Disease relevance of Naphthohydroquinone

• This differed from the results of inhibitory mode analysis of HSV-1 protease, 1,4-dihydroxynaphthalene was a noncompetitive inhibitor of HCMV protease, and three naphthoquinones were competitive inhibitors [1].

High impact information on Naphthohydroquinone

• At neutral pH, 1,4-naphthohydroquinone and 2-methyl-1,4-naphthohydroquinone readily autoxidize to the corresponding quinones [2].
• The autoxidized naphthohydroquinone derivatives were re-reduced by DT-diaphorase, thus closing a cycle of enzymic reduction in equilibrium autoxidation [3].
• Results indicated that copper(II) and NADPH were essential for causing oxidant-mediated aldehydic DNA lesions (ADLs), including abasic sites and aldehydic base/sugar lesions, in ct-DNA exposed to 1,2-naphthalenediol (NCAT), 1,4-naphthalenediol (NHQ), 1,2-naphthoquinone (1,2-NQ), and 1,4-naphthoquinone (1,4-NQ) [4].
• [Cr(CO)3(naphthoquinone)](1), prepared in a three-step sequence starting from 1,4-dihydroxynaphthalene, was reduced to the corresponding meso-dihydronaphthalene syn-diol complex and the latter was desymmetrized to give the mono-acyl complex with 99% ee via asymmetric acylation catalyzed by the two new and easily accessed chiral diamines 7 and 8 [5].
• Further investigation of the roots of Rubia cordifolia resulted in the isolation of four new naphthohydroquinones and two naphthohydroquinone dimers, and one known naphthohydroquinone, one naphthoquinone, two anthraquinones and one naphthohydroquinone dimer [6].

Biological context of Naphthohydroquinone

• 1,4-Dihydroxynaphthalene and three naphthoquinones were found to be potent inhibitors of HSV-1 protease with IC50 values of 6.4 to 16.9 microM [1].

Associations of Naphthohydroquinone with other chemical compounds

• Two new quinoidal dimers, a new naphthohydroquinone anhydride, a known naphthoic acid ester derivative and two known benzoic acid derivatives were isolated from the chloroform fraction of a chloroform-methanol (1:1) extract of Rubia cordifolia L [7].
• Effect of glutathione on the redox transitions of naphthohydroquinone derivatives formed during DT-diaphorase catalysis [8].

References