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Article ; Online: Chemical and biological versatility of pyrazolo[3,4-

Trentini, Alessandro / Hanau, Stefania / Manfrinato, Maria Cristina / Cacciari, Barbara

Future medicinal chemistry

2023 Volume 15, Issue 23, Page(s) 2143–2148

Abstract: Plain language summary Pyrazolo[3,4- ...

Abstract	Plain language summary Pyrazolo[3,4-
MeSH term(s)	Humans ; Pyrimidines/pharmacology ; Pyrimidines/chemistry ; Solubility ; Neoplasms/drug therapy ; Liposomes ; Cell Proliferation ; Structure-Activity Relationship
Chemical Substances	Pyrimidines ; Liposomes
Language	English
Publishing date	2023-11-07
Publishing country	England
Document type	Journal Article
ISSN	1756-8927
ISSN (online)	1756-8927
DOI	10.4155/fmc-2023-0274
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Article ; Online: Thio-substituted derivatives of 4-amino-pyrazolo[3,4-d]pyrimidine-6-thiol as antiproliferative agents.

Cacciari, Barbara / Romagnoli, Romeo / Romani, Arianna / Trentini, Alessandro / Hanau, Stefania

Future medicinal chemistry

2021 Volume 13, Issue 18, Page(s) 1515–1530

Abstract: The current study was designed to identify new compounds as potential antiproliferative drug candidates. Synthesis of heteroaromatic bicyclic and monocyclic derivatives as purine bioisosters was employed. Their antiproliferative activity was studied ... ...

Abstract	The current study was designed to identify new compounds as potential antiproliferative drug candidates. Synthesis of heteroaromatic bicyclic and monocyclic derivatives as purine bioisosters was employed. Their antiproliferative activity was studied against U937 cancer cells. The most effective compounds were evaluated for their selectivity against cancer cells, the possible mechanism of cell death, and their interference with DNA replication. Among the synthesized compounds, only three (
MeSH term(s)	Antineoplastic Agents/chemical synthesis ; Antineoplastic Agents/pharmacology ; Apoptosis/drug effects ; Cell Proliferation/drug effects ; DNA Replication/drug effects ; Drug Screening Assays, Antitumor ; Humans ; Molecular Structure ; Pyrimidines/chemical synthesis ; Pyrimidines/pharmacology ; Signal Transduction ; Structure-Activity Relationship ; Sulfhydryl Compounds/chemistry ; U937 Cells
Chemical Substances	Antineoplastic Agents ; Pyrimidines ; Sulfhydryl Compounds
Language	English
Publishing date	2021-07-12
Publishing country	England
Document type	Journal Article ; Research Support, Non-U.S. Gov't
ISSN	1756-8927
ISSN (online)	1756-8927
DOI	10.4155/fmc-2021-0131
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Article ; Online: A2A Adenosine Receptor Antagonists as Therapeutic Candidates: Are They Still an Interesting Challenge?

Cacciari, Barbara / Spalluto, Giampiero / Federico, Stephanie

Mini reviews in medicinal chemistry

2018 Volume 18, Issue 14, Page(s) 1168–1174

Abstract: In the past decades, many efforts were undertaken to develop ligands for the adenosine receptors, with the purpose to individuate agonists and antagonists affinity and selectivity for each subtypes, namely A1, A2A, A2B, and A3. These intense studies ... ...

Abstract	In the past decades, many efforts were undertaken to develop ligands for the adenosine receptors, with the purpose to individuate agonists and antagonists affinity and selectivity for each subtypes, namely A1, A2A, A2B, and A3. These intense studies allowed a deeper knowledge of the nature and, moreover, of the pathophysiological roles of all the adenosine receptor subtypes. In particular, the involvement of the A2A adenosine receptor subtype in some physiological mechanisms in the brain, that could be related to important diseases such as the Parkinson's disease, encouraged the research in this field. Particular attention was given to the antagonists endowed with high affinity and selectivity since they could have a real employment in the treatment of Parkinson's disease, and some compounds, such as istradefylline, preladenant and tozadenant, are already studied in clinical trials. Actually, the role of A2A antagonists in Parkinson's disease is becoming contradictory due to contrasting results in the last studies, but, at the same time, new possible employments are emerging for this class of antagonists in cancer pathologies as much interesting to legitimate further efforts in the research of A2A ligands.
MeSH term(s)	Adenosine A2 Receptor Antagonists/chemistry ; Adenosine A2 Receptor Antagonists/therapeutic use ; Bridged Bicyclo Compounds/chemistry ; Bridged Bicyclo Compounds/metabolism ; Bridged Bicyclo Compounds/therapeutic use ; Caffeine/chemistry ; Caffeine/metabolism ; Caffeine/therapeutic use ; Dopamine Agents/chemistry ; Dopamine Agents/metabolism ; Dopamine Agents/therapeutic use ; Humans ; Neoplasms/drug therapy ; Neoplasms/pathology ; Parkinson Disease/drug therapy ; Parkinson Disease/pathology ; Receptor, Adenosine A2A/chemistry ; Receptor, Adenosine A2A/metabolism ; Xanthines/chemistry ; Xanthines/metabolism ; Xanthines/therapeutic use
Chemical Substances	Adenosine A2 Receptor Antagonists ; Bridged Bicyclo Compounds ; Dopamine Agents ; Receptor, Adenosine A2A ; Xanthines ; Caffeine (3G6A5W338E)
Language	English
Publishing date	2018-04-24
Publishing country	Netherlands
Document type	Journal Article ; Review
ZDB-ID	2104081-3
ISSN	1875-5607 ; 1389-5575
ISSN (online)	1875-5607
ISSN	1389-5575
DOI	10.2174/1389557518666180423113051
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Article: Synthesis and Biological Evaluation of Highly Active 7-Anilino Triazolopyrimidines as Potent Antimicrotubule Agents.

Oliva, Paola / Romagnoli, Romeo / Cacciari, Barbara / Manfredini, Stefano / Padroni, Chiara / Brancale, Andrea / Ferla, Salvatore / Hamel, Ernest / Corallo, Diana / Aveic, Sanja / Milan, Noemi / Mariotto, Elena / Viola, Giampietro / Bortolozzi, Roberta

Pharmaceutics

2022 Volume 14, Issue 6

Abstract: Two different series of fifty-two compounds, based on 3',4',5'-trimethoxyaniline ( ...

Abstract	Two different series of fifty-two compounds, based on 3',4',5'-trimethoxyaniline (
Language	English
Publishing date	2022-06-02
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	2527217-2
ISSN	1999-4923
ISSN	1999-4923
DOI	10.3390/pharmaceutics14061191
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Article ; Online: Structure Activity Relationship of 4-Amino-2-thiopyrimidine Derivatives as Platelet Aggregation Inhibitors.

Cacciari, Barbara / Crepaldi, Pamela / Cheng, Chun Yan / Bossi, Elena / Spalluto, Giampiero / Federico, Stephanie / Jacobson, Kenneth A / Cattaneo, Marco

Medicinal chemistry (Shariqah (United Arab Emirates))

2019 Volume 15, Issue 8, Page(s) 863–872

Abstract: Background: Platelet aggregation plays a pathogenic role in the development of arterial thrombi, which are responsible for common diseases caused by thrombotic arterial occlusion, such as myocardial infarction and stroke. Much efforts are directed ... ...

Abstract	Background: Platelet aggregation plays a pathogenic role in the development of arterial thrombi, which are responsible for common diseases caused by thrombotic arterial occlusion, such as myocardial infarction and stroke. Much efforts are directed toward developing platelet aggregation inhibitors that act through several mechanisms: The main antiplatelet family of COXinhibitors, phosphodiesterase inhibitors, and thrombin inhibitors. Recently, the important role in the platelet aggregation of adenosine diphosphate (ADP)-activated P2Y12 and P2Y1 receptors, Gprotein coupled receptors of the P2 purinergic family, has emerged, and their inhibitors are explored as potential therapeutic antithrombotics. P2Y12 inhibitors, i.e. clopidogrel, prasugrel, ticagrelor, and cangrelor, are already used clinically to reduce coronary artery thrombosis risk and prevent acute coronary syndromes. The search for new P2Y12 inhibitors, with better risk-to-benefit profiles is still ongoing. Methods: Several years ago, our group prepared a series of 6-amino-2-thio-3H-pyrimidin-4-one derivatives that displayed an interesting platelet aggregation inhibiting activity. In order to probe the structure-activity relationships and improve their inhibitory effects of these compounds, we synthesized variously substituted 6-amino-2-thio-3H-pyrimidin-4-one derivatives and substituted 4-amino-2-thiopyrimidine-5-carboxylic acid analogues. All the synthesized compounds were tested by light trasmission aggregometry (LTA) as inducers or inhibitors of platelet aggregation in citrated platelet-rich plasma (PRP). Results: Among the 6-amino-2-thio-3H-pyrimidin-4-one derivatives, compounds 2c and 2h displayed marked inhibitory activity, with a capability to inhibit the ADP(10-6M)-induced platelet aggregation by 91% and 87% at 10-4M concentration, respectively. Selected 4-amino-2- thiopyrimidine-5-carboxylic acid derivatives were tested as P2Y12 and P2Y1 antagonists and found to display negligible activity. Conclusion: These negative findings demonstrated that this heterocyclic nucleus is not a useful common pharmacophore for developing P2Y-dependent inhibitors of platelet aggregation. Nevertheless, compounds 2c and 2h could represent a new chemotype to further develop inhibitors of platelet aggregation.
MeSH term(s)	Platelet Aggregation/drug effects ; Platelet Aggregation Inhibitors/chemistry ; Platelet Aggregation Inhibitors/pharmacology ; Pyrimidines/chemistry ; Pyrimidines/pharmacology ; Structure-Activity Relationship
Chemical Substances	Platelet Aggregation Inhibitors ; Pyrimidines
Language	English
Publishing date	2019-02-07
Publishing country	Netherlands
Document type	Journal Article
ISSN	1875-6638
ISSN (online)	1875-6638
DOI	10.2174/1573406415666190208124534
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Article ; Online: Synthesis and Biological Evaluation of New Antitubulin Agents Containing 2-(3',4',5'-trimethoxyanilino)-3,6-disubstituted-4,5,6,7-tetrahydrothieno[2,3-

Romagnoli, Romeo / Prencipe, Filippo / Oliva, Paola / Cacciari, Barbara / Balzarini, Jan / Liekens, Sandra / Hamel, Ernest / Brancale, Andrea / Ferla, Salvatore / Manfredini, Stefano / Zurlo, Matteo / Finotti, Alessia / Gambari, Roberto

Molecules (Basel, Switzerland)

2020 Volume 25, Issue 7

Abstract: Two novel series of compounds based on the 4,5,6,7-tetrahydrothieno[2,3- ...

Abstract	Two novel series of compounds based on the 4,5,6,7-tetrahydrothieno[2,3-
MeSH term(s)	Animals ; Antineoplastic Agents/chemistry ; Antineoplastic Agents/pharmacology ; Apoptosis/drug effects ; Biological Products/chemistry ; Biological Products/pharmacology ; Cell Death/drug effects ; Cell Division/drug effects ; Cell Line ; Cell Line, Tumor ; Cell Proliferation/drug effects ; Colchicine/chemistry ; Drug Screening Assays, Antitumor/methods ; G2 Phase/drug effects ; HeLa Cells ; Humans ; K562 Cells ; Leukocytes, Mononuclear/drug effects ; Mice ; Molecular Docking Simulation/methods ; Pyridines/chemistry ; Pyridines/pharmacology ; Structure-Activity Relationship ; Tubulin/metabolism ; Tubulin Modulators/chemistry
Chemical Substances	Antineoplastic Agents ; Biological Products ; Pyridines ; Tubulin ; Tubulin Modulators ; pyridine (NH9L3PP67S) ; Colchicine (SML2Y3J35T)
Language	English
Publishing date	2020-04-07
Publishing country	Switzerland
Document type	Journal Article
ZDB-ID	1413402-0
ISSN	1420-3049 ; 1431-5165 ; 1420-3049
ISSN (online)	1420-3049
ISSN	1431-5165 ; 1420-3049
DOI	10.3390/molecules25071690
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Zs.MO 81: Show issues

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Article ; Online: Pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidines and Structurally Simplified Analogs. Chemistry and SAR Profile as Adenosine Receptor Antagonists.

Redenti, Sara / Ciancetta, Antonella / Pastorin, Giorgia / Cacciari, Barbara / Moro, Stefano / Spalluto, Giampiero / Federico, Stephanie

Current topics in medicinal chemistry

2016 Volume 16, Issue 28, Page(s) 3224–3257

Abstract: Adenosine was defined as a neuromodulator which exerts its action by interaction with specific G-protein coupled receptor termed adenosine receptors. Adenosine receptors are expressed in several tissues and cells of our body and exist as four different ... ...

Abstract	Adenosine was defined as a neuromodulator which exerts its action by interaction with specific G-protein coupled receptor termed adenosine receptors. Adenosine receptors are expressed in several tissues and cells of our body and exist as four different subtypes of these receptors: A1, A2, A2B and A3. In the last years significant efforts were made to obtain highly potent and selective ligands for the four adenosine receptors subtypes. Both agonists and antagonists were used as pharmacological tools to study therapeutic implications of enhancing or blocking the adenosine receptors activity, and some of these compounds have reached clinical phases. The pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidines (PTPs) represent one of the several templates designed as adenosine receptor antagonists. A lot of synthetic work was made on this scaffold in order to obtain potent A2 and A3 antagonists. Here were reviewed the synthetic approaches followed by both academia and industry to introduce different substituents at different positions of the PTP nucleus, in particular at the 2, 5, 7, 8 and 9 positions. Nevertheless PTP derivatives are tricyclic compounds with a high molecular weight which exhibit limitations such as poor aqueous solubility and difficult synthetic preparation. With the aim to obtain derivatives with the same potency and selectivity of PTP but with better drug-like properties, researchers made structural simplification of this scaffold. Replacement of the pyrazole or triazole rings of PTP led to the [1,2,4]triazolo[1,5-c]pyrimidine and pyrazolo[3,4- d]pyrimidine derivatives, respectively. Synthetic strategies for these compounds were reported, combined with the SAR profile on the adenosine receptors.
MeSH term(s)	Humans ; Purinergic P1 Receptor Antagonists/chemistry ; Purinergic P1 Receptor Antagonists/pharmacology ; Pyrimidines/chemistry ; Pyrimidines/pharmacology ; Structure-Activity Relationship
Chemical Substances	Purinergic P1 Receptor Antagonists ; Pyrimidines
Language	English
Publishing date	2016-04-19
Publishing country	United Arab Emirates
Document type	Journal Article ; Review
ZDB-ID	2064823-6
ISSN	1873-4294 ; 1568-0266
ISSN (online)	1873-4294
ISSN	1568-0266
DOI	10.2174/1568026616666160506145831
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Zs.A 5572: Show issues

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Article: Neural Adaptation Effects in Conceptual Processing.

Marino, Barbara F M / Borghi, Anna M / Gemmi, Luca / Cacciari, Cristina / Riggio, Lucia

Behavioral sciences (Basel, Switzerland)

2015 Volume 5, Issue 3, Page(s) 353–371

Abstract: We investigated the conceptual processing of nouns referring to objects characterized by a highly typical color and orientation. We used a go/no-go task in which we asked participants to categorize each noun as referring or not to natural entities (e.g., ...

Abstract	We investigated the conceptual processing of nouns referring to objects characterized by a highly typical color and orientation. We used a go/no-go task in which we asked participants to categorize each noun as referring or not to natural entities (e.g., animals) after a selective adaptation of color-edge neurons in the posterior LV4 region of the visual cortex was induced by means of a McCollough effect procedure. This manipulation affected categorization: the green-vertical adaptation led to slower responses than the green-horizontal adaptation, regardless of the specific color and orientation of the to-be-categorized noun. This result suggests that the conceptual processing of natural entities may entail the activation of modality-specific neural channels with weights proportional to the reliability of the signals produced by these channels during actual perception. This finding is discussed with reference to the debate about the grounded cognition view.
Language	English
Publishing date	2015-07-31
Publishing country	Switzerland
Document type	Journal Article
ISSN	2076-328X
ISSN	2076-328X
DOI	10.3390/bs5030353
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Article ; Online: Synthesis and Biological Evaluation of New Antitubulin Agents Containing 2-(3′,4′,5′-trimethoxyanilino)-3,6-disubstituted-4,5,6,7-tetrahydrothieno[2,3- c ]pyridine Scaffold

Romeo Romagnoli / Filippo Prencipe / Paola Oliva / Barbara Cacciari / Jan Balzarini / Sandra Liekens / Ernest Hamel / Andrea Brancale / Salvatore Ferla / Stefano Manfredini / Matteo Zurlo / Alessia Finotti / Roberto Gambari

Molecules, Vol 25, Iss 1690, p

2020 Volume 1690

Abstract: Two novel series of compounds based on the 4,5,6,7-tetrahydrothieno[2,3- c ]pyridine and 4,5,6,7-tetrahydrobenzo[ b ]thiophene molecular skeleton, characterized by the presence of a 3′,4′,5′-trimethoxyanilino moiety and a cyano or an alkoxycarbonyl group ...

Abstract	Two novel series of compounds based on the 4,5,6,7-tetrahydrothieno[2,3- c ]pyridine and 4,5,6,7-tetrahydrobenzo[ b ]thiophene molecular skeleton, characterized by the presence of a 3′,4′,5′-trimethoxyanilino moiety and a cyano or an alkoxycarbonyl group at its 2- or 3-position, respectively, were designed, synthesized, and evaluated for antiproliferative activity on a panel of cancer cell lines and for selected highly active compounds, inhibition of tubulin polymerization, and cell cycle effects. We have identified the 2-(3′,4′,5′-trimethoxyanilino)-3-cyano-6-methoxycarbonyl-4,5,6,7-tetrahydrothieno[2,3- c ]pyridine derivative 3a and its 6-ethoxycarbonyl homologue 3b as new antiproliferative agents that inhibit cancer cell growth with IC 50 values ranging from 1.1 to 4.7 μM against a panel of three cancer cell lines. Their interaction with tubulin at micromolar levels leads to the accumulation of cells in the G2/M phase of the cell cycle and to an apoptotic cell death. The cell apoptosis study found that compounds 3a and 3b were very effective in the induction of apoptosis in a dose-dependent manner. These two derivatives did not induce cell death in normal human peripheral blood mononuclear cells, suggesting that they may be selective against cancer cells. Molecular docking studies confirmed that the inhibitory activity of these molecules on tubulin polymerization derived from binding to the colchicine site.
Keywords	microtubules ; structure–activity relationship ; antiproliferative activity ; tubulin ; tetrahydrothieno[2,3- c ]pyridine ; Organic chemistry ; QD241-441
Language	English
Publishing date	2020-04-01T00:00:00Z
Publisher	MDPI AG
Document type	Article ; Online
Database	BASE - Bielefeld Academic Search Engine (life sciences selection)

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Article ; Online: Transperitoneal laparoscopic adrenalectomy in children.

Catellani, Barbara / Acciuffi, Sara / Biondini, Diego / Ceccarelli, Pier Luca / Cacciari, Alfredo / Gelmini, Roberta

JSLS : Journal of the Society of Laparoendoscopic Surgeons

2014 Volume 18, Issue 3

Abstract: Purpose: The use of a minimally invasive approach for adrenalectomy is poorly defined in pediatric patients, although laparoscopic adrenalectomy is considered a standard procedure in adults. The aim of our study was to describe the safety and ... ...

Abstract	Purpose: The use of a minimally invasive approach for adrenalectomy is poorly defined in pediatric patients, although laparoscopic adrenalectomy is considered a standard procedure in adults. The aim of our study was to describe the safety and feasibility of minimally invasive adrenalectomy in children on the basis of surgical skills and results. Materials and methods: This was a retrospective study of 4 pediatric laparoscopic adrenalectomies performed at our center between 2009 and 2012. All patients underwent transperitoneal lateral laparoscopic adrenalectomies (2 right and 2 left adrenalectomies). Results: Four laparoscopic adrenalectomies were performed. Indications for surgery were neuroblastoma in 2 patients, secernent adrenocortical tumor in 1 patient, and adrenocortical nodular hyperplasia in 1 patient. Patients had a mean age of 87 months (range, 17-156 months) at diagnosis, and the average lesion size was 3.23 cm (range, 0.7-6.4 cm). All laparoscopic adrenalectomies were successful, no conversions to open surgery were required, and no postoperative complications or deaths occurred. The average operating time was 105 minutes (range, 80-130 minutes), blood loss during surgery was minimal, and the mean postoperative hospital stay was 3.75 days (range, 3-5 days). None of the patients showed signs of recurring disease at 15-month follow-up. Conclusions: Laparoscopic adrenalectomy is a safe, feasible, and reproducible technique offering numerous advantages, including shortening of operating times and postoperative hospital stays, as well as reduction of blood loss and complications. It also provides good visibility and easy access to other organs.
MeSH term(s)	Adrenal Cortex Neoplasms/surgery ; Adrenalectomy/methods ; Child, Preschool ; Female ; Humans ; Infant ; Laparoscopy/methods ; Length of Stay/trends ; Male ; Operative Time ; Peritoneum/surgery ; Postoperative Period ; Retrospective Studies
Language	English
Publishing date	2014-11-28
Publishing country	United States
Document type	Journal Article
ZDB-ID	2011211-7
ISSN	1938-3797 ; 1086-8089
ISSN (online)	1938-3797
ISSN	1086-8089
DOI	10.4293/JSLS.2014.00388
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Zs.A 5183: Show issues			Location: Je nach Verfügbarkeit (siehe Angabe bei Bestand) bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular Jg. 1995 - 2021: Lesesall (2.OG) ab Jg. 2022: Lesesaal (EG)
Zs.MO 310: Show issues

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