About: Synthesis and biological activity of desmethoxy analogues of coruscanone A

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	A series of simple desmethoxy analogues of coruscanone A was prepared via a novel version of Ti(iPrO)4-mediated Knoevenagel condensation of cyclopentenedione with substituted benzaldehydes and cinnamic aldehydes, and the compounds were evaluated for antifungal activity and cytotoxicity. The most potent 2-benzylidenecyclopent-4-ene-1,3-dione possessed antifungal effect comparable to coruscanone A and a somewhat broader spectrum of activity against Candida species. The compound was also superior to fluconazole against several non-albicans Candida sp. Evaluation of the ability of the compound to influence cell proliferation using two different assays showed that 2-benzylidenecyclopent- 4-ene-1,3-dione has lower cytotoxicity compared to the natural product. A series of simple desmethoxy analogues of coruscanone A was prepared via a novel version of Ti(iPrO)4-mediated Knoevenagel condensation of cyclopentenedione with substituted benzaldehydes and cinnamic aldehydes, and the compounds were evaluated for antifungal activity and cytotoxicity. The most potent 2-benzylidenecyclopent-4-ene-1,3-dione possessed antifungal effect comparable to coruscanone A and a somewhat broader spectrum of activity against Candida species. The compound was also superior to fluconazole against several non-albicans Candida sp. Evaluation of the ability of the compound to influence cell proliferation using two different assays showed that 2-benzylidenecyclopent- 4-ene-1,3-dione has lower cytotoxicity compared to the natural product. (en)
Title	Synthesis and biological activity of desmethoxy analogues of coruscanone A Synthesis and biological activity of desmethoxy analogues of coruscanone A (en)
skos:prefLabel	Synthesis and biological activity of desmethoxy analogues of coruscanone A Synthesis and biological activity of desmethoxy analogues of coruscanone A (en)
skos:notation	RIV/61388963:_____/11:00367571!RIV12-AV0-61388963
http://linked.open...avai/riv/aktivita	I P S Z
http://linked.open...avai/riv/aktivity	I, P(1M0508), P(GAP207/10/2048), S, Z(AV0Z40550506)
http://linked.open...iv/cisloPeriodika	20
http://linked.open...vai/riv/dodaniDat	2012
http://linked.open...aciTvurceVysledku	Votruba, Ivan
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Ústav organické chemie a biochemie AV ČR, v. v. i.
http://linked.open...dnocenehoVysledku	233851
http://linked.open...ai/riv/idVysledku	RIV/61388963:_____/11:00367571
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	cyclopentenediones; knoevenagel; Lewis acid; antifungal; cytotoxicity (en)
http://linked.open.../riv/klicoveSlovo	cytotoxicity cyclopentenediones Lewis acid antifungal knoevenagel
http://linked.open...odStatuVydavatele	GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV	[E4B7E5795D23]
http://linked.open...i/riv/nazevZdroje	Bioorganic and Medicinal Chemistry Letters
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	7 (xsd:int)
http://linked.open...vavai/riv/projekt	New Antivirals and Antineoplastics Chiral Quinazoline Alkaloids: Potential Prototypes of Novel Antiasthmatics and Organocatalysts
http://linked.open...UplatneniVysledku	2011
http://linked.open...v/svazekPeriodika	21
http://linked.open...iv/tvurceVysledku	Kuneš, J. Votruba, Ivan Buchta, V. Matoušová, E. Pour, M. Tichotová, L. Špulák, M.
http://linked.open...ain/vavai/riv/wos	000295494500007
http://linked.open...n/vavai/riv/zamer	Regulace biologických procesů: Chemické modulátory vybraných systémů významných pro medicínu a zemědělství
issn	0960-894X
number of pages	5 (xsd:int)
http://bibframe.org/vocab/doi	10.1016/j.bmcl.2011.08.059

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