Antimicrobial Applications of Itaconic Acid Derived Polymers

Louis N. Mercado, Mitra S. Ganewa5a and Dr. Chuanbing Tang

Department of Chemistry and Biochemistry, University of South Carolina, Columbia, South Carolina 29208

Introduc,on Synthesis Results and Conclusions

Bacterial infec,ous diseases, due to an,bio,c resistance, Step 1 12
Mn=3200 g/mol HO O

pose grave concerns to public health

O

IA-derived an,microbial
10 O
=1.26
O
Humanity must con,nuously adapt by nding novel, O O O
O
+ O
AIBN O O 8
NH O
polymers with controlled

R e s pons e (m V )
O O
O
an,microbial drugs to combat this threat O
1,4-dioxane
80oC
6
N
MWD and narrow
O
Itaconic Acid (IA) is a naturally occurring organic O
O
O
4 I 3
dispersity were
compound that is industrially produced by the 2
synthesized
fermenta,on of carbohydrates. Step 2
0

IA is widely used in industry and was iden,ed as a top 12 NH 2

22 24 26
E lution T im e (m in)
28 30

value added chemical from biomass by the Department O

of Energy
O O HO O
N O
O O O

O O O
O
O Itaconic Anhydride O NH O O 1

O
O
O
N
O O
Itaconic Acid (IA)
HO
OH Step 3 HO
OH
O O
2
O Dibutyl Itaconate
O HO HO O
O O
O O O AnAmicrobial Assay
O
12
O
I
O O Block copolymer of IA and

Diameter of Inhibition Zone (cm)

O O

its deriva,ve showed

NH O OH NH O
10

1-S.a.
accentuated an,microbial
Objec,ves
2-S.a.
N N 8

ac,vity against E. coli and

3-S.a.
I 1-E. coli
2-E. coli
a
b
6 3-E. coli
S. aureus
Synthesize an,microbial polymers of IA and its deriva,ves O
c
e a
O
with ca,onic and hydrophobic character using
O 4
0 10 20 30
d O O
Polymer Concentration (g/mL)

polymeriza,on techniques and post polymeriza,on O

O
f
b+c+b+c
Hemolysis Assay
modica,ons e
c e+e f
100
O
O
b d
Analyze the potency of these polymers in gh,ng gram-
90
a
80 O
O

posi,ve and gram-nega,ve bacteria 70

60

Evaluate the biocompa,bility of the polymers towards

% Hemolysis
N
50 LLM-1-35

40

mammalian cells Random copolymer

LLM-1-37
L L M-1 -1 30
O L L M-1 -3 20

O
O
O
O 100 10
showed lower hemoly,c
0

HO O
O
O 90
-10

-20
25 50 100 200 300 400 500
ac,vity than
O O

Polymer Concentration (g/mL)
homopolymer
Acknowledgements
80
O O
NH O carboxylic acid

70
HO O
N O O ester
This work was supported by the University of South Carolinas Magellan
Hydrophobic Scholar program
Br 60
O O anhydride
Cationic NH O

50
amide Very special thanks to Dr. Chuanbing Tang, Mitra GanewaTa, all members
4000 3500 3000 2500 2000 1500 1000
of Dr. Tang Research Group, Decho Lab, and NagarkaW Lab
Ganewatta, M.S.; Tang, C., Polymer, 2015, 63, A1-A29. N
W a v e num be r (c m )
-1