Literature DB >> 24883052

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

Alan L Myers1, Yan-Ping Zhang1, Mark A Kramer1, William G Bornmann2, Ahmed Kaseb3, Peiying Yang4, Hai T Tran5.   

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.

Entities:  

Keywords:  X-ray structure; dithymoquinone; photodimerization; thymoquinone

Year:  2012        PMID： 24883052      PMCID： PMC4039186          DOI： 10.2174/157017812803901890

Source DB:  PubMed          Journal:  Lett Org Chem        ISSN： 1570-1786            Impact factor:   0.867


  10 in total

1.  SIR99, a program for the automatic solution of small and large crystal structures.

Authors: 
Journal:  Acta Crystallogr A       Date:  1999-11-01       Impact factor: 2.290

2.  Determination of oxygen radical absorbance capacity of black cumin (Nigella sativa) seed quinone compounds.

Authors:  Hana Tesarova; Blanka Svobodova; Ladislav Kokoska; Petr Marsik; Marie Pribylova; Premysl Landa; Jaroslav Vadlejch
Journal:  Nat Prod Commun       Date:  2011-02       Impact factor: 0.986

3.  Crystal structure determination of thymoquinone by high-resolution X-ray powder diffraction.

Authors:  S Pagola; A Benavente; A Raschi; E Romano; M A A Molina; P W Stephens
Journal:  AAPS PharmSciTech       Date:  2004-02-19       Impact factor: 3.246

4.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

5.  Protective effect of Nigella sativa seeds against lead-induced hepatorenal damage in male rats.

Authors:  Abdel-Razik H Farrag; Karam A Mahdy; Gamal H Abdel Rahman; Mostafa M Osfor
Journal:  Pak J Biol Sci       Date:  2007-09-01

6.  Cardioprotective effects of Nigella sativa oil on cyclosporine A-induced cardiotoxicity in rats.

Authors:  Uz Ebru; Uz Burak; Selcoki Yusuf; Bayrak Reyhan; Kaya Arif; Turgut H Faruk; Mete Emin; Karanfil Aydin; I Ihan Atilla; Sahin Semsettin; Erdemli Kemal
Journal:  Basic Clin Pharmacol Toxicol       Date:  2008-12       Impact factor: 4.080

7.  The effect of thymol and its derivatives on reactions generating reactive oxygen species.

Authors:  I Kruk; T Michalska; K Lichszteld; A Kładna; H Y Aboul-Enein
Journal:  Chemosphere       Date:  2000-10       Impact factor: 7.086

8.  High performance liquid chromatographic analysis of the pharmacologically active quinones and related compounds in the oil of the black seed (Nigella sativa L.).

Authors:  O A Ghosheh; A A Houdi; P A Crooks
Journal:  J Pharm Biomed Anal       Date:  1999-04       Impact factor: 3.935

9.  Upregulation of chemoprotective enzymes and glutathione by Nigella sativa (black seed) and thymoquinone in CCl4-intoxicated rats.

Authors:  Wael M El-Sayed
Journal:  Int J Toxicol       Date:  2011-10-12       Impact factor: 2.032

Review 10.  Pharmacological and toxicological properties of Nigella sativa.

Authors:  B H Ali; Gerald Blunden
Journal:  Phytother Res       Date:  2003-04       Impact factor: 5.878
  10 in total
  1 in total

1.  Dithymoquinone Analogues as Potential Candidate(s) for Neurological Manifestation Associated with COVID-19: A Therapeutic Strategy for Neuro-COVID.

Authors:  Afrasim Moin; Bader Huwaimel; Ahmed Alobaida; Mohammed Khaled Bin Break; Danish Iqbal; Rahamat Unissa; Qazi Mohammad Sajid Jamal; Talib Hussain; Dinesh C Sharma; Syed Mohd Danish Rizvi
Journal:  Life (Basel)       Date:  2022-07-19
  1 in total

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