Back to Search Start Over

Enzymatic Synthesis and Antimicrobial Activity of Oligomer Analogues of Medicinal Biopolymers from Comfrey and Other Species of the Boraginaceae Family

Authors :
Maia Merlani
Dieter M. Scheibel
Vakhtang Barbakadze
Lali Gogilashvili
Lela Amiranashvili
Athina Geronikaki
Valentina Catania
Domenico Schillaci
Giuseppe Gallo
Ivan Gitsov
Merlani M.
Scheibel D.M.
Barbakadze V.
Gogilashvili L.
Amiranashvili L.
Geronikaki A.
Catania V.
Schillaci D.
Gallo G.
Gitsov I.
Source :
Pharmaceutics, Pharmaceutics, Vol 14, Iss 115, p 115 (2022), Pharmaceutics; Volume 14; Issue 1; Pages: 115
Publication Year :
2022
Publisher :
MDPI, 2022.

Abstract

This study reports the first enzymatic synthesis leading to several oligomer analogues of poly[3-(3,4-dihydroxyphenyl)glyceric acid]. This biopolymer, extracted from plants of the Boraginaceae family has shown a wide spectrum of pharmacological properties, including antimicrobial activity. Enzymatic ring opening polymerization of 2-methoxycarbonyl-3-(3,4-dibenzyloxyphenyl)oxirane (MDBPO) using lipase from Candida rugosa leads to formation of poly[2-methoxycarbonyl-3-(3,4-dibenzyloxyphenyl)oxirane] (PMDBPO), with a degree of polymerization up to 5. Catalytic debenzylation of PMDBPO using H2 on Pd/C yields poly[2-methoxycarbonyl-3-(3,4-dihydroxyphenyl)oxirane] (PMDHPO) without loss in molecular mass. Antibacterial assessment of natural polyethers from different species of Boraginaceae family Symhytum asperum, S. caucasicum,S. grandiflorum, Anchusa italica, Cynoglossum officinale, and synthetic polymers, poly[2-methoxycarbonyl-3-(3,4-dimethoxyphenyl)oxirane (PMDMPO) and PMDHPO, reveals that only the synthetic analogue produced in this study (PMDHPO) exhibits a promising antimicrobial activity against pathogenic strains S.aureus ATCC 25923 and E.coli ATCC 25922 the minimum inhibitory concentration (MIC) being 100 µg/mL.

Details

Language :
English
Database :
OpenAIRE
Journal :
Pharmaceutics, Pharmaceutics, Vol 14, Iss 115, p 115 (2022), Pharmaceutics; Volume 14; Issue 1; Pages: 115
Accession number :
edsair.doi.dedup.....df459ac25ae6648769e1bf5dd1723cc9