Cargando…

An Improved and Practical Method for Synthesizing of α-Sanshools and Spilanthol

An efficient and practical route for the synthesis of α-sanshools and spilanthol is described herein. Several modifications of an existing method enabled the preparation of the (2E,6Z,8E,10E)-tetraene precursor of hydroxy-α-sanshool in good yield. A highly selective Wittig reaction employing newly s...

Descripción completa

Detalles Bibliográficos
Autores principales:	Nakamura, Akira, Mimaki, Kazuki, Tanigami, Ken-ichi, Maegawa, Tomohiro
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	Frontiers Media S.A. 2020
Materias:	Chemistry
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7090093/ https://www.ncbi.nlm.nih.gov/pubmed/32258001 http://dx.doi.org/10.3389/fchem.2020.00187

Ejemplares similares

Stabilization of Hydroxy-α-Sanshool by Antioxidants Present in the Genus Zanthoxylum
por: Mitani, Takahiko, et al.
Publicado: (2023)

An Exploratory Study on the Contractile Effects of Hydroxy-α-Sanshool and Hydroxy-β-Sanshool, the Active Ingredients of Daikenchuto, on the Internal Anal Sphincter
por: Maeda, Kotaro, et al.
Publicado: (2023)

Degradation and transformation mechanisms of numbing substances: Hydroxyl-α-sanshool & hydroxyl-β-sanshool from Zanthoxylum bungeanum exposed to acid environment
por: Luo, Jingjing, et al.
Publicado: (2022)

Stability of Hydroxy-α-Sanshool in Medium-Chain Triglyceride Oil and Corresponding Oil/Water Emulsions
por: Mitani, Takahiko, et al.
Publicado: (2023)

Design of hydroxy-α-sanshool loaded nanostructured lipid carriers as a potential local anesthetic
por: Tan, Fengming, et al.
Publicado: (2022)

Ultrasound-assisted enzymatic extraction of hydroxy-sanshool compounds from the hydrodistillation residue of two Sichuan peppers: optimization, quantification and pungent taste contribution evaluation
por: Chi, Yuanlong, et al.
Publicado: (2021)

Separation and Purification of Hydroxyl-α-Sanshool from Zanthoxylum armatum DC. by Silica Gel Column Chromatography
por: Cheng, Jinxi, et al.
Publicado: (2023)

Sodium Alginate/Chitosan-Coated Liposomes for Oral Delivery of Hydroxy-α-Sanshool: In Vitro and In Vivo Evaluation
por: Tan, Fengming, et al.
Publicado: (2023)

Effects of Hydroxy-Alpha-Sanshool on Intestinal Metabolism in Insulin-Resistant Mice
por: Xu, Fangyan, et al.
Publicado: (2022)

Development and in vivo Evaluation of Hydroxy-α-Sanshool Intranasal Liposomes as a Potential Remedial Treatment for Alzheimer’s Disease
por: Li, Ruolan, et al.
Publicado: (2022)

Neuroprotective effect of hydroxy-α-sanshool against β-amyloid-induced damage in differentiated PC12 cells
por: Shan, Shufang, et al.
Publicado: (2023)

Topical Spilanthol Inhibits MAPK Signaling and Ameliorates Allergic Inflammation in DNCB-Induced Atopic Dermatitis in Mice
por: Huang, Wen-Chung, et al.
Publicado: (2019)

Selective synthesis of 3-formylbenzofuran and 3-acylbenzofuran using a chalcone rearrangement strategy
por: Nakamura, Akira, et al.
Publicado: (2022)

Sanshool improves UVB-induced skin photodamage by targeting JAK2/STAT3-dependent autophagy
por: Hao, Dan, et al.
Publicado: (2019)

Hydroxy-α sanshool induces colonic motor activity in rat proximal colon: a possible involvement of KCNK9
por: Kubota, Kunitsugu, et al.
Publicado: (2015)

Psychophysical Evaluation of a Sanshool Derivative (Alkylamide) and the Elucidation of Mechanisms Subserving Tingle
por: Albin, Kelly C., et al.
Publicado: (2010)

Affinin (Spilanthol), Isolated from Heliopsis longipes, Induces Vasodilation via Activation of Gasotransmitters and Prostacyclin Signaling Pathways
por: Castro-Ruiz, Jesús Eduardo, et al.
Publicado: (2017)

Mucosal and blood-brain barrier transport kinetics of the plant N-alkylamide spilanthol using in vitro and in vivo models
por: Veryser, Lieselotte, et al.
Publicado: (2016)

Sanshool on The Fingertip Interferes with Vibration Detection in a Rapidly-Adapting (RA) Tactile Channel
por: Kuroki, Scinob, et al.
Publicado: (2016)

Discovery of Spilanthol Endoperoxide as a Redox Natural Compound Active against Mammalian Prx3 and Chlamydia trachomatis Infection
por: Dushime, Rosine, et al.
Publicado: (2020)

Spilanthol from Traditionally Used Spilanthes acmella Enhances AMPK and Ameliorates Obesity in Mice Fed High-Fat Diet
por: Huang, Wen-Chung, et al.
Publicado: (2019)

Spilanthol Inhibits Inflammatory Transcription Factors and iNOS Expression in Macrophages and Exerts Anti-inflammatory Effects in Dermatitis and Pancreatitis
por: Bakondi, Edina, et al.
Publicado: (2019)

Enantioselective organocatalytic syntheses of α-selenated α- and β-amino acid derivatives
por: Haider, Victoria, et al.
Publicado: (2022)

The preparation of MgO nanopowders synthesized via an improved polyacrylamide gel method
por: Zhao, Xiaojun, et al.
Publicado: (2019)

A combustion method to synthesize nanoporous graphene
por: Yang, Q. Y., et al.
Publicado: (2018)

Heterogeneous water oxidation photocatalysis based on periodic mesoporous organosilica immobilizing a tris(2,2′-bipyridine)ruthenium sensitizer
por: Waki, Minoru, et al.
Publicado: (2020)

Touch inhibits touch: sanshool-induced paradoxical tingling reveals perceptual interaction between somatosensory submodalities
por: Cataldo, Antonio, et al.
Publicado: (2021)

Detection Methods of Nanoparticles Synthesized by Gas-Phase Method: A Review
por: Zhang, Xiushuo, et al.
Publicado: (2022)

Nanostructured bulk Si for thermoelectrics synthesized by surface diffusion/sintering doping
por: Tanusilp, Sora-at, et al.
Publicado: (2019)

Mesoscopic superstructures of flexible porous coordination polymers synthesized via coordination replication
por: Sumida, Kenji, et al.
Publicado: (2015)

Bis(thienyl)ethenes with α-methoxymethyl groups. Syntheses, spectroscopic Hammett plots, and stabilities in PMMA films
por: Weingartz, Thea, et al.
Publicado: (2023)

Insights into the impurities of Bi(2)WO(6) synthesized using the hydrothermal method
por: Liu, Jiayou, et al.
Publicado: (2020)

Antiobesity, Regulation of Lipid Metabolism, and Attenuation of Liver Oxidative Stress Effects of Hydroxy-α-sanshool Isolated from Zanthoxylum bungeanum on High-Fat Diet-Induced Hyperlipidemic Rats
por: Wang, Li, et al.
Publicado: (2019)

Characterization data of titanate compounds synthesized using hydrothermal method at various temperature
por: Razali, Mohd Hasmizam, et al.
Publicado: (2019)

Enhanced specific loss power of hematite–chitosan nanohybrid synthesized by hydrothermal method
por: Deb, Nandita, et al.
Publicado: (2023)

Spilanthol from Acmella Oleracea Lowers the Intracellular Levels of cAMP Impairing NKCC2 Phosphorylation and Water Channel AQP2 Membrane Expression in Mouse Kidney
por: Gerbino, Andrea, et al.
Publicado: (2016)

Syntheses of high molecular weight hydroxy functional copolymers by green and selective polycondensation methods
por: Yang, Xin, et al.
Publicado: (2020)

Esterification process catalyzed by ZSM-5 zeolite synthesized via modified hydrothermal method
por: Ben Mya, Omar, et al.
Publicado: (2018)

Flexible transparent electrodes based on silver nanowires synthesized via a simple method
por: Li, De, et al.
Publicado: (2017)

A solid-state chemical method for synthesizing MgO nanoparticles with superior adsorption properties
por: Zhang, Hongyu, et al.
Publicado: (2019)

Cannot write session to /tmp/vufind_sessions/sess_ksd42fju2s50e35n6m89d74v7l