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4 article(s) from Berdnikova, Daria V

Photochromic derivatives of indigo: historical overview of development, challenges and applications

Gökhan Kaplan,
Zeynel Seferoğlu and
Daria V. Berdnikova

Beilstein J. Org. Chem. 2024, 20, 228–242, doi:10.3762/bjoc.20.23

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Figure 1: Precursors used in the synthesis of indigo [4].

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Figure 2: a) Intramolecular (a = 2.26 Å) and intermolecular (b = 2.11 Å) hydrogen bonds in indigo, b) crystal...

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Figure 3: Bond length in the indigo molecule obtained from the single crystal X-ray analysis [12], the typical bo...

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Figure 4: The structure of the indigo chromophore (H-chromophore, highlighted in blue), asterisk indicates th...

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Figure 5: Influence of substituents in the benzene rings on the color of indigo derivatives.

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Figure 6: a) E–Z photoisomerization of indigo and b) photoinduced proton transfer in the excited state, aster...

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Figure 7: Structures of indigo derivatives discussed in this review.

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Figure 8: Photoswitching of N,N'-diacetylindigo (9a) in CCl₄ (c = 17.1 µM; cell length = 5.0 cm) irradiated w...

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Figure 9: Photoisomerization of compound 18c upon irradiation with red light and schematic representation of ...

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Figure 10: Schematic representation of indigo-type (left) and amide-type (right) resonances in N,N'-acetylindi...

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Figure 11: Suggested intermediates for the double bond cleavage for the thermal relaxation of N,N'-diacylindig...

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Figure 12: Zwitterionic resonance structures of Z-indigo.

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Figure 13: Photos of crystalline N,N'-di(Boc)indigo 17a its solutions in 1) DMSO, 2) DMF, 3) N-methyl-2-pyrrol...

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Figure 14: Structural isomers of indigo.

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Figure 15: Photochromism of indirubin derivatives and supramolecular complexation of the E-isomers with Schrei...

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Figure 16: Photoisomerization of the protonated isoindigo.

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Review

Published 07 Feb 2024

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Synthesis and investigation of quadruplex-DNA-binding, 9-O-substituted berberine derivatives

Jonas Becher,
Daria V. Berdnikova,
Heiko Ihmels and
Christopher Stremmel

Beilstein J. Org. Chem. 2020, 16, 2795–2806, doi:10.3762/bjoc.16.230

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Scheme 1: The structures and numbering of berberine (1a) and the alkyl-substituted derivatives 1aⁿ–eⁿ and the...

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Scheme 2: Synthesis of the berberine–adenine conjugates 4a–e.

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Figure 1: Representative spectrophotometric (A) and spectrofluorimetric (B) titration of compound 4c with 22AG...

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Figure 2: Melting temperatures, ΔT_m, of G4-DNA (c_DNA = 0.2 µM) F21T (black), F21T plus ds26 (15 equiv, red), ...

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Figure 3: CD spectra of 22AG (A) and a2 (B) in the presence of the ligands 4c (in K⁺-phosphate buffer (pH 7.0...

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Figure 4: The simplified structure of the complex between 1e³ and quadruplex DNA (left; [38]) and the proposed or...

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Full Research Paper

Published 18 Nov 2020

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Design, synthesis and investigation of water-soluble hemi-indigo photoswitches for bioapplications

Daria V. Berdnikova

Beilstein J. Org. Chem. 2019, 15, 2822–2829, doi:10.3762/bjoc.15.275

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Scheme 1: Synthesis of hemi-indigo derivatives Z-1a–c.

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Scheme 2: Synthetic routes to alkylamino-substituted dimethoxy hemi-indigo Z-1c.

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Figure 1: Photoswitching of hemi-indigo derivatives: (A) Z-1a, c = 20 μM in H₂O with 10% (v/v) DMSO, λ_ex = 42...

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Scheme 3: Photoswitching of hemi-indigo derivatives.

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Figure 2: Absorption spectra of the Z-isomer (black), two photostationary states obtained upon irradiation wi...

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Published 22 Nov 2019

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Interactions between photoacidic 3-hydroxynaphtho[1,2-b]quinolizinium and cucurbit[7]uril: Influence on acidity in the ground and excited state

Jonas Becher,
Daria V. Berdnikova,
Darinka Dzubiel,
Heiko Ihmels and
Phil M. Pithan

Beilstein J. Org. Chem. 2017, 13, 203–212, doi:10.3762/bjoc.13.23

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Figure 1: Structures of quinolizinium derivatives 1a–c and 2.

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Scheme 1: Synthesis of 3-hydroxynaphtho[1,2-b]quinolizinium bromide (2).

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Figure 2: Absorption (A, c = 100 µM) and normalized emission spectra (B, c = 10 µM or Abs. = 0.1 at λ_ex) of d...

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Figure 3: Photometric (A) and fluorimetric (B) acid–base titration (λ_ex = 380 nm) of naphthoquinolizinium 2 (c...

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Figure 4: Absorption spectra of 2 (c = 100 µM) in MeOH (A) and MeCN (B). Black lines: without additive, red: ...

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Figure 5: Normalized emission spectra of 2 (c = 10 µM) in MeOH (A, λ_ex = 400 nm) and MeCN (B, λ_ex = 398 nm). ...

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Figure 6: Photometric titration of CB[7] (c = 0.45 mM) to 2 (c = 15 µM) in BPE buffer (with 10% v/v DMSO) at ...

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Figure 7: Photometric (A) and fluorimetric (B) acid–base titration (λ_ex = 380 nm) of 2 (c = 15 µM) in the pre...

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Scheme 2: Acid–base equilibrium of hydroxynaphthoquinolizinium 2.

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Figure 8: Structures of quinolizinium derivatives 6–8.

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Published 01 Feb 2017

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