95051-10-8Relevant articles and documents
Molecular organogel-forming porphyrin derivative with hydrophobic l-glutamide
Jintoku, Hirokuni,Sagawa, Takashi,Sawada, Tsuyoshi,Takafuji, Makoto,Hachisako, Hiroshi,Ihara, Hirotaka
, p. 3987 - 3990 (2008)
An l-glutamide-functionalized tetraphenylporphyrin derivative has been newly synthesized. This can dissolve in various organic solvents to form nanofibrillar aggregates with both right-handed and left-handed chiral stacking structures among the porphyrin
New photodynamic molecular beacons (PMB) as potential cancer-targeted agents in PDT
Stallivieri, Aurélie,Colombeau, Ludovic,Devy, Jér?me,Etique, Nicolas,Chaintreuil, Carine,Myrzakhmetov, Bauyrzhan,Achard, Mathilde,Baros, Francis,Arnoux, Philippe,Vanderesse, Régis,Frochot, Céline
, p. 688 - 702 (2018)
Further improvements in Photodynamic therapy (PDT) necessitate that the dye targets more selectively tumour tissues or neovascularization than healthy cells. Different enzymes such as matrix metalloproteinases (MMPs) are overexpressed in tumour areas. Amo
Chirally self-assembled porphyrin nanowires assisted by L-glutamide-derived lipid for excitation energy transfer
Jintoku, Hirokuni,Sagawa, Takashi,Takafuji, Makoto,Ihara, Hirotaka
, p. 2430 - 2434 (2009)
An L-glutamide-functionalized tetraphenylporphyrin (1) has been newly synthesized and its self-assembling behavior in organic solvents is reported. 1 forms nanofibrous assemblies in a dilute solution to show specific induced circular dichroism at the abso
Synthesis, crystal structure and nonlinear optical properties of ferrocene-containing metalloporphyrins
Guo, Fengqi,Huang, Xuewei,Wei, Fengli,Zhu, Yanyan
, (2020)
Five ferrocene-containing metalloporphyrins (Pd-P-Fc, Co-P-Fc, Cu-P-Fc, Zn-P-Fc and Ni-P-Fc) were synthesized and characterized. The crystal structure of Zn-P-Fc determined by using the single crystal diffraction technique belongs to the triclinic system. A typical aggregation of Zn-P-Fc occurs when the concentration of Zn-P-Fc is greater than 2.0 × 10?6 mol/L in solution. The strong interaction between the metalloporphyrin and the ferrocene group was inferred by the absorption spectra, fluorescence spectra and the DFT calculation. Good nonlinear optical properties of these materials were inferred from the low fluorescence quantum yields and the short fluorescence lifetimes. Zn-P-Fc and Pd-P-Fc exhibit great reverse saturable absorption properties for 7 ns laser with 532 nm wavelength, and the β values are 13.36 and 13.41 cm/GW, respectively.
Magnesium Tetraarylporphyrin Tweezer: A CD-Sensitive Host for Absolute Configurational Assignments of α-Chiral Carboxylic Acids
Proni, Gloria,Pescitelli, Gennaro,Huang, Xuefei,Nakanishi, Koji,Berova, Nina
, p. 12914 - 12927 (2003)
A protocol to determine the absolute configuration of α-chiral carboxylic acids based on a modified circular dichroic (CD) exciton chirality method has been developed. The protocol relies on a host-guest complexation mechanism: the chiral substrates are derivatized to give bifunctional amide conjugates ("guests") that form complexes with a dimeric magnesium porphyrin host, Mg-T (T stands for "tweezer") that acts as a "receptor". The two porphyrins in the complex adopt a preferred helicity dictated by the substituents at the chiral center in accordance with their steric sizes (assigned on the basis of conformational energy A-values) and, consequently, with the absolute configuration of the substrates under investigation. This chiroptical method, verified with a variety of chiral substrates, has been demonstrated to be reliable and generally applicable, including natural products with complex structures. Molecular modeling, NMR, and FTIR experiments of selected host-guest complexes revealed the mode of ligation of the substrates to the magnesium porphyrin species and led to clarification of the structure of the complex. When oxygen functionalities were directly attached to the chiral center, the signs of the CD couplets were opposite to those predicted on the basis of steric size. NMR and molecular modeling experiments indicated that this apparent inconsistency was due to conformational characteristics of the guest molecules. The stereochemical analysis is shown to be a sensitive technique, not only for the determination of absolute configurations of substrates but also for elucidation of their solution conformations.
Glycine-conjugated porphyrin fluorescent probe with iRGD for live cell imaging
Zhang, Qian,Dong, Xue,Wang, Kun-Peng,Zhu, Ting-Ting,Sun, Feng-Nan,Meng, Shu-Xian,Feng, Ya-Qing
, p. 777 - 781 (2017)
A porphyrin modified by glycine has been synthesized and developed as a near-infrared (NIR) fluorescence probe to detect tumor. Porphyrins’ longwavelength emission at ～650?nm can efficiently avoid the spectral crosstalk with Spontaneous fluorescence in th
A novel apoA-I mimetic peptide suppresses atherosclerosis by promoting physiological HDL function in apoE?/? mice
Gou, Sanhu,Wang, Li,Zhong, Chao,Chen, Xinyue,Ouyang, Xu,Li, Beibei,Bao, Guangjun,Liu, Hui,Zhang, Yun,Ni, Jingman
, p. 4627 - 4644 (2020)
Background and Purpose: Apolipoprotein A-I (apoA-I) mimetic peptides (AAMPs) are short peptides that can mimic the physiological effects of apoA-I, including the suppression of atherosclerosis by reversely transporting peripheral cholesterol to the liver.
An estradiol-porphyrin conjugate selectively localizes into estrogen receptor-positive breast cancer cells
Swamy, Narasimha,James, David A,Mohr, Scott C,Hanson, Robert N,Ray, Rahul
, p. 3237 - 3243 (2002)
A conjugate of a C11-β-estradiol and an asymmetric tetraphenylporphyrin was synthesized to study its potential selective uptake by breast cancer cells naturally over-expressing the nuclear receptor for estrogen (ER). Competitive radioligand binding assays of this conjugate with recombinant ER showed that the conjugate bound to ER in a dose-dependent manner with an EC50 of 274 nM, compared with 1 nM for estradiol, the natural ligand. Cellular uptake studies with ER-positive MCF-7 and ER-negative HS578t human breast cancer cells revealed that, the conjugate was taken up by MCF-7 cells in a dose-dependent manner, which was obliterated by co-incubation with a large excess of estradiol. On the other hand there was very little uptake of the un-conjugated porphyrin by MCF-7 and Hs578t cells. HS578t cells also showed insignificant uptake of the conjugate under the conditions of our experiment. These results strongly suggested that specific interaction between the endogenous ER in MCF-7 cells and the estrogen part of the conjugate enabled these cells to selecti ely internalize the conjugate over the un-conjugated porphyrin. Therefore, ER-binding conjugates of estradiol and porphyrins could potentially be used for ER-targeted photodynamic therapy of hormone-sensitive cancers of breast, ovary, gonads etc. Copyright
Synthesis and estrogen receptor binding affinity of a porphyrin- estradiol conjugate for targeted photodynamic therapy of cancer
James, David A.,Swamy, Narasimha,Paz, Nancy,Hanson, Robert N.,Ray, Rahul
, p. 2379 - 2384 (1999)
A tetraphenylporphyrin-C11-β-estradiol conjugate has been synthesized. Competitive binding assay of the conjugate with estrogen receptor (ER)-ligand-binding domain showed that the conjugate binds specifically to the protein with high affinity. Potential use of this conjugate to selectively deliver cytotoxic porphyrins to ER-positive cells in various carcinomas is discussed.
J-aggregate formation in bis-(4-carboxyphenyl)porphyrins in water:pH and counterion dependence
Serra, Vanda Vaz,Andrade, Suzana M.,Neves, Maria G.P.M.S.,Cavaleiro, Jose A.S.,Costa, Silvia M.B.
, p. 2757 - 2765 (2010)
The self aggregation behaviour of meso-tetraarylporphyrins containing two carboxyphenyl units in adjacent and opposite positions, respectively, 5,10-bis(4-carboxyphenyl)-15,20-diphenylporphyrin (DiCPP-adj) and 5,15-bis(4-carboxyphenyl)-10,20-diphenylporph
Synthesis and characterization of 5-(4-carboxyphenylspermine)-10,15,20-triphenylporphyrin
Gangemi, Chiara M.A.,Randazzo, Rosalba,Gaeta, Massimiliano,Fortuna, Cosimo G.,Fragalà, Maria E.,Purrello, Roberto,D'Urso, Alessandro
, p. 802 - 808 (2020)
We synthetized and characterized a mono spermine porphyrin derivative by NMR, UV-vis and fluorescence spectroscopy. The photophysical properties and the protonation equilibria of 5-(4-carboxyphenylspermine)-10,15,20-triphenylporphyrin have been investigated, showing that porphyrin does not aggregate in acidic solutions, differently from what occurs as soon as the core of the porphyrin is deprotonated. These aggregation processes have been detected by the rising of new fluorescence band and a significant splitting of the Soret band.
Folic acid conjugates with photosensitizers for cancer targeting in photodynamic therapy: Synthesis and photophysical properties
Stallivieri, Aurélie,Colombeau, Ludovic,Jetpisbayeva, Gulim,Moussaron, Albert,Myrzakhmetov, Bauyrzhan,Arnoux, Philippe,Acherar, Samir,Vanderesse, Régis,Frochot, Céline
, p. 1 - 10 (2017)
Recent researches in photodynamic therapy have focused on novel techniques to enhance tumour targeting of anticancer drugs and photosensitizers. Coupling a photosensitizer with folic acid could allow more effective targeting of folate receptors which are
Metalloporphyrin compound as well as preparation method and application thereof
-
, (2020/05/14)
The invention discloses a metalloporphyrin compound as well as a preparation method and application thereof, and belongs to the technical field of medicinal chemistry. The metalloporphyrin compound shown in the formula I (See the specification for reference), or an optical isomer, a pharmaceutically acceptable salt or a solvent compound of the metalloporphyrin compound has a specific human immunodeficiency virus RNA recognition effect and excellent human immunodeficiency virus reverse transcriptase inhibition capability. The invention also discloses an application of the compound in preparation of an HIV TAR RNA selective recognition reagent and an application of the compound in preparation of an HIV reverse transcriptase inhibitor.
