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conferenceseries
.com
Volume 8
Medicinal Chemistry
ISSN: 2161-0444
Medicinal Chemistry 2018
June 14-15, 2018
June 14-15, 2018 | Barcelona, Spain
10
th
World Congress on
Medicinal Chemistry and Drug Design
Plant macromolecule from different species of Boraginaceae family and its anticancer efficacy
Vakhtang Barbakadze
Tbilisi State Medical University, Georgia
T
he 13C NMR experiments of water-soluble high-molecular preparations from different species of
Boraginaceae
family
Symphytum asperum, S. caucasicum, S. officinale, S. grandiflorum
and
Anchusa italica
were carried out and simulated
13C NMR spectrum was calculated for 2-hydroxy-3-(3',4'-dihydroxyphenyl)-propionic acid residue (I) of the corresponding
polyether using ACD/CNMR Version 1.1 program. Signal positions in the 13C NMR spectrum of this hypothetical structure
(I) coincided satisfactory with the experimental values. According to 13C, 1H NMR, APT, 2D heteronuclear
1
H/
13
C HSQC
and 2D DOSY experiments the main structural element of these preparations was found to be a regularly substituted by
3,4-dihydroxyphenyl and carboxyl groups polyoxyethylene backbone, namely poly[3-(3,4-dihydroxyphenyl)glyceric acid]
(PDPGA). The repeating unit of this polymer is 3-(3,4-dihydroxyphenyl)glyceric acid residue. Most of the carboxylic groups
of PDPGA from
A. italica and S. grandiflorum
are methylated. PDPGA is endowed with intriguing pharmacological properties
as anticomplementary, antioxidant, anti-inflammatory, burn and wound healing effect. The synthesis of racemic monomer
of PDPGA 2,3-dihydroxy-3-(3,4-dihydroxyphenyl)propionic acid (DDPPA) was carried out via Sharpless asymmetric
dihydroxylation of trans-caffeic acid derivatives using a potassium osmate catalyst. The PDPGA and DDPPA 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 PDPGA as a potent agent against PCA without any toxicity, and supports its clinical application.
v_barbakadze@hotmail.comMed chem (Los Angeles) 2018, Volume 8
DOI: 10.4172/2161-0444-C1-040