Hydroxycoumarin

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Marc Lemaire - One of the best experts on this subject based on the ideXlab platform.

  • field assessment of 4 Hydroxycoumarin as an attractant for anthropophilic anopheles spp vectors of malaria in madagascar
    Scientific Reports, 2020
    Co-Authors: Tovo Mbolatiana Andrianjafy, Voahangy Vestalys Ramanandraibe, Elodie Toavina Andrianarijaona, Niry Hasinandrianina Ramarosandratana, Lala Harivelo Ravaomanarivo, Patrick Mavingui, Marc Lemaire
    Abstract:

    Mosquito-borne diseases like malaria are a major public health problem in tropical countries, such as Madagascar. Female Anopheles mosquito vectors the human malaria parasites (Plasmodium spp.) and is important indicator in malaria surveillance activities. Among the various means of vector control in Madagascar, the use of attractants for mass trapping of target species could be an alternative to insecticides. The aim of this study is to evaluate whether 4-Hydroxycoumarin can be used as an attractant for anthropophilic Anopheles spp. vectors of malaria. For this, a field study was conducted using CDC light traps in the village of Ambohidray, Madagascar. 16 days of trapping was conducted and four replicates nights were performed for each product tested. 4-Hydroxycoumarin, octenol and two types of blend of these products were tested. The results showed that 4-Hydroxycoumarin (2 mg) have a significant attractive effect on Anopheles spp. and significant selectivity towards Anopheles gambiae s.l, and Anopheles mascarensis which are both significant malaria vectors in Madagascar. A synergy of 4-Hydroxycoumarin with octenol was found to attract these mosquito vectors. A significant decrease in vector populations was observed during this experiment. These results suggest that 4-Hydroxycoumarin could be useful for malaria surveillance and the control of vector populations.

  • efficient c 3 reductive alkylation of 4 Hydroxycoumarin by dehydrogenative oxidation of benzylic alcohols through ruthenium catalysis
    ChemInform, 2014
    Co-Authors: Adrien Montagutromans, Manon Boulven, Florence Popowycz, Marc Lemaire
    Abstract:

    Only benzylic alcohols react with 4-Hydroxycoumarin in the presence of Wilkinson′s catalyst.

  • efficient c 3 reductive alkylation of 4 Hydroxycoumarin by dehydrogenative oxidation of benzylic alcohols through ruthenium catalysis
    New Journal of Chemistry, 2014
    Co-Authors: Adrien Montagutromans, Manon Boulven, Florence Popowycz, Marc Lemaire
    Abstract:

    A practical route to prepare 4-Hydroxycoumarin derivatives functionalized at the C-3 position is described through a catalytic coupling reaction between 4-Hydroxycoumarin and a series of substituted benzylic alcohols. The reaction is conducted in the presence of tris(triphenylphosphine)ruthenium(II) dichloride (5 mol%), KOH (0.2 eq.) in tertamyl alcohol under microwave irradiation at 140 °C for 2 hours.

Mladen Mintas - One of the best experts on this subject based on the ideXlab platform.

  • benzylidene bis 4 Hydroxycoumarin and benzopyrano coumarin derivatives synthesis 1h 13c nmr conformational and x ray crystal structure studies and in vitro antiviral activity evaluations
    Molecules, 2011
    Co-Authors: Davorka Zavrsnik, Samija Muratovic, Damjan Makuc, Janez Plavec, Mario Cetina, Ante Nagl, Erik De Clercq, Jan Balzarini, Mladen Mintas
    Abstract:

    We report on the synthesis of 4-Hydroxycoumarin dimers 1–15 bearing an aryl substituent on the central linker and fused benzopyranocoumarin derivatives 16–20 and on their in vitro broad anti-DNA and RNA virus activity evaluations. The chemical identities and structure of compounds 1–20 were deduced from their homo- and heteronuclear NMR measurements whereas the conformational properties of 5, 14 and 20 were assessed by the use of 1D difference NOE enhancements. Unequivocal proof of the stereostructure of compounds 7, 9, 16 and 18 was obtained by single crystal X-ray diffraction method. The X-ray crystal structure analysis revealed that two 4-Hydroxycoumarin moieties in the 4-trifluoromethylphenyl- and 2-nitrophenyl derivatives (compounds 7 and 9, respectively) are intramolecularly hydrogen-bonded between hydroxyl and carbonyl oxygen atoms. Consequently, the compounds 7 and 9 adopt conformations in which two 4-hydroxy-coumarin moieties are anti-disposed. Antiviral activity evaluation results indicated that the 4-bromobenzylidene derivative of bis-(4-Hydroxycoumarin) (compound 3) possesses inhibitory activity against HSV-1 (KOS), HSV-2 (G), vaccinia virus and HSV-1 TK- KOS (ACVr) at a concentration of 9–12 μM and at a minimum cytotoxic concentration (MCC) greater than 20 μM. Compounds 4–6, 8, and 20 were active against feline herpes virus (50% effective concentration, EC50 = 5–8.1 μM), that is at a 4-7-fold lower concentration than the MCC.

Veerababu Rao Kavala - One of the best experts on this subject based on the ideXlab platform.

Oeesook Park - One of the best experts on this subject based on the ideXlab platform.

Davorka Zavrsnik - One of the best experts on this subject based on the ideXlab platform.

  • benzylidene bis 4 Hydroxycoumarin and benzopyrano coumarin derivatives synthesis 1h 13c nmr conformational and x ray crystal structure studies and in vitro antiviral activity evaluations
    Molecules, 2011
    Co-Authors: Davorka Zavrsnik, Samija Muratovic, Damjan Makuc, Janez Plavec, Mario Cetina, Ante Nagl, Erik De Clercq, Jan Balzarini, Mladen Mintas
    Abstract:

    We report on the synthesis of 4-Hydroxycoumarin dimers 1–15 bearing an aryl substituent on the central linker and fused benzopyranocoumarin derivatives 16–20 and on their in vitro broad anti-DNA and RNA virus activity evaluations. The chemical identities and structure of compounds 1–20 were deduced from their homo- and heteronuclear NMR measurements whereas the conformational properties of 5, 14 and 20 were assessed by the use of 1D difference NOE enhancements. Unequivocal proof of the stereostructure of compounds 7, 9, 16 and 18 was obtained by single crystal X-ray diffraction method. The X-ray crystal structure analysis revealed that two 4-Hydroxycoumarin moieties in the 4-trifluoromethylphenyl- and 2-nitrophenyl derivatives (compounds 7 and 9, respectively) are intramolecularly hydrogen-bonded between hydroxyl and carbonyl oxygen atoms. Consequently, the compounds 7 and 9 adopt conformations in which two 4-hydroxy-coumarin moieties are anti-disposed. Antiviral activity evaluation results indicated that the 4-bromobenzylidene derivative of bis-(4-Hydroxycoumarin) (compound 3) possesses inhibitory activity against HSV-1 (KOS), HSV-2 (G), vaccinia virus and HSV-1 TK- KOS (ACVr) at a concentration of 9–12 μM and at a minimum cytotoxic concentration (MCC) greater than 20 μM. Compounds 4–6, 8, and 20 were active against feline herpes virus (50% effective concentration, EC50 = 5–8.1 μM), that is at a 4-7-fold lower concentration than the MCC.