The Experts below are selected from a list of 141 Experts worldwide ranked by ideXlab platform
Masahiko Hayashi - One of the best experts on this subject based on the ideXlab platform.
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Stereoselective C-glycosidation of unprotected D-glycals with trimethylsilyl cyanide
Chirality, 2002Co-Authors: Masahiko Hayashi, Hirotoshi Kawabata, Shuzo NakayamaAbstract:Unprotected glycals reacted with trimethylsilyl cyanide in the presence of a catalytic amount of a Palladium Compound to yield the 2,3-unsaturated glycosyl cyanides in high yield and in α-selectivity. Chirality 15:10–16, 2003. © 2002 Wiley-Liss, Inc.
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catalytic hydrogen transfer reactions of benzylic and allylic alcohols with Palladium Compounds in the presence of vinyl acetate or under an ethylene atmosphere
Journal of The Chemical Society-perkin Transactions 1, 2000Co-Authors: Masahiko Hayashi, Kanako Yamada, Shuzo NakayamaAbstract:An efficient and simple process for conversion of benzylic and allylic alcohols into their corresponding carbonyl Compounds has been developed using a catalytic amount of a Palladium Compound (Pd(OAc)2 or Pd/C) and an alkene (vinyl acetate or ethylene).
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Palladium-catalyzed stereoselective C-glycosidation of unprotected enones derived from d-glucal with trimethylsilyl cyanide
Tetrahedron Letters, 2000Co-Authors: Masahiko Hayashi, Hirotoshi Kawabata, Satoshi Shimono, Akikazu KakehiAbstract:Abstract Acetylated and unprotected enones derived from d -glucal reacted with trimethylsilyl cyanide in the presence of a catalytic amount of a Palladium Compound in 1,4-addition fashion to afford the corresponding 3-keto-glycosyl cyanides in high yield and in high α-selectivity.
Ralph Weissleder - One of the best experts on this subject based on the ideXlab platform.
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Modular Nanoparticulate Prodrug Design Enables Efficient Treatment of Solid Tumors Using Bioorthogonal Activation
ACS nano, 2018Co-Authors: Miles A. Miller, Hannes Mikula, Gaurav Luthria, Stefan Kronister, Mark Prytyskach, Rainer H. Kohler, Timothy J. Mitchison, Ralph WeisslederAbstract:Prodrug strategies that facilitate localized and controlled activity of small-molecule therapeutics can reduce systemic exposure and improve pharmacokinetics, yet limitations in activation chemistry have made it difficult to assign tunable multifunctionality to prodrugs. Here, we present the design and application of a modular small-molecule caging strategy that couples bioorthogonal cleavage with a self-immolative linker and an aliphatic anchor. This strategy leverages recently discovered in vivo catalysis by a nanoencapsulated Palladium Compound (Pd-NP), which mediates alloxylcarbamate cleavage and triggers release of the activated drug. The aliphatic anchor enables >90% nanoencapsulation efficiency of the prodrug, while also allowing >104-fold increased cytotoxicity upon prodrug activation. We apply the strategy to a prodrug formulation of monomethyl auristatin E (MMAE), demonstrating its ability to target microtubules and kill cancer cells only after selective activation by Pd-NP. Computational pharma...
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Modular Nanoparticulate Prodrug Design Enables Efficient Treatment of Solid Tumors Using Bioorthogonal Activation
2018Co-Authors: Miles A. Miller, Hannes Mikula, Gaurav Luthria, Stefan Kronister, Mark Prytyskach, Rainer H. Kohler, Timothy Mitchison, Ralph WeisslederAbstract:Prodrug strategies that facilitate localized and controlled activity of small-molecule therapeutics can reduce systemic exposure and improve pharmacokinetics, yet limitations in activation chemistry have made it difficult to assign tunable multifunctionality to prodrugs. Here, we present the design and application of a modular small-molecule caging strategy that couples bioorthogonal cleavage with a self-immolative linker and an aliphatic anchor. This strategy leverages recently discovered in vivo catalysis by a nanoencapsulated Palladium Compound (Pd-NP), which mediates alloxylcarbamate cleavage and triggers release of the activated drug. The aliphatic anchor enables >90% nanoencapsulation efficiency of the prodrug, while also allowing >104-fold increased cytotoxicity upon prodrug activation. We apply the strategy to a prodrug formulation of monomethyl auristatin E (MMAE), demonstrating its ability to target microtubules and kill cancer cells only after selective activation by Pd-NP. Computational pharmacokinetic modeling provides a mechanistic basis for the observation that the nanotherapeutic prodrug strategy can lead to more selective activation in the tumor, yet in a manner that is more sensitive to variable enhanced permeability and retention (EPR) effects. Combination treatment with the nanoencapsulated MMAE prodrug and Pd-NP safely blocks tumor growth, especially when combined with a local radiation therapy regimen that is known to improve EPR effects, and represents a conceptual step forward in prodrug design
Shuzo Nakayama - One of the best experts on this subject based on the ideXlab platform.
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Stereoselective C-glycosidation of unprotected D-glycals with trimethylsilyl cyanide
Chirality, 2002Co-Authors: Masahiko Hayashi, Hirotoshi Kawabata, Shuzo NakayamaAbstract:Unprotected glycals reacted with trimethylsilyl cyanide in the presence of a catalytic amount of a Palladium Compound to yield the 2,3-unsaturated glycosyl cyanides in high yield and in α-selectivity. Chirality 15:10–16, 2003. © 2002 Wiley-Liss, Inc.
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catalytic hydrogen transfer reactions of benzylic and allylic alcohols with Palladium Compounds in the presence of vinyl acetate or under an ethylene atmosphere
Journal of The Chemical Society-perkin Transactions 1, 2000Co-Authors: Masahiko Hayashi, Kanako Yamada, Shuzo NakayamaAbstract:An efficient and simple process for conversion of benzylic and allylic alcohols into their corresponding carbonyl Compounds has been developed using a catalytic amount of a Palladium Compound (Pd(OAc)2 or Pd/C) and an alkene (vinyl acetate or ethylene).
Hirotoshi Kawabata - One of the best experts on this subject based on the ideXlab platform.
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Stereoselective C-glycosidation of unprotected D-glycals with trimethylsilyl cyanide
Chirality, 2002Co-Authors: Masahiko Hayashi, Hirotoshi Kawabata, Shuzo NakayamaAbstract:Unprotected glycals reacted with trimethylsilyl cyanide in the presence of a catalytic amount of a Palladium Compound to yield the 2,3-unsaturated glycosyl cyanides in high yield and in α-selectivity. Chirality 15:10–16, 2003. © 2002 Wiley-Liss, Inc.
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Palladium-catalyzed stereoselective C-glycosidation of unprotected enones derived from d-glucal with trimethylsilyl cyanide
Tetrahedron Letters, 2000Co-Authors: Masahiko Hayashi, Hirotoshi Kawabata, Satoshi Shimono, Akikazu KakehiAbstract:Abstract Acetylated and unprotected enones derived from d -glucal reacted with trimethylsilyl cyanide in the presence of a catalytic amount of a Palladium Compound in 1,4-addition fashion to afford the corresponding 3-keto-glycosyl cyanides in high yield and in high α-selectivity.
Akikazu Kakehi - One of the best experts on this subject based on the ideXlab platform.
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Palladium-catalyzed stereoselective C-glycosidation of unprotected enones derived from d-glucal with trimethylsilyl cyanide
Tetrahedron Letters, 2000Co-Authors: Masahiko Hayashi, Hirotoshi Kawabata, Satoshi Shimono, Akikazu KakehiAbstract:Abstract Acetylated and unprotected enones derived from d -glucal reacted with trimethylsilyl cyanide in the presence of a catalytic amount of a Palladium Compound in 1,4-addition fashion to afford the corresponding 3-keto-glycosyl cyanides in high yield and in high α-selectivity.