Photochemical reactivity of keto imino ethers

2006 ◽  
pp. 65-95 ◽  
Author(s):  
Tad H. Koch ◽  
David R. Anderson ◽  
John M. Burns ◽  
Geoffrey C. Crockett ◽  
Kent A. Howard ◽  
...  
Keyword(s):  
Photochemical Reactivity

scholarly journals Photochemical Reactivity of Naphthol-Naphthalimide Conjugates and Their Biological Activity

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3355
Author(s):  
Matija Sambol ◽  
Patricia Benčić ◽  
Antonija Erben ◽  
Marija Matković ◽  
Branka Mihaljević ◽  
...  
Keyword(s):  
Biological Activity ◽  
Rational Design ◽  
Human Cancer ◽  
Photophysical Properties ◽  
Resonance Energy Transfer ◽  
Resonance Energy ◽  
Quinone Methide ◽  
Quantum Yields ◽  
Photochemical Reactivity ◽  
Human Cancer Cell Lines

Quinone methide precursors 1a–e, with different alkyl linkers between the naphthol and the naphthalimide chromophore, were synthesized. Their photophysical properties and photochemical reactivity were investigated and connected with biological activity. Upon excitation of the naphthol, Förster resonance energy transfer (FRET) to the naphthalimide takes place and the quantum yields of fluorescence are low (ΦF ≈ 10−2). Due to FRET, photodehydration of naphthols to QMs takes place inefficiently (ΦR ≈ 10−5). However, the formation of QMs can also be initiated upon excitation of naphthalimide, the lower energy chromophore, in a process that involves photoinduced electron transfer (PET) from the naphthol to the naphthalimide. Fluorescence titrations revealed that 1a and 1e form complexes with ct-DNA with moderate association constants Ka ≈ 105–106 M−1, as well as with bovine serum albumin (BSA) Ka ≈ 105 M−1 (1:1 complex). The irradiation of the complex 1e@BSA resulted in the alkylation of the protein, probably via QM. The antiproliferative activity of 1a–e against two human cancer cell lines (H460 and MCF 7) was investigated with the cells kept in the dark or irradiated at 350 nm, whereupon cytotoxicity increased, particularly for 1e (>100 times). Although the enhancement of this activity upon UV irradiation has no imminent therapeutic application, the results presented have importance in the rational design of new generations of anticancer phototherapeutics that absorb visible light.

Photochemical Reactivity of RuII(η6-p-cymene) Flavonolato Compounds

2014 ◽  
Vol 33 (22) ◽  
pp. 6341-6351 ◽  
Author(s):  
Sushma L. Saraf ◽  
Trevor J. Fish ◽  
Abby D. Benninghoff ◽  
Ashley A. Buelt ◽  
Rhett C. Smith ◽  
...  
Keyword(s):  
Photochemical Reactivity

Electronic spectra of 7-azaindole/ammonia clusters and their photochemical reactivity

2008 ◽  
Vol 129 (10) ◽  
pp. 104311 ◽  
Author(s):  
Yuna Koizumi ◽  
Christophe Jouvet ◽  
Tsuji Norihiro ◽  
Shun-ichi Ishiuchi ◽  
Claude Dedonder-Lardeux ◽  
...  
Keyword(s):  
Electronic Spectra ◽  
Photochemical Reactivity ◽  
Ammonia Clusters

The photochemical reactivity of some benzoylthiophenes. IV. The effect of an adjacent methyl group on the excited state reactivity of 3-benzoylthiophene

1978 ◽  
Vol 56 (15) ◽  
pp. 1970-1984 ◽  
Author(s):  
D. R. Arnold ◽  
C. P. Hadjiantoniou
Keyword(s):  
Hydrogen Abstraction ◽  
Thiophene Ring ◽  
Emission Spectra ◽  
Photochemical Reactions ◽  
Triplet States ◽  
Photochemical Reactivity ◽  
Methyl Group ◽  
State Diagrams ◽  
Phosphorescence Emission ◽  
Intramolecular Hydrogen

The electronic absorption and phosphorescence emission spectra and the photochemical reactivity of several methyl-3-benzoylthiophenes (2- and 4-methyl-3-benzoylthiophene (1, 2), 2,5-dimethyl-3-benzoylthiophene (3), and 3-(2-methylbenzoyl)thiophene (4)) have been studied. Partial state diagrams have been constructed. The lowest energy absorption in hexane solution in every case is the carbonyl n → π* transition. The two lowest triplet states of these ketones are close in energy and, in fact, the nature of the emitting triplet (n,π* or π,π*) depends upon the position of methyl substitution and upon the solvent. The photochemical reactions studied include intramolecular hydrogen abstraction (revealed by deuterium exchange in the adjacent methyl group upon irradiation in perdeuteriomethanol solution), photocycloaddition of dimethyl acetylenedicarboxylate to the thiophene ring, and photocycloaddition of isobutylene to the carbonyl group. Generalizations, potentially useful for predicting photochemical reactivity of these and other aromatic ketones are summarized.

Modification of photochemical reactivity of trans-2-styrylpyridine: effect of cyclodextrin complexation

1999 ◽  
pp. 607-608 ◽  
Author(s):  
H. Shayira Banu ◽  
A. Lalitha ◽  
C. Srinivasan ◽  
K. Pitchumani
Keyword(s):  
Photochemical Reactivity ◽  
Cyclodextrin Complexation

scholarly journals Structural Transformations in Crystals Induced by Radiation and Pressure. Part 7. Molecular and Crystal Geometries as Factors Deciding about Photochemical Reactivity under Ambient and High Pressures

Crystals ◽  
2018 ◽  
Vol 8 (7) ◽  
pp. 299 ◽  
Author(s):  
Krzysztof Konieczny ◽  
Arkadiusz Ciesielski ◽  
Julia Bąkowicz ◽  
Tomasz Galica ◽  
Ilona Turowska-Tyrk
Keyword(s):  
High Pressures ◽  
Unit Cell ◽  
Geometrical Parameters ◽  
Isopropyl Group ◽  
Unit Cell Parameters ◽  
Photochemical Reactivity ◽  
Space Group ◽  
Cell Parameters ◽  
Pressure Part ◽  
Asymmetric Unit Cell

We studied the photochemical reactivity of salts of 4-(2,4,6-triisopropylbenzoyl)benzoic acid with propane-1,2-diamine (1), methanamine (2), cyclohexanamine (3), and morpholine (4), for compounds (1), (3), and (4) at 0.1 MPa and for compounds (1) and (2) at 1.3 GPa and 1.0 GPa, respectively. The changes in the values of the unit cell parameters after UV irradiation and the values of the intramolecular geometrical parameters indicated the possibility of the occurrence of the Norrish–Yang reaction in the case of all the compounds. The analysis of the intramolecular geometry and free spaces revealed which o-isopropyl group takes part in the reaction. For (1), the same o-isopropyl group should be reactive at ambient and high pressures. In the case of (2), high pressure caused the phase transition from the space group I2/a with one molecule in the asymmetric unit cell to the space group P1¯ with two asymmetric molecules. The analysis of voids indicated that the Norrish–Yang reaction is less probable for one of the two molecules. For the other molecule, the intramolecular geometrical parameters showed that except for the Norrish–Yang reaction, the concurrent reaction leading to the formation of a five-membered ring can also proceed. In (3), both o-isopropyl groups are able to react; however, the bigger volume of a void near 2-isopropyl may be the factor determining the reactivity. For (4), only one o-isopropyl should be reactive.

Sign in / Sign up

Export Citation Format

Share Document