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24
th
Biotechnology Congress: Research & Innovations
CRISPR Cas9 Technology and Genetic Engineering
Annual Congress on
October 24-25, 2018 | Boston, USA
Journal of Biotechnology & Biomaterials | ISSN: 2155-952X | Volume: 8
Phenolic derivative of polyglyceric acid from medicinal plants its synthetis monomer and their anticancer
efficacy
V Barbakadze
I.Kutateladze Institute of Pharmacochemistry, Georgia
A
ccording to data of different techniques of NMR spectroscopy 13C, 1H NMR, 2D heteronuclear 1H/13C HSQC, 1D NOE
and 2D DOSY experiments the main chemical constituent of high molecular preparations from medicinal plants of different
species of two genera
Symphytum and Anchusa (Boraginaceae family) Symphytum asperum, S. Caucasicum (caucasicum endemic),
S.grandiflorum (Georgian endemic), S. officinale
and
Anchusa italica
was found to be poly[oxy-1-carboxy-2-(3,4-dihydroxyphenyl)
ethylene] or poly[3-(3,4-dihydroxyphenyl)glyceric acid] (PDPGA). The polyoxyethylene chain is the backbone of this polymer
molecule and 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. In order to compare biological properties of natural
polymer with its synthetic analogs, racemic and pure enantiomeric forms of PDPGA, as well as a methylated analog of PDPGA, were
synthesized. The racemic monomer rac 2,3-dihydroxy-3-(3,4-dihydroxy-phenyl)propionic acid (DDPPA) and its pure enantiomers
(+)-(2R,3S)- DDPPA] and (-)-(2S,3R)-DDPPA] were synthesized via sharpless asymmetric dihydroxylation of trans-caffeic acid
derivatives using an potassium osmiate catalyst, a stoichiometric oxidant N-methyl morpholine-N-oxide and enantiocomplementary
catalysts cinchona alkaloid derivatives (DHQ)2-PHAL and (DHQD)2-PHA as chiral auxiliaries. Methylated PDPGA was obtained
via ring-opening polymerization of 2-methoxycarbonyl-3-(3,4-dimethoxyphenyl)oxirane using a cationic initiator. PDPGA is
endowed with intriguing pharmacological activities as anticomplementary, antioxidant, anti-inflammatory, burn and wound healing
and anticancer properties. PDPGA and its synthetic monomer exerted anticancer activity
in vitro
and in vivo against androgen-
dependent and -independent human prostate cancer (PCA) cells via targeting androgen receptor, arrest and apoptosis without any
toxicity, together with a strong decrease in prostate specific antigen level in plasma. However, the anticancer efficacy of PDPGA
against human PCA cells is more compared to its synthetic monomer. Methylated PDPGA did not show any activity against PCA.
Overall, this study identifies PDPGA as a potent agent against PCA without any toxicity and supports its clinical application.
vbarbakadze@gmail.comJ Biotechnol Biomater 2018, Volume 8
DOI: 10.4172/2155-952X-C4-098