A facile synthetic route of 5-formylporphyrin（2） has been developed.Using pyrrole and pivaldehyde as the starting materials,2 was obtained through several facile reactions.The synthetic route is easy to perform and can be scaled up,which gives the compound a better application perspective.
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 the visible light region.A disulfide-based cyclic RGD peptide named iRGD c（CRGDKGPDC）,a tumor homing peptide,harbors a cryptic C-end Rule（CendR） motif that is responsible for neuropilin-1（NRP-1） binding and for triggering extravasation and tumor penetration of the peptide to improve the imaging sensitivity and therapeutic efficacy.We used N hydroxy succinimide as an activator to introduce the glycine methyl ester to detect tumor.We got a porphyrin modified by glycine.The affinity between probe and tumor cell entered GLC-82 cells（human glandular lung cancer cell line） can be observed by Confocal Microscope.The toxicity of probe has been identified by MTT Assay.The summary has been gotten that the porphyrins were nontoxic to GLC-82 cells and glycine modified porphyrin has a good affinity with GLC-82 cells under the iRGD function by our experiment.
One novel porphyrin P-Q2 is planned to be synthesized by condensation between ATPP and Q1.However,after separation by chromatography and characterization with IR,~1H NMR,HR-MS and X-ray,P-Q1 is obtained unexpectedly.Compared the structure of P-Q1 with that of P-Q2,it is realized that an intramolecular cyclization rearrangement takes place when the azo group is situated in the O-position to the amido group.This rearrangement offers a new way to prepare indazole heterocycle.In addition,the spectral properties of P-Q1 have been studied by UV-vis and steady state fluorescence spectroscopy.Strong fluorescence quenching is observed in the preliminary emission spectrum due to the proposed electron transfer from the excited porphyrin to the anthraquinone moieties.
Cheng Jie Li Ya Qing Feng Xiu Jun Liu Tian Yi Zhang
