A practical synthesis and X-ray crystallographic analysis of dithymoquinone, a photodimer of thymoquinone

Alan L. Myers; Yan Ping Zhang; Mark A. Kramer; William G. Bornmann; Ahmed Kaseb; Peiying Yang; Hai T. Tran

doi:10.2174/157017812803901890

A practical synthesis and X-ray crystallographic analysis of dithymoquinone, a photodimer of thymoquinone

Alan L. Myers, Yan Ping Zhang, Mark A. Kramer, William G. Bornmann, Ahmed Kaseb, Peiying Yang, Hai T. Tran

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

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.

Original language	English (US)
Pages (from-to)	762-766
Number of pages	5
Journal	Letters in Organic Chemistry
Volume	9
Issue number	10
DOIs	https://doi.org/10.2174/157017812803901890
State	Published - Dec 2012

Keywords

Dithymoquinone
Photodimerization
Thymoquinone
X-ray structure

ASJC Scopus subject areas

Biochemistry
Organic Chemistry

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10.2174/157017812803901890

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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",

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AU - Myers, Alan L.

AU - Zhang, Yan Ping

AU - Kramer, Mark A.

AU - Bornmann, William G.

AU - Kaseb, Ahmed

AU - Yang, Peiying

AU - Tran, Hai T.

PY - 2012/12

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AB - 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.

KW - Dithymoquinone

KW - Photodimerization

KW - Thymoquinone

KW - X-ray structure

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A practical synthesis and X-ray crystallographic analysis of dithymoquinone, a photodimer of thymoquinone

Abstract

Keywords

ASJC Scopus subject areas

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