Magnetic phase transition in valence tautomers as polymorphs of 3-iodolawsone: Single crystal X-ray structure, DSC and EPR studies

Zaware, Santosh B.; Dagade-Waghmode, Shobha; Gonnade, Rajesh G.; Srinivas, D.; Rane, Sagar S.

doi:10.1016/j.molstruc.2009.10.005

Cited by 9 publications

(2 citation statements)

References 46 publications

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“…NQ valence tautomers. 22 2.3.2 UV-Visible spectra. UV-Vis spectra of (a) A, (b) A in sodium methoxide, (c) B in acetonitrile (A) and DMSO (B) are displayed in Fig.…”

Section: Solution Studies On Compound Bmentioning

confidence: 99%

Cu(ii) conjugation along the transformation of a vitamin K₃derivative to a dinaphthoquinone methide radical

et al. 2014

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bi-vitamin K 3 (B) has been isolated as a dinaphthoquinone methide radical (DNQM) by the transformation of 1-imino(acetylhydrazino)-vitamin K 3 (A). The transformation follows a biomimetic activation pathway mediated via Cu(II) ion catalyzed oxidative coupling. Single crystal X-ray and electron spin resonance (ESR) experiments combined with density functional calculations elucidate the ''resonance structure'' of the DNQM radical (B). Fluorescence investigations reveal that DNQM facilitates interaction with the cysteine residue. As compared to the parent substrate, B shows a depletion in the level of GSH, triggering apoptosis in HeLa cells.

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“…NQ valence tautomers. 22 2.3.2 UV-Visible spectra. UV-Vis spectra of (a) A, (b) A in sodium methoxide, (c) B in acetonitrile (A) and DMSO (B) are displayed in Fig.…”

Section: Solution Studies On Compound Bmentioning

confidence: 99%

Cu(ii) conjugation along the transformation of a vitamin K₃derivative to a dinaphthoquinone methide radical

et al. 2014

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“…[3][4][5][6] Vitamin K 3 (C-3 substituted 1,4-naphthoquinone) inhibits DNA polymerase enzyme, 7 which is a target of anticancer drugs. Recently, we have reported the magnetostructural correlations of vitamin K 3 family members for probable antioncogenic candidature, 8 where non-covalent interactions of intra and/or intermolecular H-bonding have been known to stabilize radical structures as valence tautomers 9 and lead to a variety of magneto-structures in phenolic compounds. [10][11][12][13][14][15] The formation of free radicals during interaction with parasite's respiratory chain was proposed as a drug action of hydroxynaphthoquinones.…”

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confidence: 99%

Antioxidant and anticancer activities of supramolecularly controlled magnetostructural halo-oximes of lawsone

et al. 2011

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Solid‐state Nuclear Magnetic Resonance of Polymorphic Materials

Vogt¹

2011

Encyclopedia of Analytical Chemistry

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Solid‐state nuclear magnetic resonance (SSNMR) spectroscopy is a powerful analytical technique for the analysis of polymorphs, which are molecules that exist in different crystalline phases. In this review, applications of SSNMR to polymorphism and related phenomena in a variety of chemical systems are discussed, including pharmaceuticals, food materials, explosives, dyes and pigments, biomolecules, inorganic materials, and organometallic compounds. The advantages of SSNMR are highlighted in relation to other analytical techniques, such as diffraction methods. The SSNMR techniques commonly used to analyze these systems and probe aspects of their polymorphic structure are reviewed, and illustrative examples from each class are given. In recent years, increasingly sophisticated SSNMR methods have been applied to the analysis of polymorphism, including 2‐D correlation methods, methods that measure chemical shift tensors, methods that extract quadrupolar parameters at high static field strengths, and computational methods that assist in interpreting and understanding the experimental data in relation to crystal structure. Multicomponent crystals including salts, solvates, and cocrystals also display polymorphism, and are often included with polymorphs in investigations of supramolecular chemistry and crystal engineering. The relationship between crystalline and amorphous materials is also discussed to emphasize the applicability of the analytical technique and the complementary information often obtained. Finally, the importance of SSNMR within multidisciplinary studies of polymorphism using other techniques is emphasized.

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Magnetic phase transition in valence tautomers as polymorphs of 3-iodolawsone: Single crystal X-ray structure, DSC and EPR studies

Cited by 9 publications

References 46 publications

Cu(ii) conjugation along the transformation of a vitamin K₃derivative to a dinaphthoquinone methide radical

Cu(ii) conjugation along the transformation of a vitamin K₃derivative to a dinaphthoquinone methide radical

Antioxidant and anticancer activities of supramolecularly controlled magnetostructural halo-oximes of lawsone

Solid‐state Nuclear Magnetic Resonance of Polymorphic Materials

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Magnetic phase transition in valence tautomers as polymorphs of 3-iodolawsone: Single crystal X-ray structure, DSC and EPR studies

Cited by 9 publications

References 46 publications

Cu(ii) conjugation along the transformation of a vitamin K3derivative to a dinaphthoquinone methide radical

Cu(ii) conjugation along the transformation of a vitamin K3derivative to a dinaphthoquinone methide radical

Antioxidant and anticancer activities of supramolecularly controlled magnetostructural halo-oximes of lawsone

Solid‐state Nuclear Magnetic Resonance of Polymorphic Materials

Contact Info

Product

Resources

About

Cu(ii) conjugation along the transformation of a vitamin K₃derivative to a dinaphthoquinone methide radical

Cu(ii) conjugation along the transformation of a vitamin K₃derivative to a dinaphthoquinone methide radical