synthesis of new substituted chromen[4,3-c]pyrazol-4-ones and their antioxidant activities合成新的代替chromen[4、3 c]pyrazol-4-ones及其抗氧化活性.pdfVIP

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synthesis of new substituted chromen[4,3-c]pyrazol-4-ones and their antioxidant activities合成新的代替chromen[4、3 c]pyrazol-4-ones及其抗氧化活性.pdf

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synthesis of new substituted chromen[4,3-c]pyrazol-4-ones and their antioxidant activities合成新的代替chromen[4、3 c]pyrazol-4-ones及其抗氧化活性

Molecules 2011, 16, 10292-10302; doi:10.3390/molecules161210292 OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis of New Substituted Chromen[4,3-c]pyrazol-4-ones and Their Antioxidant Activities Abdullah Sulaiman Al-Ayed * College of Science and Arts at Ar-Rass, Qassim University, P.O. Box 53, Saudi Arabia; E-Mail: salayedabdualla1@; Tel.: +966-505-142-736; Fax: +966-63-339-351 Received: 11 November 2011; in revised form: 28 November 2011 / Accepted: 29 November 2011 / Published: 12 December 2011 Abstract: A series of new coumarin derivatives 4 containing a 4-arylbut-3-en-2-one moiety were synthesized by condensation of 3-acetylcoumarin 1 with aryl aldehydes 2 in chloroform in the presence of piperidine. The interactions of 3-formyl-4-chlorocoumarin (3) with nitrogen-containg nucleophiles leading to the corresponding substituted chromen-[4,3- c]pyrazol-4-ones 5 are described. The structures of the obtained compounds were established on the basis of 1D NMR, 2D NMR and IR and further the compounds were evaluated for possible antioxidant activities. The coumarinic chalcone 4a has been found to be the most active (IC50 = 2.07 μM) in this study. Keywords: coumarin derivatives; chalcone; antioxidant activities 1. Introduction Coumarin derivatives constitute an important class of compounds with a wide range of biological activities [1-3]. In particular, they are important as photochemotherapeutic agents that are used to treat a