Fluorine substituent effects (on bioactivity)

Smart, Bruce E.

doi:10.1016/s0022-1139(01)00375-x

Cited by 1,369 publications

(703 citation statements)

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“…In fact, it has been stated that, "as a substituent, it is rarely boring, always good for a surprise, but often completely unpredictable" [5]. This is especially true where the effects upon physical properties are concerned [6]. For example, it has been shown that polyfluorinating an alkyl chain results in a rigid rod-like structure whose carbon-carbon conformation changes as chain length increases, the change occurring between 8 -12 carbons, 8 carbons being a zigzag conformation, 10 both zigzag and helical and 12 fully helical [7].…”

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confidence: 99%

Chemical ionization pathways of polyfluorinated chemicals—A connection to environmental atmospheric processes

Ellis

Mabury

2003

J. Am. Soc. Mass Spectrom.

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A systematic mass spectrometry study of an industrially prolific class of polyfluorinated compounds known as telomers was conducted. The study specifically focused upon polyfluorinated alcohols along with corresponding saturated and ␣,␤-unsaturated fluoroacids. Within each class differing fluoroalkyl chain length homologues were investigated, using negative and positive chemical ionization mass spectrometry (NCI and PCI). In the case of the fluoroalcohols, NCI resulted in the production of more elaborate spectra than the other classes. Moreover, it showed the interesting production of HF 2 Ϫ and the complex of this species, along with F Ϫ , with the parent molecule. These complexes resulted in the formation of the novel H 2 F 3 Ϫ ion. Results show that there is significant intra-molecular hydrogen bonding that occurs for these compounds, which influences the molecules fragmentation. This bonding will also influence the fate and disposition through environmental processes (e.g., V P , k OH , K OW , K OA ) which are affected by molecular geometry. Furthermore, there is an increased accumulation and persistence potential for the molecule as a function of the fluorocarbon chain length. We have shown that in conjunction with the use of mass spectroscopy the engertics of environmental processes for polyfluorinated materials can be

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confidence: 99%

Chemical ionization pathways of polyfluorinated chemicals—A connection to environmental atmospheric processes

Ellis

Mabury

2003

J. Am. Soc. Mass Spectrom.

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“…Heterocyclic sulfonamide derivatives have shown good anticancer activity with variety of mechanisms including cell cycle perturbation at G1 phase, disruption of microtubules assembly and the well-known carbonic anhydrase inhibition activity with selectivity to the tumor associated isoforms hCA IX and hCA XII [1][2][3][4][5]. Combination of a 4-(4-oxopent-2-en-2-ylamino) sca old with the biologically active sulfonamide moiety has received great attention as PI3 K inhibitor, which is an important enzyme controlling signal transduction [4,[6][7][8].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of (Z)-4-(4-oxopent-2-en-2-ylamino)benzenesulfonamide, C₁₁H₁₄N₂O₃S

Ghorab¹,

Alsaid

Ghabbour³

et al. 2016

Zeitschrift Für Kristallographie - New Crystal Structures

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“…In our samples an extra asymmetry is introduced by the N-phenyl group linked directly to the polymer. A steric effect could protect dye molecules against aggregation as manifested in some porphyrins and phthalocyanines [57,58]. Moreover, DMSO can also protect molecules against aggregation [59].…”

Section: Electronic Absorption and Fluorescence Investigationsmentioning

confidence: 99%

Triplet Thermal Relaxation Study as a Probe of Weak Interdimers of Porphyrin Derivatives

2011

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This article deals with results concerning the study of interacting dyes which are able to create weak interdimers. Two groups of organic systems: phthalocyanines (di-ethanol-amine and di-octane-amine) and pyridyl porphyrins (zinc, copper, and free-base) covalently linked to polyethylene glycol (PEG) in water and organic solvents (dioxane, dimethylsulfoxide) were investigated. Absorption, fluorescence, and photoacoustics were used as experimental methods but particular attention was paid to light-induced optoacoustic spectroscopy to follow the dye's triplet population and triplet thermal relaxation to study intermolecular interactions. It has been shown that even the weak interactions of the organic dyes under study is not detectable by absorption and only slightly by fluorescence is it possible to follow interactions by complementary photothermal methods. The results obtained for selected phthalocyanines and covalent porphyrin-polymer samples evidently show that the lightinduced optoacoustic experiment is a perfect tool in the detection of weakly interacting aggregates.

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Fluorine substituent effects (on bioactivity)

Cited by 1,369 publications

References 24 publications

Chemical ionization pathways of polyfluorinated chemicals—A connection to environmental atmospheric processes

Chemical ionization pathways of polyfluorinated chemicals—A connection to environmental atmospheric processes

Crystal structure of (Z)-4-(4-oxopent-2-en-2-ylamino)benzenesulfonamide, C₁₁H₁₄N₂O₃S

Triplet Thermal Relaxation Study as a Probe of Weak Interdimers of Porphyrin Derivatives

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Fluorine substituent effects (on bioactivity)

Cited by 1,369 publications

References 24 publications

Chemical ionization pathways of polyfluorinated chemicals—A connection to environmental atmospheric processes

Chemical ionization pathways of polyfluorinated chemicals—A connection to environmental atmospheric processes

Crystal structure of (Z)-4-(4-oxopent-2-en-2-ylamino)benzenesulfonamide, C11H14N2O3S

Triplet Thermal Relaxation Study as a Probe of Weak Interdimers of Porphyrin Derivatives

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Crystal structure of (Z)-4-(4-oxopent-2-en-2-ylamino)benzenesulfonamide, C₁₁H₁₄N₂O₃S