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SISTEMI NATURALI E SINTETICI AD ATTIVITA' ANTITUMORALE

Project
The research program deals with the synthesis, structural analysis, biological evaluation and a thorough investigation of the mechanism of action of novel compounds as potential antitumor agents able to inhibit STAT3 (Signal Trasducer and Activator of Transciption 3) and NF-kB (Nuclear Factor-KappaB), both factors being significantly involved in tumor progression and metastasis. STATs are a family of latent, cytoplasmic transcription factors that are activated in response to extracellular signals such as cytokines, growth factors and hormones. STATs directly transmit signals from plasma membrane to the nucleus and regulate cell growth and survival by modulating the expression of specific target genes. STAT3 was found to be constitutively activated by aberrant upstream tyrosine kinase activity in a broad spectrum of cancer cell lines and human tumors, and is considered a promising target for cancer therapy. In addition, several studies confirmed that STAT3 inhibitors have minimal effects on normal cells, thus providing the potential for selective tumor cell elimination. NF-kB signalling is essential for estrogen receptor-negative (ER-) breast cancer tumorigenesis, progression and metastasis. Furthermore, the role of NF-kB in expressing pro-inflammatory cytokines and enzymes contribute to the strong correlation between inflammation and breast cancer. The research project follows two complementary approaches: 1) Lead optimization 2) Synthesis of new derivatives 1) Recently we identified an oxadiazole derivative (MD77) as a potential lead, able to inhibit STAT3 in a dose dependent manner (Dual-luciferase assay in HCT-116 cells) and to bind STAT3 SH2 domain (AlphaScreen-based assay). The compound displayed a significant growth inhibitory activity on a panel of 58 human cellular lines derived from 9 different types of tumor cells. Aim of the project is to obtain SAR data to optimize the pharmacophore what would allow the synthesis of antitumor agents provided with high selectivity and low toxicity. In parallel, on the bases of the encouraging results displayed both in vitro and in vivo by platinum complexes as direct and selective STAT3 inhibitors, the introduction of a methylamino group at position 4 of MD77 will be considered in order to coordinate platinum. In addition, different heterocycles appropriately substituted will be considered as ligands for platinum complexes. The project will be developed in the following directions: a) iterative modifications of the lead according to the classical principles of bioisostery, vinilogy, homology, stereochemistry. Computational (modeling and docking) and X-ray studies. c) Studies on the drug-protein adduct. 2) The designed compounds will be catechine derivatives, dithiolthiones, and diallyltrisulfid, possibly bound to molecules acting on different targets, to have a multiple mechanism of action. Dithiolthiones both of natural (D3T) and synthetic (oltipraz, anetolotrithione) origin, organosulfur compounds extracted from garlic as well as many natural polyphenoles are provided with chemoprotective activity and could play an important role in the prevention and/or treatment of cancer. In particular, dithiolthiones are reported to inhibit NF-kB while diallyltrisulfid is active against STAT3. Indeed, some of the new dithiolethione derivatives (ACS2, ACS15), that we have recently synthesized, significantly inhibited in vitro and in vivo cell proliferation (NSCLC xenograft in nude mice), enhancing E-cadherin and the tumor suppressor PP2A and exhibited antiangiogenic properties. Moreover, these compounds inhibited the activity and expression of several carcinogen activating enzymes as well as induced the expression of several carcinogen detoxification enzymes of the glutathione cycle. The biological evaluation and the investigation of the mechanism of action of all the synthesized compounds will be performed together with other research groups.
  • Overview
  • Research Areas
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Overview

Contributors (4)

GELAIN ARIANNA   Participant  
MENEGHETTI FIORELLA   Participant  
RIMOLDI ISABELLA SILVIA   Participant  
ROMEO SERGIO   Participant  

Departments involved

Dipartimento di Scienze Farmaceutiche   Principale  

Type

PRIN10-11 - PRIN bando 2010-11

Funder

MINISTERO DELL'ISTRUZIONE E DEL MERITO
External Organization Funding Organization

Date/time interval

February 1, 2013 - January 31, 2016

Project duration

36 months

Research Areas

Concepts (3)


85 - ISTRUZIONE

LS4_6 - Cancer and its biological basis - (2013)

LS7_3 - Pharmacology, pharmacogenomics, drug discovery and design, drug therapy - (2013)

Keywords (10)

  • ascending
  • descending
PROTEIN CRYSTALLOGRAPHY
CRISTALLOGRAFIA DI PROTEINE
INTERAZIONI PROTEINA-LIGANDO
PROTEIN LIGAND BINDING
PROTEOMICA
PROTEOMICS
SINTESI DI CAMPOSTI AD ATTIVITA' ANTITUMORALE
STAT3
STAT3 SIGNALING
SYNTHESIS OF ANTITUMOR COMPOUNDS
No Results Found
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Publications

Outputs (2)

Unravelling the Antiproliferative Activity of 1,2,5-oxadiazole Derivatives 
ANTICANCER RESEARCH
INTERNATIONAL INSTITUTE OF ANTICANCER RESEARCH
2019
Academic Article
Open Access
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An in vivo active 1,2,5-oxadiazole Pt(II) complex : a promising anticancer agent endowed with STAT3 inhibitory properties 
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
ELSEVIER
2017
Academic Article
Partially Open Access
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