Biomacromolecule from medicinal plants, its synthetic basic monomeric moiety and their anti-cancer activity
9th Biotechnology Congress
August 31-September 02, 2015 Orlando,Florida, USA

V Barbakadze

Tbilisi State Medical University, Georgia

Keynote: J Biotechnol Biomater

Abstract:

The structure elucidation of the main structural element of high molecular fractions from medicinal plants of Symphytum asperum, S. caucasicum, S. officinale and Anchusa italica (Boraginaceae) was carried out. According to 13C, 1H NMR and 2D heteronuclear 1H/13C HSQC spectral data of these preparations was found that the main component of these preparations is regularly substituted polyoxyethylene namely poly[3-(3,4-dihydroxyphenyl)glyceric acid] (PDPGA) or poly[oxy-1-carboxy-2- (3,4-dihydroxyphenyl)ethylene]. PDPGA represents a new class of natural polyethers with a residue of 3-(3,4-dihydroxyphenyl) glyceric acid as the repeating unit. Most of the carboxylic groups of PDPGA from A. italica unlike the polymer of Symphytum species according to 2D DOSY experiment are methylated. Such caffeic acid-derived biopolymer to our knowledge has not been known and has been identified for the first time. Besides, the racemic and enantio-selective synthesis of basic monomeric moiety of PDPGA was carried out. 2,3-Dihydroxy-3-(3,4-dihydroxyphenyl)propionic acid (DDPPA) and the 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 sharp less asymmetric dihydroxylation (AD) of trans-caffeic acid derivatives using the enantio complementary catalysts, cinchona alkaloid derivatives (DHQD)2-PHAL and (DHQ)2-PHAL. PDPGA and its synthetic monomer exerted anti-cancer efficacy in vitro and in vivo against androgen-dependent and -independent human prostate cancer (PCA) cells via targeting androgen receptor, cell cycle arrest and apoptosis without any toxicity together with a strong decrease in PSA level in plasma. Overall, this study identifies PDPGA as a potent agent against PCA without any toxicity and supports its clinical application.

Biography :

V Barbakadze in 1978 and 1999 completed his PhD and Doctor of Science from Zelinsky Instiute of Organic Chemistry, Russia and Durmishidze Institute of Biochemistry and Biotechnology, Georgia respectively. From 2006 to date he is the Head of Laboratory of Plant Biopolymers at the Tbilisi State Medical University Institute of Pharmacochemistry. He has been a Visiting Scientist at Utrecht University (Faculty of Pharmacy), The Netherlands by University Scholarship and The Netherlands Organization for Scientific Research (NWO) Scholarship Scientific Program. He has published more than 66 papers in reputed journals.

Email: v_barbakadze@hotmail.com