40310-32-5Relevant academic research and scientific papers
Cyclotriphosphazene ring as a platform for multiporphyrin assemblies
Rao, M. Rajeswara,Gayatri,Kumar, Amit,Sastry, G. Narahari,Ravikanth
scheme or table, p. 3488 - 3496 (2009/12/29)
A simple method has been employed to synthesize a cyclotriphosphazene appended with six porphyrins. The reaction of one equivalent of hexachlorocyclotriphosphazene with six equivalents of 5-(4-hydroxyphenyl)-10,15, 20-tri(p-tolyl)porphyrin or -21-thiaporp
Synthesis and anion-binding studies of thiaphlorins and covalently linked thiaphlorin-porphyrin dyads
Gupta, Iti,Froehlich, Roland,Ravikanth, Mangalampalli
body text, p. 1884 - 1900 (2009/04/04)
A series of thiaphlorins with N2S2 and N3S cores have been prepared in decent yields from readily available precursors. The thiaphlorins were characterized by all spectroscopic techniques and the structures of two thiaphlo
Synthesis and spectral properties of N4, N3S, and N2S2 porphyrins containing one, two, three, and four meso-furyl groups
Santosh,Ravikanth
, p. 7833 - 7844 (2008/02/07)
Porphyrins with N4, N3S, and N2S2 cores having one, two, three, and four furyl groups at the meso-positions were synthesized by following various methodologies and characterized by using mass spectrometry, NMR s
Novel 1-[2-(diarylmethoxy)ethyl]-2-methyl-5-nitroimidazoles as HIV-1 non-nucleoside reverse transcriptase inhibitors. A structure-activity relationship investigation
De Martino, Gabriella,Regina, Giuseppe La,Pasquali, Alessandra Di,Ragno, Rino,Bergamini, Alberto,Ciaprini, Chiara,Sinistro, Anna,Maga, Giovanni,Crespan, Emmanuele,Artico, Marino,Silvestri, Romano
, p. 4378 - 4388 (2007/10/03)
1-[2-(Diarylmethoxy)ethyl]-2-methyl-5-nitroimidazoles (DAMNIs) is a novel family of HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs) active at submicromolar concentration. Replacement of one phenyl ring of 1-[2-(diphenylmethoxy)ethyl]-2-methyl-5-nitroimidazole (4) with heterocyclic rings, such as 2-thienyl or 3-pyridinyl, led to novel DAMNIs with increased activity. In HIV-1 WT cell-based assay the racemic 1-{2-[α-(thiophen-2-yl) phenylmethoxy]ethyl}-2-methyl-5-nitroimidazole (7) (EC50 = 0.03 μM) proved 5 times more active than compound 4. Docking experiments showed that the introduction of a chiral center would not affect the binding of both (R)-7 and (S)-7. The internal scoring function of the Autodock program calculated the same inhibition constant (Ki = 7.9 nM) for the two enantiomers. Compounds 7 (ID50 = 8.25 μM) were found more active than efavirenz (ID50 = 25 μM) against the viral RT carrying the K103N mutation, suggesting for these compounds a potential use in efavirenz based anti-AIDS regimens.
One-flask synthesis of mono- and trifunctionalized 21-thia and 21-oxaporphyrin building blocks and their application in the synthesis of covalent and noncovalent unsymmetrical porphyrin arrays
Gupta, Iti,Ravikanth, Mangalampalli
, p. 6796 - 6811 (2007/10/03)
A rapid synthetic route has been developed to synthesize mono- and trifunctionalized 21-thia and 21-oxaporphyrin systems using simple precursors such as 2[α-(aryl)-α-hydroxvmethyl] thiophene (thiophene mono-ol) and 2[α-(aryl)-α-hydroxvmethyl] furan (furan mono-ol), respectively. Condensation of one equivalent of thiophene or furan mono-ol with two equivalents of aryl aldehyde and three equivalents of pyrrole under porphyrin forming conditions followed by column chromatography resulted in functionalized 21-thia or 21-oxaporphyrins. To synthesize monofunctionalized porphyrins, the mono-ol containing the functionalized aryl group was used. The functionalized aldehydes were used to synthesize trifunctionalized porphyrins. The mono-ol method is versatile and applicable to synthesize mono- and trifunctionalized 21-thia and 21-oxaporphyrins containing functional groups such as iodophenyl, ethynylphenyl, hydroxyphenyl, bromophenyl, and pyridyl groups. The monofunctionalized porphyrin building blocks containing iodophenyl and ethynylphenyl groups were used further to synthesize four unsymmetrical covalent porphyrin dimers containing two different porphyrin cores such as N 3S-N4, N3O-N4, and N 3S-N3O bridged via diaryl ethyne group and one symmetrical phenylethyne bridged dimer containing two N3S cores. A preliminary photophysical study on these dimers indicated a possibility of energy transfer from one subunit to another. We also demonstrated the use of trifunctionalized porphyrins in the synthesis of two noncovalent unsymmetrical porphyrin tetramers containing one N3S and three N4 porphyrin subunits.
Rational Synthesis of Trans-Substituted Porphyrin Building Blocks Containing One Sulfur or Oxygen Atom in Place of Nitrogen at a Designated Site
Cho, Won-Seob,Kim, Han-Je,Littler, Benjamin J.,Miller, Mark A.,Lee, Chang-Hee,Lindsey, Jonathan S.
, p. 7890 - 7901 (2007/10/03)
The use of heteroatom-substituted porphyrins in bioorganic and materials chemistry requires the ability to position a variety of substituents in a controlled manner about the porphyrin periphery. We describe a rational route to trans-AB2C-type
