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Polymer Sciences | ISSN: 2471-9935
October 02-03, 2017 Chicago, USA
3
rd
International Conference on
Polymer Science and Engineering
Bioactive polymer of plant origin – Prospective therapeutic agent
Vakhtang Barbakadze
Tbilisi State Medical University, Georgia
T
he caffeic cid-derived polyether, namely poly[oxy-1-carboxy-2-(3,4-dihydroxyphenyl) ethylene] or poly[3-(3,4-dihydroxyphenyl)
glyceric acid] (PDPGA) was isolated and identified in the water-soluble, high-molecular weight fractions obtained from extracts
of different species of Boraginaceae family. According to data of 13C, 1H NMR, APT, 2D 1H/13C HSQC, 1D NOE and 2D DOSY
experiments the polyoxyethylene chain is the backbone of the polymer molecule. 3,4-Dihydroxyphenyl and carboxyl groups are
regular substituents at two carbon atoms in the chain. The repeating unit of this regular polymer is 3-(3, 4-dihydroxyphenyl) glyceric
acid residue. Most of the carboxylic groups of PDPGA from
Anchusa italica
and
Symphytum grandiflorum
unlike the polymer of
S. asperum, S. caucasicum
and
S. officinale
are methylated. The 2D DOSY experiment gave the similar diffusion coefficient for the
methylated and non-methylated signals of PDPGA. Both sets of signals fell in the same horizontal.This would imply a similarmolecular
weight for methylated and non-methylated polymers.Then basicmonomericmoiety of this polymer, 3-(3, 4-dihydroxyphenyl) glyceric
acid (DPGA) was synthesized via Sharpless asymmetric dihydroxylation of
trans
-caffeic acid derivatives using an osmium catalyst.
Besides, it is well known that epoxides are valuable synthons in organic synthesis and have been introduced into pharmaceutical
applications. Subsequently, the building block for the production of derivatives of PDPGA, methyl 3-(3,4-dimethoxyphenyl)glycidate
was synthesized based on the Darzen reaction or by oxidation of
trans
-caffeic acid with oxone in order to produce in future derivatives
of synthetic analogue of natural polymer through ring-opening polymerization of 2,3-disubstituted oxirane. PDPGA is endowed
with intriguing pharmacological properties as anti-complementary, antioxidant, anti-inflammatory, burn and wound healing and
anticancer properties.
S. caucasicum
PDPGA and DPGA exerted anti-cancer efficacy
in vitro
and
in vivo
. However, our results showed
that anticancer efficacy of PDPGA is more effective compared to its synthetic monomer. Overall, this study identifies
S. caucasicum
PDPGA as a potent agent against PCA without any toxicity, and supports its clinical application.
v_barbakadze@hotmail.comPolym Sci, 3:3
DOI: 10.4172/2471-9935-C1-003