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Tsutomu Shimada - One of the best experts on this subject based on the ideXlab platform.
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oxidation of 1 8 cineole the monoterpene Cyclic Ether originated from eucalyptus polybractea by cytochrome p450 3a enzymes in rat and human liver microsomes
Drug Metabolism and Disposition, 2001Co-Authors: Masaki Shindo, Tsutomu ShimadaAbstract:1,8-Cineole, the monoterpene Cyclic Ether known as eucalyptol, is one of the components in essential oils from Eucalyptus polybractea . We investigated the metabolism of 1,8-cineole by liver microsomes of rats and humans and by recombinant cytochrome P450 (P450 or CYP) enzymes in insect cells in which human P450 and NADPH-P450 reductase cDNAs had been introduced. 1,8-Cineole was found to be oxidized at high rates to 2- exo -hydroxy-1,8-cineole by rat and human liver microsomal P450 enzymes. In rats, pregenolone-16α-carbonitrile (PCN) and phenobarbital induced the 1,8-cineole 2-hydroxylation activities by liver microsomes. Several lines of evidence suggested that CYP3A4 is a major enzyme involved in the oxidation of 1,8-cineole by human liver microsomes: 1) 1,8-cineole 2-hydroxylation activities by liver microsomes were inhibited very significantly by ketoconazole, a CYP3A inhibitor, and anti-CYP3A4 immunoglobulin G; 2) there was a good correlation between CYP3A4 contents and 1,8-cineole 2-hydroxylation activities in liver microsomes of eighteen human samples; and 3) of various recombinant human P450 enzymes examined, CYP3A4 had the highest activities for 1,8-cineole 2-hydroxylation; the rate catalyzed by CYP3A5 was about one-fourth of that catalyzed by CYP3A4. Kinetic analysis showed that K m and V max values for the oxidation of 1,8-cineole by liver microsomes of human sample HL-104 and rats treated with PCN were 50 μM and 91 nmol/min/nmol P450 and 20 μM and 12 nmol/min/nmol P450, respectively. The rates observed using human liver microsomes and recombinant CYP3A4 were very high among other CYP3A4 substrates reported so far. These results suggest that 1,8-cineole, a monoterpenoid present in nature, is one of the effective substrates for CYP3A enzymes in rat and human liver microsomes.
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oxidation of 1 8 cineole the monoterpene Cyclic Ether originated from eucalyptus polybractea by cytochrome p450 3a enzymes in rat and human liver microsomes
Drug Metabolism and Disposition, 2001Co-Authors: Masaki Shindo, Tsutomu ShimadaAbstract:1,8-Cineole, the monoterpene Cyclic Ether known as eucalyptol, is one of the components in essential oils from Eucalyptus polybractea . We investigated the metabolism of 1,8-cineole by liver microsomes of rats and humans and by recombinant cytochrome P450 (P450 or CYP) enzymes in insect cells in which human P450 and NADPH-P450 reductase cDNAs had been introduced. 1,8-Cineole was found to be oxidized at high rates to 2- exo -hydroxy-1,8-cineole by rat and human liver microsomal P450 enzymes. In rats, pregenolone-16α-carbonitrile (PCN) and phenobarbital induced the 1,8-cineole 2-hydroxylation activities by liver microsomes. Several lines of evidence suggested that CYP3A4 is a major enzyme involved in the oxidation of 1,8-cineole by human liver microsomes: 1) 1,8-cineole 2-hydroxylation activities by liver microsomes were inhibited very significantly by ketoconazole, a CYP3A inhibitor, and anti-CYP3A4 immunoglobulin G; 2) there was a good correlation between CYP3A4 contents and 1,8-cineole 2-hydroxylation activities in liver microsomes of eighteen human samples; and 3) of various recombinant human P450 enzymes examined, CYP3A4 had the highest activities for 1,8-cineole 2-hydroxylation; the rate catalyzed by CYP3A5 was about one-fourth of that catalyzed by CYP3A4. Kinetic analysis showed that K m and V max values for the oxidation of 1,8-cineole by liver microsomes of human sample HL-104 and rats treated with PCN were 50 μM and 91 nmol/min/nmol P450 and 20 μM and 12 nmol/min/nmol P450, respectively. The rates observed using human liver microsomes and recombinant CYP3A4 were very high among other CYP3A4 substrates reported so far. These results suggest that 1,8-cineole, a monoterpenoid present in nature, is one of the effective substrates for CYP3A enzymes in rat and human liver microsomes.
Yu Liu - One of the best experts on this subject based on the ideXlab platform.
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Cyclic Ether water hybrid electrolyte guided dendrite free lamellar zinc deposition by tuning the solvation structure for high performance aqueous zinc ion batteries
ACS Applied Materials & Interfaces, 2021Co-Authors: Rongfang Feng, Xiaowei Chi, Qiliang Qiu, Jiaqi Huang, Jianjun Liu, Yu LiuAbstract:The serious zinc dendrites and poor cyclability at high cathode loading owing to the strong solvation effect of traditional aqueous electrolytes are the main bottlenecks to the development of aqueous rechargeable zinc-ion batteries (ARZIBs). Here, we design an Ether-water hybrid zinc-ion electrolyte with bifunctional roles of not only unplugging the dendrites bottleneck at the Zn anode but also extending the cycle life at high cathode loading. A Cyclic Ether (1,4-dioxane (DX)) is incorporated into traditional ZnSO4-based electrolytes to finely tune the solvation sheath of Zn2+. DX is found to guide the deposition orientation of zinc along the (002) plane, leading to not a dendritic structure but distinctively dense lamellar deposition due to the stronger affinity of the Cyclic DX molecules toward Zn(002) than that of water, which is proven by density functional theory calculations. The cycling lifespan of the Zn anode extends up to over 600 h at 5.0 mA cm-2 and maintains extremely high Coulombic efficiency of 99.8%, thereby further enabling the Zn-MnO2 full cells to stably cycle at an ultrahigh mass loading of 9.4 mg cm-2, paving the way to their practical applications. This work also provides a novel electrolyte regulating solution for other aqueous multivalent metal-ion batteries.
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Cyclic Ether–Water Hybrid Electrolyte-Guided Dendrite-Free Lamellar Zinc Deposition by Tuning the Solvation Structure for High-Performance Aqueous Zinc-Ion Batteries
'American Chemical Society (ACS)', 2021Co-Authors: Rongfang Feng, Xiaowei Chi, Qiliang Qiu, Jiaqi Huang, Jianjun Liu, Yu LiuAbstract:The serious zinc dendrites and poor cyclability at high cathode loading owing to the strong solvation effect of traditional aqueous electrolytes are the main bottlenecks to the development of aqueous rechargeable zinc-ion batteries (ARZIBs). Here, we design an Ether–water hybrid zinc-ion electrolyte with bifunctional roles of not only unplugging the dendrites bottleneck at the Zn anode but also extending the cycle life at high cathode loading. A Cyclic Ether (1,4-dioxane (DX)) is incorporated into traditional ZnSO4-based electrolytes to finely tune the solvation sheath of Zn2+. DX is found to guide the deposition orientation of zinc along the (002) plane, leading to not a dendritic structure but distinctively dense lamellar deposition due to the stronger affinity of the Cyclic DX molecules toward Zn(002) than that of water, which is proven by density functional theory calculations. The cycling lifespan of the Zn anode extends up to over 600 h at 5.0 mA cm–2 and maintains extremely high Coulombic efficiency of 99.8%, thereby further enabling the Zn-MnO2 full cells to stably cycle at an ultrahigh mass loading of 9.4 mg cm–2, paving the way to their practical applications. This work also provides a novel electrolyte regulating solution for other aqueous multivalent metal-ion batteries
Anjie Dong - One of the best experts on this subject based on the ideXlab platform.
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adjustable degradation and drug release of a thermosensitive hydrogel based on a pendant Cyclic Ether modified poly e caprolactone and poly ethylene glycol co polymer
Acta Biomaterialia, 2012Co-Authors: Weiwei Wang, Liandong Deng, Xu Li, Xiumei Zhao, Renjie Hu, Jianhua Zhang, Anjie DongAbstract:Abstract The convenient and precise fabrication of drug–hydrogel formulations with satisfactory degradability and a well-controlled drug release profile are crucial factors for injectable hydrogel formulations in clinical applications. Here a new injectable thermosensitive hydrogel formed from poly(e-caprolactone) (PCL)–poly(ethylene glycol)–poly(e-caprolactone) amphiphilicco-polymers with 1,4,8-trioxa[4.6]spiro-9-undecanone (TOSUO) moieties incorporated in the poly(e-caprolactone) (PCL)block (PECT) was constructed to provide a route to tailor the degradation and drug release behavior. The effect of hydrophilic Cyclic Ether moieties on the degradation of and drug release by PECT hydrogels were evaluated in vitro and in vivo. The results indicated that a freeze-dried powder of paclitaxel-loaded PECT nanoparticles rapidly dissolved in water at ambient temperature with slightly shaking and formed a stable injectable in situ drug–hydrogel formulation at body temperature, which is convenient for clinical operations because it avoids the need for pre-quenching or long-term incubation. The paclitaxel distribution was also more quantitative and homogeneous on entrapping paclitaxel in PECT nanoparticles. Further, the small number of pendant Cyclic Ether groups in PCL could decrease the cystallinity and hydrophobicity and, as a result, the in vitro and in vivo retention time of PECT hydrogels and the release of entrapped paclitaxel could be tuned from a few weeks to months by varying the amount of PTOSUO in the hydrophobic block. Significantly, paclitaxel-loaded PECT nanoparticles and free paclitaxel could be simultaneously released during the in vitro paclitaxel release from PECT hydrogels. A histopathological evaluation indicated that in vivo injected PECT hydrogels produced only a modest inflammatory response. Thus pendant Cyclic Ether modification of PCL could be an effective way to achieve the desired degradation and drug release profiles of amphiphilicco-polymer thermosensitive hydrogels and PECT hydrogels may be suitable for local drug delivery.
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adjustable degradation and drug release of a thermosensitive hydrogel based on a pendant Cyclic Ether modified poly e caprolactone and poly ethylene glycol co polymer
Acta Biomaterialia, 2012Co-Authors: Weiwei Wang, Liandong Deng, Xiumei Zhao, Jianhua Zhang, Shasha Liu, Haijie Han, Anjie DongAbstract:The convenient and precise fabrication of drug-hydrogel formulations with satisfactory degradability and a well-controlled drug release profile are crucial factors for injectable hydrogel formulations in clinical applications. Here a new injectable thermosensitive hydrogel formed from poly(e-caprolactone) (PCL)-poly(ethylene glycol)-poly(e-caprolactone) amphiphilicco-polymers with 1,4,8-trioxa[4.6]spiro-9-undecanone (TOSUO) moieties incorporated in the poly(e-caprolactone) (PCL)block (PECT) was constructed to provide a route to tailor the degradation and drug release behavior. The effect of hydrophilic Cyclic Ether moieties on the degradation of and drug release by PECT hydrogels were evaluated in vitro and in vivo. The results indicated that a freeze-dried powder of paclitaxel-loaded PECT nanoparticles rapidly dissolved in water at ambient temperature with slightly shaking and formed a stable injectable in situ drug-hydrogel formulation at body temperature, which is convenient for clinical operations because it avoids the need for pre-quenching or long-term incubation. The paclitaxel distribution was also more quantitative and homogeneous on entrapping paclitaxel in PECT nanoparticles. Further, the small number of pendant Cyclic Ether groups in PCL could decrease the cystallinity and hydrophobicity and, as a result, the in vitro and in vivo retention time of PECT hydrogels and the release of entrapped paclitaxel could be tuned from a few weeks to months by varying the amount of PTOSUO in the hydrophobic block. Significantly, paclitaxel-loaded PECT nanoparticles and free paclitaxel could be simultaneously released during the in vitro paclitaxel release from PECT hydrogels. A histopathological evaluation indicated that in vivo injected PECT hydrogels produced only a modest inflammatory response. Thus pendant Cyclic Ether modification of PCL could be an effective way to achieve the desired degradation and drug release profiles of amphiphilicco-polymer thermosensitive hydrogels and PECT hydrogels may be suitable for local drug delivery.
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controlled thermal gelation of poly e caprolactone poly ethylene glycol block copolymers by modifying Cyclic Ether pendant groups on poly e caprolactone
Soft Matter, 2012Co-Authors: Weiwei Wang, Liandong Deng, Longlong Chang, Jinfeng Xing, Anjie DongAbstract:The control of the thermal gelation behavior of amphiphilic copolymers based on PEGylated hydrophobic polymers is important for applications in drug administration and controlled release. This paper studied a new method to control the thermal gelation behavior of the amphiphilic copolymers by structure modification of hydrophobic segments. A kind of triblock copolymer of PEG and modified poly(e-caprolactone) (PCL) with Cyclic Ether pendant groups, i.e. poly(e-caprolactone-co-1,4,8-trioxa[4.6]spiro-9-undecanone)-poly(ethylene glycol)-poly(e-caprolactone-co-1,4,8-trioxa[4.6]spiro-9-undecanone) triblock copolymers (PECT) were synthesized through the ring-opening copolymerization of e-caprolactone and 1,4,8-trioxa[4.6]spiro-9-undecanone (TOSUO) in the presence of poly(ethylene glycol). The structure and thermal gelation behavior of PECT were characterized by 1H NMR, FT-IR, GPC, XRD, DSC and DLS, etc. The study results indicated that the introduction of Cyclic Ether pendant groups on the PCL backbone not only reduced the crystallinity of PCL but also increased the hydrophilicity of the hydrophobic phase, which provides perfect dispersity of PECT in water and allows a more excellently controlled thermal gelation behavior than the PCL-PEG-PCL block copolymer. PECT powder can directly disperse in water to form a stable nanoparticle aqueous dispersion even with a high content of hydrophobic block (the weight ratio of PCL to PEG is nearly 3). Further, the PECT nanoparticle aqueous dispersion at higher concentration performed sol–gel–sol transition behavior with the temperature increasing from ambient or lower temperature, and the transition temperature and gelation behavior could be adjusted by the content of the Cyclic Ether pendant groups on the PCL segments. Significantly, avoiding the pre-quenching treatment that is needed for PCL-PEG-PCL gelation, the PECT nanoparticle aqueous dispersions, which are injectable fluids at ambient temperature and form a gel at 37 °C quickly, provide an injectable in situ gel system for clinical applications with the advantages of convenient dosage, administration, storage, and prescription. Therefore, the PECT thermal hydrogel system is expected to have potential applications in drug delivery and tissue engineering.
Masaki Shindo - One of the best experts on this subject based on the ideXlab platform.
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oxidation of 1 8 cineole the monoterpene Cyclic Ether originated from eucalyptus polybractea by cytochrome p450 3a enzymes in rat and human liver microsomes
Drug Metabolism and Disposition, 2001Co-Authors: Masaki Shindo, Tsutomu ShimadaAbstract:1,8-Cineole, the monoterpene Cyclic Ether known as eucalyptol, is one of the components in essential oils from Eucalyptus polybractea . We investigated the metabolism of 1,8-cineole by liver microsomes of rats and humans and by recombinant cytochrome P450 (P450 or CYP) enzymes in insect cells in which human P450 and NADPH-P450 reductase cDNAs had been introduced. 1,8-Cineole was found to be oxidized at high rates to 2- exo -hydroxy-1,8-cineole by rat and human liver microsomal P450 enzymes. In rats, pregenolone-16α-carbonitrile (PCN) and phenobarbital induced the 1,8-cineole 2-hydroxylation activities by liver microsomes. Several lines of evidence suggested that CYP3A4 is a major enzyme involved in the oxidation of 1,8-cineole by human liver microsomes: 1) 1,8-cineole 2-hydroxylation activities by liver microsomes were inhibited very significantly by ketoconazole, a CYP3A inhibitor, and anti-CYP3A4 immunoglobulin G; 2) there was a good correlation between CYP3A4 contents and 1,8-cineole 2-hydroxylation activities in liver microsomes of eighteen human samples; and 3) of various recombinant human P450 enzymes examined, CYP3A4 had the highest activities for 1,8-cineole 2-hydroxylation; the rate catalyzed by CYP3A5 was about one-fourth of that catalyzed by CYP3A4. Kinetic analysis showed that K m and V max values for the oxidation of 1,8-cineole by liver microsomes of human sample HL-104 and rats treated with PCN were 50 μM and 91 nmol/min/nmol P450 and 20 μM and 12 nmol/min/nmol P450, respectively. The rates observed using human liver microsomes and recombinant CYP3A4 were very high among other CYP3A4 substrates reported so far. These results suggest that 1,8-cineole, a monoterpenoid present in nature, is one of the effective substrates for CYP3A enzymes in rat and human liver microsomes.
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oxidation of 1 8 cineole the monoterpene Cyclic Ether originated from eucalyptus polybractea by cytochrome p450 3a enzymes in rat and human liver microsomes
Drug Metabolism and Disposition, 2001Co-Authors: Masaki Shindo, Tsutomu ShimadaAbstract:1,8-Cineole, the monoterpene Cyclic Ether known as eucalyptol, is one of the components in essential oils from Eucalyptus polybractea . We investigated the metabolism of 1,8-cineole by liver microsomes of rats and humans and by recombinant cytochrome P450 (P450 or CYP) enzymes in insect cells in which human P450 and NADPH-P450 reductase cDNAs had been introduced. 1,8-Cineole was found to be oxidized at high rates to 2- exo -hydroxy-1,8-cineole by rat and human liver microsomal P450 enzymes. In rats, pregenolone-16α-carbonitrile (PCN) and phenobarbital induced the 1,8-cineole 2-hydroxylation activities by liver microsomes. Several lines of evidence suggested that CYP3A4 is a major enzyme involved in the oxidation of 1,8-cineole by human liver microsomes: 1) 1,8-cineole 2-hydroxylation activities by liver microsomes were inhibited very significantly by ketoconazole, a CYP3A inhibitor, and anti-CYP3A4 immunoglobulin G; 2) there was a good correlation between CYP3A4 contents and 1,8-cineole 2-hydroxylation activities in liver microsomes of eighteen human samples; and 3) of various recombinant human P450 enzymes examined, CYP3A4 had the highest activities for 1,8-cineole 2-hydroxylation; the rate catalyzed by CYP3A5 was about one-fourth of that catalyzed by CYP3A4. Kinetic analysis showed that K m and V max values for the oxidation of 1,8-cineole by liver microsomes of human sample HL-104 and rats treated with PCN were 50 μM and 91 nmol/min/nmol P450 and 20 μM and 12 nmol/min/nmol P450, respectively. The rates observed using human liver microsomes and recombinant CYP3A4 were very high among other CYP3A4 substrates reported so far. These results suggest that 1,8-cineole, a monoterpenoid present in nature, is one of the effective substrates for CYP3A enzymes in rat and human liver microsomes.
Rongfang Feng - One of the best experts on this subject based on the ideXlab platform.
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Cyclic Ether water hybrid electrolyte guided dendrite free lamellar zinc deposition by tuning the solvation structure for high performance aqueous zinc ion batteries
ACS Applied Materials & Interfaces, 2021Co-Authors: Rongfang Feng, Xiaowei Chi, Qiliang Qiu, Jiaqi Huang, Jianjun Liu, Yu LiuAbstract:The serious zinc dendrites and poor cyclability at high cathode loading owing to the strong solvation effect of traditional aqueous electrolytes are the main bottlenecks to the development of aqueous rechargeable zinc-ion batteries (ARZIBs). Here, we design an Ether-water hybrid zinc-ion electrolyte with bifunctional roles of not only unplugging the dendrites bottleneck at the Zn anode but also extending the cycle life at high cathode loading. A Cyclic Ether (1,4-dioxane (DX)) is incorporated into traditional ZnSO4-based electrolytes to finely tune the solvation sheath of Zn2+. DX is found to guide the deposition orientation of zinc along the (002) plane, leading to not a dendritic structure but distinctively dense lamellar deposition due to the stronger affinity of the Cyclic DX molecules toward Zn(002) than that of water, which is proven by density functional theory calculations. The cycling lifespan of the Zn anode extends up to over 600 h at 5.0 mA cm-2 and maintains extremely high Coulombic efficiency of 99.8%, thereby further enabling the Zn-MnO2 full cells to stably cycle at an ultrahigh mass loading of 9.4 mg cm-2, paving the way to their practical applications. This work also provides a novel electrolyte regulating solution for other aqueous multivalent metal-ion batteries.
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Cyclic Ether–Water Hybrid Electrolyte-Guided Dendrite-Free Lamellar Zinc Deposition by Tuning the Solvation Structure for High-Performance Aqueous Zinc-Ion Batteries
'American Chemical Society (ACS)', 2021Co-Authors: Rongfang Feng, Xiaowei Chi, Qiliang Qiu, Jiaqi Huang, Jianjun Liu, Yu LiuAbstract:The serious zinc dendrites and poor cyclability at high cathode loading owing to the strong solvation effect of traditional aqueous electrolytes are the main bottlenecks to the development of aqueous rechargeable zinc-ion batteries (ARZIBs). Here, we design an Ether–water hybrid zinc-ion electrolyte with bifunctional roles of not only unplugging the dendrites bottleneck at the Zn anode but also extending the cycle life at high cathode loading. A Cyclic Ether (1,4-dioxane (DX)) is incorporated into traditional ZnSO4-based electrolytes to finely tune the solvation sheath of Zn2+. DX is found to guide the deposition orientation of zinc along the (002) plane, leading to not a dendritic structure but distinctively dense lamellar deposition due to the stronger affinity of the Cyclic DX molecules toward Zn(002) than that of water, which is proven by density functional theory calculations. The cycling lifespan of the Zn anode extends up to over 600 h at 5.0 mA cm–2 and maintains extremely high Coulombic efficiency of 99.8%, thereby further enabling the Zn-MnO2 full cells to stably cycle at an ultrahigh mass loading of 9.4 mg cm–2, paving the way to their practical applications. This work also provides a novel electrolyte regulating solution for other aqueous multivalent metal-ion batteries
