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A Practical Synthesis and X-ray Crystallographic Analysis of Dithymoquinone, a Photodimer of Thymoquinone

[ Vol. 9 , Issue. 10 ]

Author(s):

Alan L. Myers, Yan-Ping Zhang, Mark A. Kramer, William G. Bornmann, Ahmed Kaseb, Peiying Yang and Hai T. Tran   Pages 762 - 766 ( 5 )

Abstract:


An updated and practical approach to the synthesis of dithymoquinone via one-step photoirradiation of thymoquinone (2-methyl-5-isopropyl-1,4-benzoquinone) is described. Synthesis resulted in a 55 % yield of one structural isomer (trans-anti derivative), as confirmed by HPLC, NMR spectroscopy and first ever single-crystal X-ray diffraction analyses.

Keywords:

Dithymoquinone, photodimerization, thymoquinone, X-ray structure

Affiliation:

Department of Pharmacy Research, Unit 90, The University of Texas, M.D. Anderson Cancer Center, 1515 Holcombe Boulevard, Houston, TX 77030, USA.



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