This search combines search strings from the content search (i.e. "Full Text", "Author", "Title", "Abstract", or "Keywords") with "Article Type" and "Publication Date Range" using the AND operator.
Beilstein J. Org. Chem. 2023, 19, 550–565, doi:10.3762/bjoc.19.40
Graphical Abstract
Scheme 1: Novel pyrene–phenanthridine conjugates Phen-Py-1 (longer, flexible linker) and Phen-Py-2 (shorter, ...
Scheme 2: Synthesis of Phen-Py-1 and Phen-Py-2 by amide formation; Reagents and conditions: 1. TFA–H2O mixtur...
Figure 1: 2D (left) and 3D (right) representation of fluorescence emission spectra of Phen-Py-1 (c = 2 × 10−6...
Figure 2: Most representative structures of the conjugates Phen-Py-1 and Phen-Py-2 at different pH conditions...
Figure 3: UV–vis titration of Phen-Py-1 with ct-DNA,; changes in the UV–vis spectra of Phen-Py-1 at λ = 350 n...
Figure 4: . Experimental (■) and calculated (–) (by Scatchard equation Table 2) fluorescence intensities of compound ...
Figure 5: Comparison of spectra of DNA-dye complex (r = 0.5, black) and sum of DNA and dye spectra (red) of a...
Figure 6: Fluorimetric titration of Phen-Py-1, λexc = 352 nm, c = 1 × 10−6 mol dm−3 with dipeptidyl peptidase...
Figure 7: A: ITC titration: raw titration data from the experimental injections of human DPP III enzyme mutan...
Beilstein J. Org. Chem. 2014, 10, 2930–2954, doi:10.3762/bjoc.10.312
Scheme 1: The Grignard-based synthesis of 6-alkyl phenanthridine.
Scheme 2: Radical-mediated synthesis of 6-arylphenanthridine [14].
Scheme 3: A t-BuO• radical-assisted homolytic aromatic substitution mechanism proposed for the conversion of ...
Scheme 4: Synthesis of 5,6-unsubstituted phenanthridine starting from 2-iodobenzyl chloride and aniline [17].
Scheme 5: Phenanthridine synthesis initiated by UV-light irradiation photolysis of acetophenone O-ethoxycarbo...
Scheme 6: PhI(OAc)2-mediated oxidative cyclization of 2-isocyanobiphenyls with CF3SiMe3 [19,20].
Scheme 7: Targeting 6-perfluoroalkylphenanthridines [21,22].
Scheme 8: Easily accessible biphenyl isocyanides reacting under mild conditions (room temp., visible light ir...
Scheme 9: Microwave irradiation of Diels–Alder adduct followed by UV irradiation of dihydrophenanthridines yi...
Scheme 10: A representative palladium catalytic cycle.
Scheme 11: The common Pd-catalyst for the biphenyl conjugation results simultaneously in picolinamide-directed...
Scheme 12: Pd(0)-mediated cyclisation of imidoyl-selenides forming 6-arylphenanthridine derivatives [16]. The inse...
Scheme 13: Palladium-catalysed phenanthridine synthesis.
Scheme 14: Aerobic domino Suzuki coupling combined with Michael addition reaction in the presence of a Pd(OAc)2...
Scheme 15: Rhodium-catalysed alkyne [2 + 2 + 2] cycloaddition reactions [36].
Scheme 16: The O-acetyloximes derived from 2′-arylacetophenones underwent N–O bond cleavage and intramolecular ...
Scheme 17: C–H arylation with aryl chloride in the presence of a simple diol complex with KOt-Bu (top) [39]; for s...
Scheme 18: The subsequent aza-Claisen rearrangement, ring-closing enyne metathesis and Diels–Alder reaction – ...
Scheme 19: Phenanthridine central-ring cyclisation with simultaneous radical-driven phosphorylation [42].
Scheme 20: Three component reaction yielding the benzo[a]phenanthridine core in excellent yields [44].
Scheme 21: a) Reaction of malononitrile and 1,3-indandione with BEP to form the cyclised DPP products; b) pH c...
Figure 1: Schematic presentation of the intercalative binding mode by the neighbour exclusion principle and i...
Figure 2: Urea and guanidine derivatives of EB with modified DNA interactions [57].
Figure 3: Structure of mono- (3) and bis-biguanide (4) derivative. Fluorescence (y-axis normalised to startin...
Scheme 22: Bis-phenanthridinium derivatives (5–7; inert aliphatic linkers, R = –(CH2)4– or –(CH2)6–): rigidity...
Figure 4: Series of amino acid–phenanthridine building blocks (general structure 10; R = H; Gly) and peptide-...
Figure 5: General structure of 45 bis-ethidium bromide analogues. Reproduced with permission from [69]. Copyright...
Scheme 23: Top: Recognition of poly(U) by 12 and ds-polyAH+ by 13; bottom: Recognition of poly(dA)–poly(dT) by ...
Figure 6: The bis-phenanthridinium–adenine derivative 15 (LEFT) showed selectivity towards complementary UMP;...
Figure 7: The neomycin–methidium conjugate targeting DNA:RNA hybrid structures [80].
Figure 8: Two-colour RNA intercalating probe for cell imaging applications: Left: Chemical structure of EB-fl...
Figure 9: The ethidium bromide nucleosides 17 (top) and 18 (bottom). DNA duplex set 1 and 2 (E = phenanthridi...
Figure 10: Left: various DNA duplexes; DNA1 and DNA2 used to study the impact on the adjacent basepair type on...
Figure 11: Structure of 4,9-DAP derivative 19; Rright: MIAPaCa-2 cells stained with 10 μM 19 after 60 and 120 ...
Figure 12: Examples of naturally occurring phenanthridine analogues.
Beilstein J. Org. Chem. 2014, 10, 2175–2185, doi:10.3762/bjoc.10.225
Scheme 1: Studied DBTAA–adenine conjugates (AP3, AP3am, AP5, AP6) [11], and the reference compounds lacking adeni...
Scheme 2: Preparations of the products AP3am and AP5. Starting compounds were synthesized according to previo...
Figure 1: Changes in the UV–vis spectrum of AP3am (c = 1.0 × 10−5 mol dm−3) upon titration with poly dA–poly ...
Figure 2: Induced CD bands observed for AP3, AP3am, AP6 for poly dA–poly dT and poly (dAdT)2 (c = 3.0 × 10−5 ...
Figure 3: Comparison of AP3 ICD bands for ss-DNA (dA and dT) with alternating- and homo-AT ds-polynucleotides...
Figure 4: Self-folding of AP5 (upper left – note the stacking of DBTAA and adenine) and AP3 (lower left – not...
Figure 5: Schematic presentation of self-folded AP5 (free AP5 see Figure 4; upper left) in the minor groove of poly d...