
Dr. Lucia Battistini
BOSS Group
(BioOrganicSynthesiS Group)
UNIVERSITÀ DEGLI STUDI DI PARMA
DIPARTIMENTO FARMACEUTICO
Viale G. P. Usberti 27A
I-43100 Parma (Italy)
Tel.: +39-0521-906040
Fax: +39-0521-905006
e-mail: lucia.battistini@unipr.it
Curriculum
v Lucia Battistini obtained her Laurea degree in Pharmaceutical Chemistry and
Technology from the University of Parma in 1995, performing research on the
synthesis of non natural alpha-amino acids, under the supervision of Prof. Giovanni Casiraghi.
v In 1999 she
received her Ph.D. degree in Bioorganic
Chemistry from the University of Torino working on the exploitation of
heterocyclic silyloxy dienes in the synthesis of densely functionalized chiral
compounds.
v In the fall of 1999 she joined the BioOrganicSynthesiS group (BOSS Group) directed
by Prof. Giovanni Casiraghi at the Pharmaceutical Department of the University
of Parma, where she obtained a position as researcher.
v Since March 2000, she is Assistant
Professor of Organic Chemistry at the Pharmaceutical Department of the
University of Parma.
Main Research Subjects
v Her main
research interests are in the field of asymmetric synthesis of multifunctional
natural and natural-like compounds, including carbasugars, conformationally
constrained amino acids, densely functionalized heterocycles, nucleoside
analogues.
v More
recently her major effort has been devoted to the development of a new class of
integrin-targeted RGD-based pseudopeptide ligands for molecular recognition and
biomedical applications.
Appointments
Appointments include the followings:
v Member of Teaching Commettee of the Doctorate School “Design and Synthesis
of Biologically Active Compounds” at the University of Parma (since 2007);
v Member of the Scientific Commettee of Chemical Sciences 103 of the
University of Parma (2005-2008).
Academic
Activities
v "Chimica Organica” (Organic Chemistry), 2nd year of the Specialist
Degree Course in Pharmacy., Faculty of Pharmacy, University of Parma (since 2000)
Scientific
Publications
v She has
co-authored more than 40 research papers and review articles, 2 patents and
about 20 communications at national and international conferences.
Recent Funded Research
Projects
v PRIN2000 Member of Research Unit (PR) years 2001-2002
v PRIN2002 Member of Research Unit(PR) years 2002-2003
v PRIN2004 Member of Research Unit(PR) years 2004-2005
v PRIN2006 Member of Research Unit(PR) years 2006-2007
Dr. Lucia Battistini ─ List of publications
1.
Rassu, G.; Zanardi,
F.; Battistini, L.; Casiraghi, G. Diastereoselective Synthesis of a-C-Arabinofuranosyl Glycine. Tetrahedron: Asymmetry 1995, 6, 371-374.
2.
Zanardi, F.; Battistini,
L.; Rassu, G.; Cornia, M.; Casiraghi, G. g-Substituted
Pyrrole-Based Silyl Dienol Ethers as a-Amino Acid Enolate
Equivalents: A Versatile Entry to Racemic a-Substituted
a-Amino Acids. J. Chem. Soc. Perkin
Trans. 1 1995, 2471-2475.
3.
Spanu,
P.; Rassu, G.; Ulgheri, F.; Zanardi, F.; Battistini, L.; Casiraghi, G. Total
Syntheses of 3-Amino-3-deoxy- and 4-Amino-4-deoxyhexoses. Tetrahedron 1996, 52, 4829-4838.
4.
Zanardi,
F.; Battistini, L.; Nespi, M.; Rassu, G.; Spanu, P.; Cornia, M.; Casiraghi, G.
Total Synthesis of Both Enantiomers of trans-2,3-cis-3,4-Dihydroxyproline. Tetrahedron: Asymmetry 1996, 7, 1167-1180.
5.
Rassu,
G.; Zanardi, F.; Battistini, L.; Gaetani, E.; Casiraghi, G. Expeditious
Syntheses of Sugar-Modified Nucleosides and Collections Thereof Exploiting
Furan-, Pyrrole-, and Thiophene-Based Siloxy Dienes. J. Med. Chem. 1997, 40, 168-180.
6.
Rassu,
G.; Pinna, L.; Spanu, P.; Zanardi, F.; Battistini, L.; Casiraghi, G. Parallel,
Stereoselective Syntheses of both Enantiomers of Muricatacin and their Sulfur and
Nitrogen Relatives Using the Siloxydiene-Based Methodology. J. Org. Chem. 1997, 62, 4513-4517.
7.
Spanu,
P.; Rassu, G.; Pinna, L.; Battistini, L.; Casiraghi, G. Diastereoselective
Synthesis of D-erythro-sphingosine. Tetrahedron: Asymmetry 1997, 8, 3237-3243.
8.
Casiraghi,
G.; Rassu, G.; Zanardi, F.; Battistini, L. Asymmetric Access to Functional,
Structurally Diverse Molecules Exploiting Five-Membered Heterocyclic Silyloxy
Dienes. In Advances in Asymmetric
Synthesis; Hassner, A., Ed.; JAI Press: Stamford; 1998, Vol. 3, pp 113-189.
9.
Battistini,
L.; Zanardi, F.; Rassu, G.; Spanu, P.; Pelosi, G.; Gasparri Fava, G.; Belicchi
Ferrari, M.; Casiraghi, G. Total Synthesis of Both Enantiomers of trans-b-Hydroxypipecolic Acid. Tetrahedron:
Asymmetry 1997, 8, 2975-2987.
10.
Zanardi,
F.; Battistini, L.; Rassu, G.; Pinna, L.; Mor, M.; Culeddu, N.; Casiraghi, G.
Modular Approach toward the Construction of the Core Motifs of Annonaceous
Acetogenins and Variants Thereof. J. Org.
Chem. 1998, 63, 1368-1369.
11.
Casiraghi,
G.; Zanardi, F.; Battistini, L.; Rassu, G.; Appendino, G. Current Advances in
the Chemical Synthesis of Annonaceous Acetogenins and Relatives. ChemTracts-Org. Chem. 1998, 11, 803-827.
12.
Rassu,
G.; Carta, P.; Pinna, L.; Battistini, L.; Zanardi, F.; Acquotti, D.; Casiraghi,
G. Lewis Acid-Assisted Vinylogous Mannich and Mukaiyama-Aldol Reactions: A
Route to Densely Hydroxylated Indolizidine Alkaloid Analogues. Eur.
J. Org. Chem. 1999, 1395-1400.
13.
Battistini,
L.; Rassu, G.; Pinna, L.; Zanardi, F.; Casiraghi, G. Diastereoselective
Synthesis of a Novel Lactam Peptidomimetic Exploiting Vinylogous Mannich
Addition of 2-Silyloxyfuran Reagents. Tetrahedron:
Asymmetry 1999, 10, 765-773.
14.
Casiraghi,
G.; Zanardi, F.; Battistini, L.; Appendino, G. Conceptually New Directed Aldol
Condensation Using Aluminum Tris-(2,6-diphenylphenoxide). ChemTracts-Org. Chem. 1999, 12, 547-554.
15.
Rassu,
G.; Zanardi, F.; Battistini, L.; Casiraghi, G. The Vinylogous Aldol Addition of
Heterocyclic Silyloxy Dienes: Application in Synthesis. Synlett 1999, 1333-1350.
16.
Rassu,
G.; Auzzas, L.; Pinna, L.; Zanardi, F.; Battistini, L.; Casiraghi, G. Variable
Strategy toward Carbasugars and Relatives as Illustrated by Diastereoselective
Synthesis of 1-Deoxy-1-amino-pseudo-b-D-gulopyranose
(Alias 1,2,4-tri-epi-Validamine). Org. Lett. 1999, 1, 1213-1215.
17. Rassu, G.; Zanardi, F.; Battistini, L.; Casiraghi, G. The Synthetic Utility of Furan-, Pyrrole- and Thiophene-Based 2-Silyloxy Dienes. Chem. Soc. Rev. 2000, 109-118.
18. Zanardi, F.; Battistini, L.; Rassu, G.; Auzzas, L.; Pinna, L.; Marzocchi, L.; Acquotti, D.; Casiraghi, G. The Utility of Furan, Pyrrole, and Thiophene 2-Silyloxy Dienes As Demonstrated by Modular Synthesis of Annonaceous Acetogenin Core Units and Their Pyrrolidine and Thiolane Analogues. J. Org. Chem. 2000, 65, 2048-2064.
19. Rassu, G.; Auzzas, L.; Pinna, L.; Battistini, L.; Zanardi, F.; Marzocchi, L.; Acquotti, D.; Casiraghi, G. Variable Strategy toward Carbasugars and Relatives. 1. Stereocontrolled Synthesis of Pseudo-b-D-gulopyranose, Pseudo-b-D-xylofuranose, (Pseudo-b-D-gulopyranosyl)amine, and (Pseudo-b-D-xylofuranosyl)amine. J. Org. Chem. 2000, 65, 6307-6318.
20. Rassu, G.; Auzzas, L.; Pinna, L.; Zambrano, V.; Battistini, L.; Zanardi, F.; Marzocchi, L.; Acquotti, D.; Casiraghi, G. Variable Strategy toward Carbasugars and Relatives. 2. Diversity-Based Synthesis of b-D-Xylo, b-D-Ribo, b-L-Arabino, and b-L-Lyxo 4a-Carbafuranoses, and (4a-Carbafuranosyl)thiols. J. Org. Chem. 2001, 66, 8070-8075 (web edition November 3rd, 2001).
21.
Zanardi, F.; Battistini, L.;
Marzocchi, L.; Acquotti, D.; Rassu, G.; Pinna, L.; Auzzas, L.; Zambrano, V.;
Casiraghi, G. Synthesis of a Small Repertoire of Non-Racemic
5a-Carbahexopyranoses and 1-Thio-5a-carbahexopyranoses. Eur.
J. Org. Chem. 2002, 1956-1964.
22. Rassu, G.; Auzzas, L.; Pinna, L.; Zambrano, V.; Zanardi, F.; Battistini, L.; Marzocchi, L.; Acquotti, D.; Casiraghi, G. Variable Strategy toward Carbasugars and Relatives. 4. Viable Access to (4a-Carbapentofuranosyl)amines, (5a-Carbahexopyranosyl)amines, and Amino Acids Thereof. J. Org. Chem. 2002, 67, 5338-5342 (web edition June 27th, 2002).
23. Rassu, G.; Auzzas, L.; Zambrano, V.; Burreddu, P.; Battistini, L.; Curti, C. A Short Entry to Novel C(2)-Methyl Branched 4a-Carbafuranoses. Tetrahedron: Asymmetry 2003, 14, 1665-1670.
24.
Rassu, G.; Auzzas, L.; Pinna, L.;
Zambrano, V.; Zanardi, F.; Battistini, L.; Gaetani, E.; Curti, C.; Casiraghi,
G. Variable Strategy towards Carbasugars and Relatives. 5. Focus on Preparation of Chiral
Nonracemic Medium-Sized Carbocycles. J.
Org. Chem., 2003, 68, 5881-5885 (web release date June 27th,
2003).
25. Rassu, G.; Auzzas, L.; Pinna, L.;
Battistini, L.; Curti, C. Advances in Chemical Synthesis of Carbasugars and
Analogues. In Studies in Natural Products
Chemistry; Atta-ur-Rahman, Ed.; Elsevier Science B. V.: Amsterdam; 2003, Vol.
29: Bioactive Natural Products (Part J),
pp 449-520 (ISBN : 0-444-51510-0).
26.
Battistini,
L.; Casiraghi, G.; Curti, C.; Rassu, G.; Zambrano, V.; Zanardi, F. Silylative N-hydroxyalkylation of amide compounds:
application to the synthesis of acyclic alditol-based nucleoside analogues. Tetrahedron 2004, 60, 2957-2964.
27.
Rassu,
G.; Auzzas, L.; Zambrano, V.; Burreddu, P.; Pinna, L.; Battistini, L.; Zanardi,
F.; Casiraghi, G. Variable Strategy towards Carbasugars and Relatives. 6.
Diastereoselective Synthesis of 2-Deoxy-2-amino-5a-carba-b-L-mannopyranuronic Acid and
2-Deoxy-2-amino-5a-carba-b-L-mannopyranose. J. Org. Chem.,
2004, 69, 1625-1628 (web release date February 2nd, 2004).
28.
Rassu,
G.; Auzzas, L.; Battistini, L.; Casiraghi, G. Advances in The Chemical
Synthesis of Medium-Sized Cyclitols. Mini-Reviews in Organic Chemistry 2004, 1, 343-357.
29.
Battistini,
L.; Curti, C.; Zanardi, F.; Rassu, G.;
Auzzas, L.; Casiraghi, G. Enantioselective Total Synthesis of (1R,3S,4R,5R)-1-Amino-4,5-dihydroxycyclopentane-1,3-dicarboxylic
Acid. A Full-Aldol Access to Carbaketose Derivatives. J. Org. Chem.
2004, 69, 2611-2613 (web release date March 4th, 2004).
30. Casiraghi, G.; Rassu, G.; Auzzas, L.; Burreddu, P.; Gaetani, E.; Battistini, L.; Zanardi, F.; Curti, C.; Nicastro, G.; Belvisi, L.; Motto, I.; Castorina, M.; Giannini, G.; Pisano, C. Grafting Aminocyclopentane Carboxylic Acids onto the RGD Tripeptide Sequence Generates Low Nanomolar aVb3/aVb5 Integrin Dual Binders. J. Med. Chem. 2005, 48, 7675-7687.
31.
Curti, C.; Zanardi, F.; Battistini, L.; Sartori, A.; Rassu, G.; Auzzas, L.;
Roggio, A.; Pinna, L.; Casiraghi, G. New Enantioselective Entry to Cycloheptane Amino Acid Polyols. J. Org. Chem. 2006,
71, 225-230.
32. Curti, C.; Zanardi, F.; Battistini, L.; Sartori, A.; Rassu, G.; Pinna, L.; Casiraghi, G. Streamlined, Asymmetric Synthesis of 8,4'-Oxyneolignans. J. Org. Chem. 2006, 71, 8552-8558.
33. Zanardi, F.; Sartori, A.; Curti, C.; Battistini, L.; Rassu, G.; Nicastro, G.; Casiraghi, G. Diastereoselective Synthesis of 4,5'-Bis-Proline Compounds via Reductive Dimerization of N-Acyloxyiminium Ions. J. Org. Chem. 2007, 72, 1814-1817.
34. Zanardi, F.; Burreddu, P.; Rassu, G.; Auzzas, L.; Battistini, L.; Curti, C.; Sartori, A.; Nicastro, G.; Menchi, G.; Cini, N.; Bottoncetti, A.; Raspanti, S.; Casiraghi, G. Discovery of Subnanomolar Arginine-Glycine-Aspartate-Based aVb3/aVb5 Integrin Binders Embedding 4-Aminoproline Residues. J. Med. Chem. 2008, 51 (6), 1771-1782 (corigendum J. Med. Chem. 2008, 51, 2870).
35. Zanardi, F.; Curti, C.; Sartori, A.; Rassu, G.; Roggio, A.; Battistini, L.; Burreddu, P.; Pinna, L.; Pelosi, G.; Casiraghi, G. Further Uses of Pyrrole-Based Dienoxysilane Synthons: A Full Aldol Approach to Azabicyclo[x.2.1]alkane Systems. Eur. J. Org. Chem. 2008, 2273-2287.
36. Curti, C.; Sartori, A.; Battistini, L.; Rassu, G.; Burreddu, P.; Zanardi, F.; Casiraghi, G. Vicarious Silylative Mukaiyama Aldol Reaction: A Vinylogous Extension. J. Org. Chem. 2008, 73, 5446-5451 (DOI: 10.1021/jo800741c).
37.
Sartori, A.; Curti, C.; Battistini,
L.; Burreddu, P.; Rassu, G.; Pelosi, G.; Casiraghi, G.; Zanardi, F. Direct-type
vinylogous Mukaiyama-Michael additino reactions involving pyrrolinone donors. Tetrahedron 2008, 64, 11697-11705.
38. Casiraghi, G.; Zanardi, F.; Battistini, L.; Rassu, G. Advances in Exploring Heterocyclic Dienoxy Silane Nucleophiles in Asymmetric Synthesis Synlett 2009, 1525-1542.
39. Curti, C.; Sartori, A.; Battistini, L.; Rassu, G.; Zanardi, F.; Casiraghi, G. Asymmetric, catalytic, vinylogous aldol reactions using pyrrole-based dienoxy silanes. Enantioselective synthesis of a,b-unsaturated g-butyrolactam synthons. Tetrahedron Lett. 2009, 50, 3428-3431.
40. Battistini, L.; Burreddu, P.; Carta, P.; Rassu, G.; Auzzas, L.; Curti, C.; Zanardi, F.; Manzoni, L.; Araldi, E. M. V.; Scolastico, C.; Casiraghi, G. 4-Aminoproline-Based Arginine-Glycine-Aspartate Integrin Binders with Exposed Ligation Points: Practical in-Solution Synthesis, Conjugation and Binding Affinity Evaluation. Org. Biomol. Chem., 2009, 7, 4924-4935 (doi: 10.1039/b914836a).
Patents
1.
Casiraghi, G.; Rassu, G.; Auzzas, L.; Battistini, L.; Zanardi, F.; Curti,
C.; Nicastro, G.; Belvisi, L.; Castorina, M.; Giannini, G.; Pisano, C.
Ciclopeptidi Ibridi Contenenti Amminoacidi Cicloalcanici, e Loro Preparazione
ed Uso. Ital. Pat. Appl.
RE2005A00088, 21.07.05.
2.
Casiraghi, G.; Scolastico, C.; Zanardi, F.; Battistini, L.; Curti, C.;
Rassu, G.; Auzzas, L.; Burreddu, P.; Manzoni, L. P. Integrin Targeted
Cyclopeptide Ligands, Their Preparation and Use. EP N° 07003540.7, 21.02.2007;
PCT
Appl., N° PCT/IB2008/000366, 19.02.2008; USA Application Serial N° 12/527,603.