3 / 41
Page 29
Journal of Organic & Inorganic Chemistry
ISSN 2472-1123
2
n d
E d i t i o n o f E u r o S c i C o n C o n f e r e n c e o n
Chemistry
F e b r u a r y 1 9 - 2 0 , 2 0 1 9
P r a g u e , C z e c h R e p u b l i c
Chemistry 2019
P
eptidoglycan fragments of well-defined structures, the best known of which
are muramyl peptides, have been extensively studied as possible adjuvants
for human and animal vaccines. Muramyl dipeptide (MDP,
N
-acetylmuramyl-L-
alanyl-D-isoglutamine) is known as the smallest synthetic adjuvant molecule
capable of replacing whole
Mycobacteria
in Freund’s adjuvant. Mannose
receptors (MR), present on immunocompetent cells (such as macrophages
and dendritic cells) are considered to be pattern-recognition receptors biding
compounds with mannose, N-acetylglucosamine or fucose as their essential
parts. Therefore, they are responsible for the binding, among others, of
mannosylated antigens or relevant biologically active molecules containing
mannose, thus affecting the immune reactions. Up to now, our research in the
field of potential adjuvants was directed towards desmuramyl peptides which
contain adamantylglycine and mannosylated adamantylglycine moieties
bound to the essential part of MDP, L-Ala-D-
iso
Gln. Here, we present synthesis
and biological evaluation of novel mannosylated desmuramyl peptides
containing glycolyl linker. Investigation of their immunostimulating activity was
conducted
in vivo
in mouse model using ovalbumin as an antigen. Synthesized
glycopeptides showed improved immunological activity than previously
described mannosylated desmuramyl peptides with (R)-hydroxyisobutyl linker.
Synthesis and immunostimulating activity of novel
mannosylated desmuramyl peptides
Srđanka Tomić
1
, Rosana Ribić
1,2
, Ranko Stojković
3
, Lidija
Milković
3
, Mariastefania Antica
3
and Marko Cigler
4
1
University of Zagreb, Croatia
2
University Center Varaždin-University North, Croatia
3
Ruđer Bošković Institute, Croatia
4
Technical University Munich, Germany
Srđanka Tomić et al., J Org Inorg Chem 2019, Volume: 5
DOI: 10.21767/2472-1123-C1-021
Biography
Srđanka Tomić has graduated Chemistry in 1974 at the Faculty
of Science, University of Zagreb; PhD in Chemistry was obtained
in 1978 at the Department of Chemistry and Biochemistry,
Southern Illinois University, USA. She has professional
experience as: an Assistant, Faculty of Science, University
of Zagreb, (1974/75); Research Assistant, Southern Illinois
University (1975-1978); Research Assistant, “Ruđer Bošković”
Institute (1978-1984), Zagreb; an Associate Researcher,
Institute of Immunology, Zagreb (1984-1993); an Associate
Professor (1984-1993) and Full Professor (2003-), Department
of Chemistry, Faculty of Science, University of Zagreb. From
1995-2005, she was the Head of the Division of Organic
Chemistry and from 2007-2011, the Head of the Department of
Chemistry at the Faculty of Science, University of Zagreb. From
2012-2014, she was a Vice Dean for research and graduate
studies at the Faculty of Science, University of Zagreb. Major
research interests are in the field of Organic Synthesis of
Bioactive Compounds. She published over 70 scientific papers.
stomic@chem.pmf.hr