Synthesis of montbretin A analogues yields potent competitive inhibitors of human pancreatic α-amylase

Tysoe, Christina R.; Caner, Sami; Calvert, Matthew B.; Win-Mason, Anna; Brayer, Gary D.; Withers, Stephen G.

doi:10.1039/C9SC02610J

Title: Synthesis of montbretin A analogues yields potent competitive inhibitors of human pancreatic α-amylase

Abstract

Simplified analogues of montbretin A bind similarly to human alpha amylase and with nanomolar affinity.

Authors:

Tysoe, Christina R. ^[1]; Caner, Sami ^[2]; Calvert, Matthew B. ^[1]; Win-Mason, Anna ^[1]; Brayer, Gary D. ^[2];

^[1]

Department of Chemistry, University of British Columbia, Vancouver BC, Canada V6T 1Z1
Department of Biochemistry and Molecular Biology, University of British Columbia, Vancouver BC, Canada V6T 1Z3

Publication Date:: 2019-12-11

Research Org.:: SLAC National Accelerator Lab., Menlo Park, CA (United States)

Sponsoring Org.:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

OSTI Identifier:: 1572100

Alternate Identifier(s):: OSTI ID: 1624978

Grant/Contract Number:: AC02-76SF00515

Resource Type:: Published Article

Journal Name:: Chemical Science

Additional Journal Information:: Journal Name: Chemical Science Journal Volume: 10 Journal Issue: 48; Journal ID: ISSN 2041-6520

Publisher:: Royal Society of Chemistry (RSC)

Country of Publication:: United Kingdom

Language:: English

Subject:: Chemistry

Citation Formats


                    Tysoe, Christina R., Caner, Sami, Calvert, Matthew B., Win-Mason, Anna, Brayer, Gary D., and Withers, Stephen G. Synthesis of montbretin A analogues yields potent competitive inhibitors of human pancreatic α-amylase.  United Kingdom: N. p., 2019. 
        Web.  doi:10.1039/C9SC02610J.

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                    Tysoe, Christina R., Caner, Sami, Calvert, Matthew B., Win-Mason, Anna, Brayer, Gary D., & Withers, Stephen G. Synthesis of montbretin A analogues yields potent competitive inhibitors of human pancreatic α-amylase.  United Kingdom.  doi:https://doi.org/10.1039/C9SC02610J

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                    Tysoe, Christina R., Caner, Sami, Calvert, Matthew B., Win-Mason, Anna, Brayer, Gary D., and Withers, Stephen G. Wed .  
        "Synthesis of montbretin A analogues yields potent competitive inhibitors of human pancreatic α-amylase".  United Kingdom.  doi:https://doi.org/10.1039/C9SC02610J.

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@article{osti_1572100,

  title        = {Synthesis of montbretin A analogues yields potent competitive inhibitors of human pancreatic α-amylase},

  author       = {Tysoe, Christina R. and Caner, Sami and Calvert, Matthew B. and Win-Mason, Anna and Brayer, Gary D. and Withers, Stephen G.},

  abstractNote = {Simplified analogues of montbretin A bind similarly to human alpha amylase and with nanomolar affinity.},

  doi          = {10.1039/C9SC02610J},

  journal      = {Chemical Science},

  number       = 48,

  volume       = 10,

  place        = {United Kingdom},

  year         = {2019},

  month        = {12}

}

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DOI: https://doi.org/10.1039/C9SC02610J

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Similar Records

Title: Synthesis of montbretin A analogues yields potent competitive inhibitors of human pancreatic α-amylase

Abstract

Citation Formats

The clinical consequences of sucrase-isomaltase deficiency journal, February 2016

Discovering novel quercetin-3-O-amino acid-esters as a new class of Src tyrosine kinase inhibitors journal, May 2009

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The Role of Acarbose in the Treatment of Non–Insulin-Dependent Diabetes Mellitus journal, July 1998

Definition, diagnosis and classification of diabetes mellitus and its complications. Part 1: diagnosis and classification of diabetes mellitus. Provisional report of a WHO Consultation journal, July 1998

Inhibition of .ALPHA.-Glucosidase and .ALPHA.-Amylase by Flavonoids journal, January 2006

The clinical consequences of sucrase-isomaltase deficiency
journal, February 2016

Discovering novel quercetin-3-O-amino acid-esters as a new class of Src tyrosine kinase inhibitors
journal, May 2009

Efficacy of voglibose in type 2 diabetes
journal, April 2014

Acarbose-associated hepatotoxicity
journal, November 1998

Preparation of pentafluorophenyl esters of FMOC protected amino acids with pentafluorophenyl trifluoroacetate
journal, January 1990

The amylase inhibitor montbretin A reveals a new glycosidase inhibition motif
journal, July 2015

In Situ Extension as an Approach for Identifying Novel α-Amylase Inhibitors
journal, August 2004

Iminosugars past, present and future: medicines for tomorrow
journal, February 2011

Glucose lowering effect of montbretin A in Zucker Diabetic Fatty rats
journal, November 2015

An Update on the Etiology and Epidemiology of Diabetes Mellitus
journal, November 2006

Miglitol: A Review of its Therapeutic Potential in Type 2 Diabetes Mellitus
journal, January 2000

Acarbose Improves Glycemic Control in Overweight Type 2 Diabetic Patients Insufficiently Treated With Metformin
journal, February 2003

The Search for Novel Human Pancreatic α-Amylase Inhibitors: High-Throughput Screening of Terrestrial and Marine Natural Product Extracts
journal, February 2008

Flavonoids for Controlling Starch Digestion: Structural Requirements for Inhibiting Human α-Amylase
journal, June 2008

Cloning, mutagenesis, and structural analysis of human pancreatic α-amylase expressed in pichia pastoris
journal, January 1999

Postprandial hyperglycaemia and α-glucosidase inhibitors
journal, July 1998

The structure of human pancreatic α -amylase at 1.8 Å resolution and comparisons with related enzymes
journal, September 1995

Subsite Mapping of the Human Pancreatic α-Amylase Active Site through Structural, Kinetic, and Mutagenesis Techniques ^† ^, ^‡
journal, April 2000

The Role of Acarbose in the Treatment of Non–Insulin-Dependent Diabetes Mellitus
journal, July 1998

Definition, diagnosis and classification of diabetes mellitus and its complications. Part 1: diagnosis and classification of diabetes mellitus. Provisional report of a WHO Consultation
journal, July 1998

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