Literature DB >> 22196580

Syringolin B-inspired proteasome inhibitor analogue TIR-203 exhibits enhanced biological activity in multiple myeloma and neuroblastoma.

John Opoku-Ansah1, Tannya R Ibarra-Rivera, Michael C Pirrung, André S Bachmann.   

Abstract

CONTEXT: The bacterium Pseudomonas syringae pv. syringae (Pss) is a pathogen of many plant species and causes, for example, brown spot disease in bean plants (Phaseolus vulgaris). Pss excretes the syringolins, natural product molecules that act as a virulence factors and inhibit the proteasome of the host plants.
OBJECTIVE: Proteasome inhibitors belong to an important class of anticancer agents and bortezomib (Velcade(®)) has been Food and Drug Administration-approved for the treatment of multiple myeloma (MM) and mantle cell lymphoma. Syringolins represent a new class of proteasome inhibitors and the present work was undertaken to design a potent syringolin-inspired analogue (TIR-203) for anticancer drug development.
MATERIALS AND METHODS: TIR-203 was tested against human MM and neuroblastoma (NB) cells. Cancer cells were treated with TIR-203 at various concentrations (0-10 µM) and the cell viability was measured using the MTS assay. To determine the effects on proteasomal activities, the cell culture-based proteasome inhibition assay was used. Syringolin A (SylA) and bortezomib were included as controls.
RESULTS: TIR-203 inhibited the cell proliferation of MM and NB cells in a dose-dependent manner at significantly lower concentrations than SylA. In MM cells, TIR-203 effectively inhibited the chymotrypsin-like (CT-L), caspase-like (C-L), and trypsin-like (T-L) activities of the proteasome. In NB cells, TIR-203 inhibited the CT-L and C-L activities, but not the T-L activity. DISCUSSION AND
CONCLUSIONS: The newly designed proteasome inhibitor TIR-203 is more potent than the natural product SylA and strongly inhibits the cell viability and proteasomal activity of MM and NB cells.

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Year:  2012        PMID: 22196580     DOI: 10.3109/13880209.2011.626784

Source DB:  PubMed          Journal:  Pharm Biol        ISSN: 1388-0209            Impact factor:   3.503


  6 in total

1.  Syrbactin Structural Analog TIR-199 Blocks Proteasome Activity and Induces Tumor Cell Death.

Authors:  André S Bachmann; John Opoku-Ansah; Tannya R Ibarra-Rivera; Lisette P Yco; Sudhakar Ambadi; Christopher C Roberts; Chia-En A Chang; Michael C Pirrung
Journal:  J Biol Chem       Date:  2016-02-23       Impact factor: 5.157

2.  Rational Design of Selective and Bioactive Inhibitors of the Mycobacterium tuberculosis Proteasome.

Authors:  Kyle A Totaro; Dominik Barthelme; Peter T Simpson; Xiuju Jiang; Gang Lin; Carl F Nathan; Robert T Sauer; Jason K Sello
Journal:  ACS Infect Dis       Date:  2016-12-05       Impact factor: 5.084

3.  Substrate-guided optimization of the syringolins yields potent proteasome inhibitors with activity against leukemia cell lines.

Authors:  Kyle A Totaro; Dominik Barthelme; Peter T Simpson; Robert T Sauer; Jason K Sello
Journal:  Bioorg Med Chem       Date:  2015-07-26       Impact factor: 3.641

4.  Syrbactin proteasome inhibitor TIR-199 overcomes bortezomib chemoresistance and inhibits multiple myeloma tumor growth in vivo.

Authors:  Marquicia R Pierce; Reeder M Robinson; Tannya R Ibarra-Rivera; Michael C Pirrung; Nathan G Dolloff; André S Bachmann
Journal:  Leuk Res       Date:  2019-11-12       Impact factor: 3.156

5.  Identification of a lysine 4-hydroxylase from the glidobactin biosynthesis and evaluation of its biocatalytic potential.

Authors:  Alexander Amatuni; Hans Renata
Journal:  Org Biomol Chem       Date:  2019-02-13       Impact factor: 3.876

6.  Natural product scaffolds as inspiration for the design and synthesis of 20S human proteasome inhibitors.

Authors:  Grace E Hubbell; Jetze J Tepe
Journal:  RSC Chem Biol       Date:  2020-09-16
  6 in total

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