Synthesis and electronic properties of alkyl- and alkyloxy-curcuminoids

Tahseen Abed Al Qader Alsalim; Bahjat Ali Saeed; Rita Sabah Elias; Hanna Sabeeh Abbo; Salam Jaber Titinchi

doi:10.5155/eurjchem.4.1.70-73.728

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Published: Mar 31, 2013

DOI: https://doi.org/10.5155/eurjchem.4.1.70-73.728

Keywords:

Turmeric, Tautomerism, Curcuminoids, Electronic transitions, Alkyloxy-curcuminoids, High resolution mass spectra

Section

Research Article

Issue

Vol. 4 No. 1 (2013): March 2013

Dates

Received 2012-12-30
Accepted 2013-02-02
Published 2013-03-31

Tahseen Abed Al Qader Alsalim

Department of Chemistry, College of Education, University of Basrah, Basrah-16001, Iraq

Bahjat Ali Saeed

Department of Chemistry, College of Education, University of Basrah, Basrah-16001, Iraq

Rita Sabah Elias

Department of Pharmaceutical Chemistry, College of Pharmacy, University of Basrah-16001, Basrah, Iraq

Hanna Sabeeh Abbo

Department of Chemistry, University of the Western Cape, Bellville, Cape Town 7535, South Africa

Salam Jaber Titinchi

Department of Chemistry, University of the Western Cape, Bellville, Cape Town 7535, South Africa

Abstract

Two series of p-alkyl- and p-alkoxy-substituted curcuminoids were synthesized. The validity of the proposed structures was checked on the basis of their high resolution mass spectra as well as NMR, IR and electronic spectra. The spectra were essentially similar for both series. NMR, IR and electronic spectra showed that the compounds exist mainly or exclusively as the enolic tautomer in their solutions. Theoretical study for the electronic spectra was conducted to account for the origins of the electronic transitions that are responsible for the UV-VIS bands. The theoretical calculations were done at the B3LYP/6-31G(d) level of theory and predicted that the similarity of the electronic spectra is may be due to the close resemblance of their molecular orbitals.

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How to Cite

(1)

Alsalim, T. A. A. Q.; Saeed, B. A.; Elias, R. S.; Abbo, H. S.; Titinchi, S. J. Synthesis and Electronic Properties of Alkyl- and Alkyloxy-Curcuminoids. Eur. J. Chem. 2013, 4, 70-73.

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