Efficient and regioselective synthesis of functionalized pyrroles by cyclocondensation of 1,3-dicarbonyl dianions with α-azidoketones

Langer, Peter; Freifeld, Ilia

doi:10.1039/b207840f

Cited by 34 publications

(30 citation statements)

References 20 publications

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“…The emergence of localized drug delivery system provides a new way to solve the drawbacks of traditional systemic administration via intravenous injection of chemotherapeutic agents or nanocarriers . This system allows the drug to be delivered continuously and directly to the target site via an implantable device without systemic administration .…”

Section: Introductionmentioning

confidence: 99%

A Time‐Programmed Release of Dual Drugs from an Implantable Trilayer Structured Fiber Device for Synergistic Treatment of Breast Cancer

Hou

et al. 2019

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Combination chemotherapy with time‐programmed administration of multiple drugs is a promising method for cancer treatment. However, realizing time‐programmed release of combined drugs from a single carrier is still a great challenge in enhanced cancer therapy. Here, an implantable trilayer structured fiber device is developed to achieve time‐programmed release of combined drugs for synergistic treatment of breast cancer. The fiber device is prepared by a modified microfluidic‐electrospinning technique. The glycerol solution containing chemotherapy agent doxorubicin (Dox) forms the internal periodic cavities of the fiber, and poly(l‐lactic acid) and poly(ε‐caprolactone) containing the angiogenesis inhibitor apatinib (Apa) form the double walls of the fiber. Rapid release of Dox can be obtained by adjusting the wall thickness of the cavities, meanwhile sustained release of Apa is achieved through the slow degradation of the fiber matrix. After the fiber device is implanted subcutaneously near to the implanted solid tumor of mice, an excellent synergistic therapeutic effect is achieved through time‐programmed release of the combined dual drugs. The fiber device provides a platform to sequentially co‐deliver dual or multiple drugs for enhanced combined therapeutic efficacy.

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Section: Introductionmentioning

confidence: 99%

A Time‐Programmed Release of Dual Drugs from an Implantable Trilayer Structured Fiber Device for Synergistic Treatment of Breast Cancer

Hou

et al. 2019

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“…Investigating the surface and bulk wetting properties of superhydrophobic meshes will be important for potential drug delivery applications43–53 as well as for other industrial applications where time of wetting or loss of the superhydrophobic property is crucial to function. Consequently, characterizing and understanding the superhydrophobic state in a mesh and identifying the advantages and limitations of these materials are critical.…”

Section: Introductionmentioning

confidence: 99%

A Mechanistic Study of Wetting Superhydrophobic Porous 3D Meshes

Yohe

Freedman

Falde

et al. 2013

Adv Funct Materials

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Superhydrophobic, porous, 3D materials composed of poly( ε -caprolactone) (PCL) and the hydrophobic polymer dopant poly(glycerol monostearate-co- ε -caprolactone) (PGC-C18) are fabricated using the electrospinning technique. These 3D materials are distinct from 2D superhydrophobic surfaces, with maintenance of air at the surface as well as within the bulk of the material. These superhydrophobic materials float in water, and when held underwater and pressed, an air bubble is released and will rise to the surface. By changing the PGC-C18 doping concentration in the meshes and/or the fiber size from the micro- to nanoscale, the long-term stability of the entrapped air layer is controlled. The rate of water infiltration into the meshes, and the resulting displacement of the entrapped air, is quantitatively measured using X-ray computed tomography. The properties of the meshes are further probed using surfactants and solvents of different surface tensions. Finally, the application of hydraulic pressure is used to quantify the breakthrough pressure to wet the meshes. The tools for fabrication and analysis of these superhydrophobic materials as well as the ability to control the robustness of the entrapped air layer are highly desirable for a number of existing and emerging applications.

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“…β-Carbonyl esters are important chemicals widely used in organic synthesis [23][24][25]. The α-H of β-carbonyl esters are acidic due to the electron-withdrawing effects of the two neighboring carbonyl groups [26], and the carbanion thereby formed can undergo nucleophilic substitution.…”

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confidence: 99%

H/D exchange of β-carbonyl esters inhibited by cucurbit[7]uril

Wang

Liu

2012

Supramolecular Catalysis

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Efficient and regioselective synthesis of functionalized pyrroles by cyclocondensation of 1,3-dicarbonyl dianions with α-azidoketones

Abstract: The cyclocondensation of 1,3-dicarbonyl dianions with alpha-azidoketones regioselectively afforded 2-alkylidenepyrrolidines which were transformed into functionalized pyrroles by treatment with acid.

Cited by 34 publications

References 20 publications

A Time‐Programmed Release of Dual Drugs from an Implantable Trilayer Structured Fiber Device for Synergistic Treatment of Breast Cancer

A Time‐Programmed Release of Dual Drugs from an Implantable Trilayer Structured Fiber Device for Synergistic Treatment of Breast Cancer

A Mechanistic Study of Wetting Superhydrophobic Porous 3D Meshes

H/D exchange of β-carbonyl esters inhibited by cucurbit[7]uril

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