactory antimicrobial activity, but two saturated chalcones showed the best MIC (0.156 - 1.25 mM) and were categorized as compounds with strong bacteriostatic activity (2). Solubility of the chalcons with moderate antimicrobial activity and redox potential was higher than its minimum bacteriostatic and bactericidal concentration in all the tested solvents (ethanol, isopropyl alcohol and propylene glycol). Based on the chemical structure and predicted logP values for saturated chalcones that show stronger antimicrobial activity, better water solubility is expected. These data could be a starting point for formulations of antiseptics and disinfectants with lower concentrations of alcohol-based solvents, as the synergism between saturated chalcone and ethanol and isopropyl alcohol was previously shown. Considering the lighter color of the saturated chalcone, better aesthetic acceptability of the developed formulations is expected, since it will not stain the skin and objects during application. AB - Globalno tržište antiseptika i dezinfekcionih sredstava ubrzano raste podstaknuto pandemijom koronavirusa i moguć im širenjem drugih zaraznih bolesti u buduć nosti. Antimikrobna, antiinflamatorna i redoks aktivnost halkona (1,3-diaril-2-propen-1-ona) je dobro dokumentovana u literaturi. Cilj ove studije bio je skrining antimikrobne aktivnosti halkona i njihovih zasić enih derivata kao aktivnih farmaceutskih sastojaka, sintetisanih Claisen‐Schmidt kondenzacijom (1). Redoks potencijal ispitivanih jedinjenja je ispitan u biosredini primenom spektrofotometrijskih metoda za određivanje prooksidantnih/antioksidativnih parametara. Sprovedena su i preformulaciona ispitivanja rastvorljivosti i kompatibilnosti sa ekscipijensima uobičajeno korišćenim u tečnim farmaceutskim oblicima. Svi testirani halkoni i njihovi zasić eni derivati su pokazali zadovoljavajuć u antimikrobnu aktivnost, ali su dva zasić ena halkona pokazala najbolji MIC (0,156 – 1,25 mM) i kategorisana su kao jedinjenja sa jakom bakteriostatskom aktivnošć u (2). Rastvorljivost halkona sa umerenom antimikrobnom aktivnošću i redoks potencijalom bili su viši od njegove minimalne bakteriostatske i baktericidne koncentracije u svim ispitivanim rastvaračima (etanol, izopropil alkohol i propilenglikol). Na osnovu hemijske strukture i predviđene logP vrednosti za zasićene halkone koji pokazuju bolju antimikrobnu aktivnost, očekuje se i bolja rastvorljivost u vodi. Ovi podaci mogli bi da budu polazna osnova za formulisanje antiseptika i dezinfekcionih sredstava sa nižim koncentracijama rastvarača na bazi alkohola, uzimajući u obzir da je u prethodnom ispitivanju pokazan sinergizam između zasićenog halkona i etanola, kao i izopropil alkohola. S obzirom na svetliju boju zasićenog halkona, očekuje se i bolja estetska prihvatljivost razvijenih formulacija, jer neć e bojiti kožu i predmete tokom nanošenja. PB - Savez farmaceutskih udruženja Srbije (SFUS) C3 - Arhiv za farmaciju T1 - Chalcone derivatives as potential antiseptics and disinfectants T1 - Derivati halkona kao potentijalni antiseptici i dezinficijensi VL - 72 IS - 4 suplement SP - S532 EP - S533 UR - https://hdl.handle.net/21.15107/rcub_farfar_4598 ER -
@conference{ author = "Ivković, Branka and Božić, Dragana and Kotur-Stevuljević, Jelena and Krajišnik, Danina and Vujić, Zorica", year = "2022", abstract = "The global market for antiseptics and disinfectants is growing rapidly, fueled by a coronavirus pandemic and a possible outbreak of infectious diseases in the future. The antimicrobial, anti-inflammatory and redox activity of chalcone (1,3-diaryl-2-propen-1-one) is well documented in the literature. The aim of this study is screening of antimicrobial activity of chalcones and their saturated derivatives as active pharmaceutical ingredients, synthesized by Claisen-Schmidt condensation (1). The redox potential of the investigated compounds was tested in the biological environment using spectrophotometric methods to determine prooxidant/antioxidant parameters. Within preformulation studies solubility and compatibility with excipients commonly used in liquid pharmaceutical dosage forms was performed. All the tested chalcones and their saturated derivatives showed satisfactory antimicrobial activity, but two saturated chalcones showed the best MIC (0.156 - 1.25 mM) and were categorized as compounds with strong bacteriostatic activity (2). Solubility of the chalcons with moderate antimicrobial activity and redox potential was higher than its minimum bacteriostatic and bactericidal concentration in all the tested solvents (ethanol, isopropyl alcohol and propylene glycol). Based on the chemical structure and predicted logP values for saturated chalcones that show stronger antimicrobial activity, better water solubility is expected. These data could be a starting point for formulations of antiseptics and disinfectants with lower concentrations of alcohol-based solvents, as the synergism between saturated chalcone and ethanol and isopropyl alcohol was previously shown. Considering the lighter color of the saturated chalcone, better aesthetic acceptability of the developed formulations is expected, since it will not stain the skin and objects during application., Globalno tržište antiseptika i dezinfekcionih sredstava ubrzano raste podstaknuto pandemijom koronavirusa i moguć im širenjem drugih zaraznih bolesti u buduć nosti. Antimikrobna, antiinflamatorna i redoks aktivnost halkona (1,3-diaril-2-propen-1-ona) je dobro dokumentovana u literaturi. Cilj ove studije bio je skrining antimikrobne aktivnosti halkona i njihovih zasić enih derivata kao aktivnih farmaceutskih sastojaka, sintetisanih Claisen‐Schmidt kondenzacijom (1). Redoks potencijal ispitivanih jedinjenja je ispitan u biosredini primenom spektrofotometrijskih metoda za određivanje prooksidantnih/antioksidativnih parametara. Sprovedena su i preformulaciona ispitivanja rastvorljivosti i kompatibilnosti sa ekscipijensima uobičajeno korišćenim u tečnim farmaceutskim oblicima. Svi testirani halkoni i njihovi zasić eni derivati su pokazali zadovoljavajuć u antimikrobnu aktivnost, ali su dva zasić ena halkona pokazala najbolji MIC (0,156 – 1,25 mM) i kategorisana su kao jedinjenja sa jakom bakteriostatskom aktivnošć u (2). Rastvorljivost halkona sa umerenom antimikrobnom aktivnošću i redoks potencijalom bili su viši od njegove minimalne bakteriostatske i baktericidne koncentracije u svim ispitivanim rastvaračima (etanol, izopropil alkohol i propilenglikol). Na osnovu hemijske strukture i predviđene logP vrednosti za zasićene halkone koji pokazuju bolju antimikrobnu aktivnost, očekuje se i bolja rastvorljivost u vodi. Ovi podaci mogli bi da budu polazna osnova za formulisanje antiseptika i dezinfekcionih sredstava sa nižim koncentracijama rastvarača na bazi alkohola, uzimajući u obzir da je u prethodnom ispitivanju pokazan sinergizam između zasićenog halkona i etanola, kao i izopropil alkohola. S obzirom na svetliju boju zasićenog halkona, očekuje se i bolja estetska prihvatljivost razvijenih formulacija, jer neć e bojiti kožu i predmete tokom nanošenja.", publisher = "Savez farmaceutskih udruženja Srbije (SFUS)", journal = "Arhiv za farmaciju", title = "Chalcone derivatives as potential antiseptics and disinfectants, Derivati halkona kao potentijalni antiseptici i dezinficijensi", volume = "72", number = "4 suplement", pages = "S532-S533", url = "https://hdl.handle.net/21.15107/rcub_farfar_4598" }
Ivković, B., Božić, D., Kotur-Stevuljević, J., Krajišnik, D.,& Vujić, Z.. (2022). Chalcone derivatives as potential antiseptics and disinfectants. in Arhiv za farmaciju Savez farmaceutskih udruženja Srbije (SFUS)., 72(4 suplement), S532-S533. https://hdl.handle.net/21.15107/rcub_farfar_4598
Ivković B, Božić D, Kotur-Stevuljević J, Krajišnik D, Vujić Z. Chalcone derivatives as potential antiseptics and disinfectants. in Arhiv za farmaciju. 2022;72(4 suplement):S532-S533. https://hdl.handle.net/21.15107/rcub_farfar_4598 .
Ivković, Branka, Božić, Dragana, Kotur-Stevuljević, Jelena, Krajišnik, Danina, Vujić, Zorica, "Chalcone derivatives as potential antiseptics and disinfectants" in Arhiv za farmaciju, 72, no. 4 suplement (2022):S532-S533, https://hdl.handle.net/21.15107/rcub_farfar_4598 .