Literature DB >> 32616186

6,6'-Aryl trehalose analogs as potential Mincle ligands.

Omer K Rasheed1, George Ettenger1, Cassandra Buhl2, Robert Child2, Shannon M Miller2, Jay T Evans3, Kendal T Ryter4.   

Abstract

6,6'-Aryl trehalose derivatives have been synthesized with a view towards identifying novel Th-17-inducing vaccine adjuvants based on the high affinity Mincle ligand Brartemicin. The initial structure-activity relationships of these novel trehalose-based compounds were investigated. All compounds have been evaluated for their ability to engage the Mincle receptor and induce a potential pro-Th17 cytokine profile from human peripheral blood mononuclear cells based on IL-6 production in human peripheral blood mononuclear cells. The preliminary biological characterization of the designed analogs presented in this paper should aid in the future design and testing of more affine ligands that may foster the discovery of novel adjuvants with improved pharmacological properties.
Copyright © 2020 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  Adjuvant; Brartemicin; Mincle; TH-17; Trehalose diester; Trehalose dimycolate; Tuberculosis; Vaccine

Mesh:

Substances:

Year:  2020        PMID: 32616186      PMCID: PMC7372699          DOI: 10.1016/j.bmc.2020.115564

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  43 in total

1.  Lipidated Brartemicin Analogues Are Potent Th1-Stimulating Vaccine Adjuvants.

Authors:  Amy J Foster; Masahiro Nagata; Xiuyuan Lu; Amy T Lynch; Zakaria Omahdi; Eri Ishikawa; Sho Yamasaki; Mattie S M Timmer; Bridget L Stocker
Journal:  J Med Chem       Date:  2018-01-18       Impact factor: 7.446

Review 2.  Trehalose glycolipids--synthesis and biological activities.

Authors:  Ashna A Khan; Bridget L Stocker; Mattie S M Timmer
Journal:  Carbohydr Res       Date:  2012-03-19       Impact factor: 2.104

3.  Cutting edge: Mincle is essential for recognition and adjuvanticity of the mycobacterial cord factor and its synthetic analog trehalose-dibehenate.

Authors:  Hanne Schoenen; Barbara Bodendorfer; Kelly Hitchens; Silvia Manzanero; Kerstin Werninghaus; Falk Nimmerjahn; Else Marie Agger; Steffen Stenger; Peter Andersen; Jürgen Ruland; Gordon D Brown; Christine Wells; Roland Lang
Journal:  J Immunol       Date:  2010-02-17       Impact factor: 5.422

4.  Development of vizantin, a safe immunostimulant, based on the structure-activity relationship of trehalose-6,6'-dicorynomycolate.

Authors:  Hirofumi Yamamoto; Masataka Oda; Mayo Nakano; Naoyuki Watanabe; Kenta Yabiku; Masahiro Shibutani; Masahisa Inoue; Hiroshi Imagawa; Masahiro Nagahama; Seiichiro Himeno; Kojun Setsu; Jun Sakurai; Mugio Nishizawa
Journal:  J Med Chem       Date:  2012-12-19       Impact factor: 7.446

Review 5.  IL-23 and IL-17 in tuberculosis.

Authors:  Shabaana A Khader; Andrea M Cooper
Journal:  Cytokine       Date:  2008-01-22       Impact factor: 3.861

Review 6.  Early T-cell responses in tuberculosis immunity.

Authors:  Gary M Winslow; Andrea Cooper; William Reiley; Madhumouli Chatterjee; David L Woodland
Journal:  Immunol Rev       Date:  2008-10       Impact factor: 12.988

Review 7.  Recent therapeutic approaches for the management of tuberculosis: Challenges and opportunities.

Authors:  Kiran Patil; Shashikant Bagade; Smita Bonde; Sanjay Sharma; Gaurav Saraogi
Journal:  Biomed Pharmacother       Date:  2018-02-20       Impact factor: 6.529

8.  Adjuvanticity of a synthetic cord factor analogue for subunit Mycobacterium tuberculosis vaccination requires FcRgamma-Syk-Card9-dependent innate immune activation.

Authors:  Kerstin Werninghaus; Anna Babiak; Olaf Gross; Christoph Hölscher; Harald Dietrich; Else Marie Agger; Jörg Mages; Attila Mocsai; Hanne Schoenen; Katrin Finger; Falk Nimmerjahn; Gordon D Brown; Carsten Kirschning; Antje Heit; Peter Andersen; Hermann Wagner; Jürgen Ruland; Roland Lang
Journal:  J Exp Med       Date:  2009-01-12       Impact factor: 14.307

9.  The Mincle-activating adjuvant TDB induces MyD88-dependent Th1 and Th17 responses through IL-1R signaling.

Authors:  Christiane Desel; Kerstin Werninghaus; Manuel Ritter; Katrin Jozefowski; Jens Wenzel; Norman Russkamp; Ulrike Schleicher; Dennis Christensen; Stefan Wirtz; Carsten Kirschning; Else Marie Agger; Clarissa Prazeres da Costa; Roland Lang
Journal:  PLoS One       Date:  2013-01-07       Impact factor: 3.240

10.  Cationic liposomes formulated with synthetic mycobacterial cordfactor (CAF01): a versatile adjuvant for vaccines with different immunological requirements.

Authors:  Else Marie Agger; Ida Rosenkrands; Jon Hansen; Karima Brahimi; Brian S Vandahl; Claus Aagaard; Kerstin Werninghaus; Carsten Kirschning; Roland Lang; Dennis Christensen; Michael Theisen; Frank Follmann; Peter Andersen
Journal:  PLoS One       Date:  2008-09-08       Impact factor: 3.240

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  2 in total

1.  Monocytes Elicit a Neutrophil-Independent Th1/Th17 Response Upon Immunization With a Mincle-Dependent Glycolipid Adjuvant.

Authors:  Christiane Desel; Peter J Murray; Christian H K Lehmann; Lukas Heger; Dennis Christensen; Peter Andersen; Matthias Mack; Diana Dudziak; Roland Lang
Journal:  Front Immunol       Date:  2022-05-02       Impact factor: 8.786

2.  Design of Trehalose-Based Amide/Sulfonamide C-type Lectin Receptor Signaling Compounds.

Authors:  Omer K Rasheed; Cassandra Buhl; Jay T Evans; Kendal T Ryter
Journal:  ChemMedChem       Date:  2021-02-09       Impact factor: 3.466

  2 in total

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