Mitochondria are currently known as novel targets for treating cancer,especially for tumors displaying multidrug resistance(MDR). This present study aimed to develop a mitochondriatargeted delivery system by using tri...Mitochondria are currently known as novel targets for treating cancer,especially for tumors displaying multidrug resistance(MDR). This present study aimed to develop a mitochondriatargeted delivery system by using triphenylphosphonium cation(TPP+)-conjugated Brij 98 as the functional stabilizer to modify paclitaxel(PTX) nanocrystals(NCs) against drugresistant cancer cells. Evaluations were performed on 2 D monolayer and 3 D multicellular spheroids(MCs) of MCF-7 cells and MCF-7/ADR cells. In comparison with free PTX and the non-targeted PTX NCs,the targeted PTX NCs showed the strongest cytotoxicity against both2 D MCF-7 and MCF-7/ADR cells,which was correlated with decreased mitochondrial membrane potential. The targeted PTX NCs exhibited deeper penetration on MCF-7 MCs and more significant growth inhibition on both MCF-7 and MCF-7/ADR MCs. The proposed strategy indicated that the TPP+-modified NCs represent a potentially viable approach for targeted chemotherapeutic molecules to mitochondria. This strategy might provide promising therapeutic outcomes to overcome MDR.展开更多
A simple and efficient method for the iodination of aromatic compounds has been achieved in the presence of iodine and 1,4- bis(triphenylphosphonium)-2-butene peroxodisulfate.
A simple and efficient method for the selective iodination of various aromatic compounds by using potassium iodide in the presence of benzyltnphenylphosphonium perchlorate,is reported.This method provides several adva...A simple and efficient method for the selective iodination of various aromatic compounds by using potassium iodide in the presence of benzyltnphenylphosphonium perchlorate,is reported.This method provides several advantages such as good selectivity between ortho and para positions of aromatic compounds and high yields of the products.展开更多
Glioblastoma(GBM)is the most aggressive malignant brain tumor and has a high mortality rate.Photodynamic therapy(PDT)has emerged as a promising approach for the treatment of malignant brain tumors.However,the use of P...Glioblastoma(GBM)is the most aggressive malignant brain tumor and has a high mortality rate.Photodynamic therapy(PDT)has emerged as a promising approach for the treatment of malignant brain tumors.However,the use of PDT for the treatment of GBM has been limited by its low blood-brain barrier(BBB)permeability and lack of cancer-targeting ability.Herein,brain endothelial cell-derived extracellular vesicles(bEVs)were used as a biocompatible nanoplatform to transport photosensitizers into brain tumors across the BBB.To enhance PDT efficacy,the photosensitizer chlorin e6(Ce6)was linked to mitochondria-targeting triphenylphosphonium(TPP)and entrapped into bEVs.TPPconjugated Ce6(TPP-Ce6)selectively accumulated in the mitochondria,which rendered brain tumor cells more susceptible to reactive oxygen species-induced apoptosis under light irradiation.Moreover,the encapsulation of TPP-Ce6 into b EVs markedly improved the aqueous stability and cellular internalization of TPP-Ce6,leading to significantly enhanced PDT efficacy in U87MG GBM cells.An in vivo biodistribution study using orthotopic GBM-xenografted mice showed that b EVs containing TPP-Ce6[b EV(TPP-Ce6)]substantially accumulated in brain tumors after BBB penetration via transferrin receptor-mediated transcytosis.As such,b EV(TPP-Ce6)-mediated PDT considerably inhibited the growth of GBM without causing adverse systemic toxicity,suggesting that mitochondria are an effective target for photodynamic GBM therapy.展开更多
1,4-Bis(triphenylphosphonium)-2-butene dichloride(BTPBDC) and 1,4-bis(triphenyl phosphonium)-2-butene dithiocyanate (BTPBDT) were prepared and used as phase-transfer catalysts.Alkyl halides were converted effi...1,4-Bis(triphenylphosphonium)-2-butene dichloride(BTPBDC) and 1,4-bis(triphenyl phosphonium)-2-butene dithiocyanate (BTPBDT) were prepared and used as phase-transfer catalysts.Alkyl halides were converted efficiently to the corresponding alkyl thiocyanates under mild reaction conditions in water.No evidence for the formation of isothiocyanates as by-product of the reaction was observed.展开更多
文摘Mitochondria are currently known as novel targets for treating cancer,especially for tumors displaying multidrug resistance(MDR). This present study aimed to develop a mitochondriatargeted delivery system by using triphenylphosphonium cation(TPP+)-conjugated Brij 98 as the functional stabilizer to modify paclitaxel(PTX) nanocrystals(NCs) against drugresistant cancer cells. Evaluations were performed on 2 D monolayer and 3 D multicellular spheroids(MCs) of MCF-7 cells and MCF-7/ADR cells. In comparison with free PTX and the non-targeted PTX NCs,the targeted PTX NCs showed the strongest cytotoxicity against both2 D MCF-7 and MCF-7/ADR cells,which was correlated with decreased mitochondrial membrane potential. The targeted PTX NCs exhibited deeper penetration on MCF-7 MCs and more significant growth inhibition on both MCF-7 and MCF-7/ADR MCs. The proposed strategy indicated that the TPP+-modified NCs represent a potentially viable approach for targeted chemotherapeutic molecules to mitochondria. This strategy might provide promising therapeutic outcomes to overcome MDR.
文摘A simple and efficient method for the iodination of aromatic compounds has been achieved in the presence of iodine and 1,4- bis(triphenylphosphonium)-2-butene peroxodisulfate.
基金the Gachsaran branch,Islamic Azad University,for the partial support
文摘A simple and efficient method for the selective iodination of various aromatic compounds by using potassium iodide in the presence of benzyltnphenylphosphonium perchlorate,is reported.This method provides several advantages such as good selectivity between ortho and para positions of aromatic compounds and high yields of the products.
基金supported by the National Research Foundation of Korea(NRF)grant funded by the Korea government(MSIT)[(NRF-2022R1A2C1007207,Korea)Basic Research Laboratory Program(NRF-2020R1A4A2002894,Korea)+3 种基金Basic Science Research Program(NRF-2020R1A2B5B01001719,Korea)Engineering Research Center of Excellence Program(NRF-2016R1A5A1010148,Korea)]supported by Basic Science Research Program through the NRF funded by the Ministry of Education(NRF-2021R1I1A1A01042149,Korea)support by the Brigham Research Institute,USA。
文摘Glioblastoma(GBM)is the most aggressive malignant brain tumor and has a high mortality rate.Photodynamic therapy(PDT)has emerged as a promising approach for the treatment of malignant brain tumors.However,the use of PDT for the treatment of GBM has been limited by its low blood-brain barrier(BBB)permeability and lack of cancer-targeting ability.Herein,brain endothelial cell-derived extracellular vesicles(bEVs)were used as a biocompatible nanoplatform to transport photosensitizers into brain tumors across the BBB.To enhance PDT efficacy,the photosensitizer chlorin e6(Ce6)was linked to mitochondria-targeting triphenylphosphonium(TPP)and entrapped into bEVs.TPPconjugated Ce6(TPP-Ce6)selectively accumulated in the mitochondria,which rendered brain tumor cells more susceptible to reactive oxygen species-induced apoptosis under light irradiation.Moreover,the encapsulation of TPP-Ce6 into b EVs markedly improved the aqueous stability and cellular internalization of TPP-Ce6,leading to significantly enhanced PDT efficacy in U87MG GBM cells.An in vivo biodistribution study using orthotopic GBM-xenografted mice showed that b EVs containing TPP-Ce6[b EV(TPP-Ce6)]substantially accumulated in brain tumors after BBB penetration via transferrin receptor-mediated transcytosis.As such,b EV(TPP-Ce6)-mediated PDT considerably inhibited the growth of GBM without causing adverse systemic toxicity,suggesting that mitochondria are an effective target for photodynamic GBM therapy.
文摘1,4-Bis(triphenylphosphonium)-2-butene dichloride(BTPBDC) and 1,4-bis(triphenyl phosphonium)-2-butene dithiocyanate (BTPBDT) were prepared and used as phase-transfer catalysts.Alkyl halides were converted efficiently to the corresponding alkyl thiocyanates under mild reaction conditions in water.No evidence for the formation of isothiocyanates as by-product of the reaction was observed.