Conjugates of natural chlorins and isobornylphenols with a different length of the spacer between the chlorin and terpenephenolic fragments: synthesis and antioxidant activity

Khudyaeva, I. S.; Белых, Д. В.; Шевченко, О. Г.; Maximova, Marina A; Зайнуллина, Л. Ф.; Vakhitova, Yu. V.; Shchukina, O. V.; Буравлев, Е. В.; Chukicheva, I. Yu.; Kutchina, A. V.

doi:10.1007/s11172-017-1997-z

Cited by 4 publications

(3 citation statements)

References 16 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Conjugates 5 , 7, and previously synthesized [ 15 , 18 ] derivatives 8 – 11 ( Figure 2 ) were used for the comparative study of RSA.…”

Section: Resultsmentioning

confidence: 99%

“…(3 S ,4 S )-{ O -[(4-Hydroxy-3-{(1 S ,2 R ,4 R )-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl}-5-{(1 R ,2 S ,4 S )-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl}phenyl)methyl]}-4,8,13,18-tetramethyl-20-oxo-9-ethenyl-14-ethylphorbin-3-propanoate ( 8 ) was obtained according to [ 15 ].…”

Section: Methodsmentioning

confidence: 99%

“…The insertion of fragments of molecules having their own antioxidant activity (AOA) to the periphery of the porphyrin macrocycle can have a significant effect on the AOA molecule as a whole. We have previously shown that symmetrically substituted tetra( meso -aryl)porphyrins as well as derivatives of chlorophyll a with 2,6-diisobornylphenol fragments on the periphery of the macrocycle exhibit AOA and RSA and these properties are in all cases due to the presence of the phenol fragment in the molecule for all types of porphyrin [ 9 , 13 , 14 , 15 , 16 ]. In this connection, the information about the porphyrin macrocycle effect on the phenolic hydroxyl groups reactivity in the interaction with free radicals is of a great interest for the design of such hybrid AO molecules.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Antiradical Activity of Porphyrins with a Diisobornylphenol Fragment at the Macrocycle Periphery

et al. 2018

View full text Add to dashboard Cite

This article focuses on the antiradical activity of a number of 2,6-diisobornylphenol-porphyrin conjugates with various spacers between the porphyrin and phenolic fragments in the model reaction of ethylbenzene oxidation initiated by azoisobutyric acid dinitrile. The study has shown that the electronic effects of the groups directly related to the 2,6-diisobornylphenol fragment exert the predominant influence both on the reactivity of the phenolic hydroxyl group in interaction with free radicals and on the antiradical activity of the molecule as a whole. The antiradical activity of the molecule is generally less affected by the nature of the substituents in the porphyrin macrocycle, mainly due to a change in the stoichiometric inhibition coefficient in the presence of relatively easily oxidizable groups. It was found that the length of the spacer between the porphyrin and phenolic fragments does not affect the antiradical activity of the conjugate.

show abstract

“…Conjugates 5 , 7, and previously synthesized [ 15 , 18 ] derivatives 8 – 11 ( Figure 2 ) were used for the comparative study of RSA.…”

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%