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Page 91
Volume 7, Issue 6 (Suppl)
J Biotechnol Biomater, an open access journal
ISSN: 2155-952X
World Biotechnology 2017
December 04-05, 2017
2
nd
World Biotechnology Congress
December 04-05, 2017 | Sao Paulo, Brazil
Dihydroxyphenyl glyceric acid biopolyether of plant origin-prospective therapeutic agent
Vakhtang Barbakadze
Kutateladze Institute of Pharmacochemistry, Georgia
T
he structure elucidation of main structural element of high-molecular water-soluble fractions from different species of comfrey
Symphytum asperum, S.caucasicum, S.officinale, S.grandiflorum and bugloss Anchusa italica (Boraginaceae) was carried out.
According to
13
C,
1
H NMR, APT, 1D NOE, 2D heteronuclear
1
H/
13
C HSQC and 2D DOSY experiments the main structural element
of these preparations was found to be poly[oxy-1-carboxy-2-(3,4-dihydroxyphenyl)ethylene] or poly[3-(3,4-dihydroxyphenyl)
glyceric acid] (PDPGA). Thus, 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 similar molecular weight for methylated and non-methylated polymers. PDPGA is endowed with intriguing
pharmacological properties as immunomodulatary (anticomplementary), antioxidant, anti-inflammatory, burn and wound healing
properties. Then the basic monomeric moiety of this polymer, 3-(3,4-dihydroxyphenyl)glyceric acid (DPGA) was synthesized via
Sharpless asymmetric dihydroxylation of
trans-
caffeic
acid derivatives using a potassium osmate catalyst and a stoichiometric
oxidant
N
-methylmorpholine-
N
-oxide.
S.caucasicum
PDPGA and synthetic DPGA exerted anti-cancer efficacy
in vitro
and
in vivo
against human prostate cancer (PCA) cells via targeting androgen receptor, cell cycle arrest and apoptosis without any toxicity,
together with a strong decrease in prostate specific antigen level in plasma. 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
agains.
v_barbakadze@hotmail.comJ Biotechnol Biomater 2017, 7:6 (Suppl)
DOI: 10.4172/2155-952X-C1-086