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Volume10, Issue 12 (Suppl)
J Proteomics Bioinform, an open access journal
ISSN: 0974-276X
Page 117
conferenceseries
.com
World Biomarkers & Pharma Biotech 2017
December 07-09, 2017
December 07-09, 2017 | Madrid, Spain
&
20
th
International Conference on
PHARMACEUTICAL BIOTECHNOLOGY
9
th
WORLD BIOMARKERS CONGRESS
JOINT EVENT ON
J Proteomics Bioinform 2017, 10:12(Suppl)
DOI: 10.4172/0974-276X-C1-110
Plant macromolecule from different species of
Boraginaceae
family and its anticancer efficacy
Vakhtang Barbakadze
Tbilisi State Medical University I Kutateladze Institute of Pharmacochemistry, Georgia
A
new series of linear and regular 3-arylglyceric acid-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 comfrey
Symphytum asperum, S.caucasicum, S.officinale,
S.grandiflorum
and bugloss
Anchusa italica
. According to data of
13
C, 1H NMR, APT, 2D
1
H/
13
C 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. This compound is a first representative of a new class of natural polyethers. Then the racemic monomer
2,3-dihydroxy-3-(3,4-dihydroxyphenyl)propionic acid (DDPPA) and its virtually pure enantiomers (+)-(2R,3S)-2,3-dihydroxy-
3-(3,4-dihydroxyphenyl)propionic acid and (-)-(2S,3R)-2,3-dihydroxy-3-(3,4-dihydroxyphenyl)propionic acid were synthesized
for the first time via Sharpless asymmetric dihydroxylation of trans-caffeic acid derivatives using an osmium catalyst, a
stoichiometric oxidant N-methylmorpholine-N-oxide and enantiocomplementary catalysts cinchona alkaloid derivatives (DHQ)2-
PHAL and (DHQD)2-PHA as chiral auxiliaries. It is well known that epoxides are valuable synthons in organic synthesis and have
been introduced into pharmaceutical applications, such as in the synthesis of antitumor drugs. 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 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 anticomplementary,
antioxidant, anti-inflammatory, burn and wound healing and anticancer properties. PDPGA and DPGA exerted anticancer activity
in vitro
and
in vivo
against human prostate cancer (PCA) cells. However, anticancer efficacy of PDPGA is more effective compared
to its synthetic monomer. Overall, this study identifies PDPGA as a potent agent against PCA without any toxicity, and supports its
clinical application.
v_barbakadze@hotmail.com