A novel and efficient synthesis of 3,4-dihydroxyphenylacetic ester and amide derivatives/conjugates and assessment of their antioxidant activity.

Abstract:

:Phenolic acids, a sub-class of polyphenols, are widely studied. By contrary, 3,4-dihydroxyphenylacetic acid is scarcely studied. For this purpose, a series of 3,4-dihydroxyphenylacetic acid ester and amide derivatives/conjugates were synthesised for the first time. A systematic study has been performed to quantitatively identify the functional groups present in these compounds using different techniques such as 1H NMR, 13C NMR and ESI MS. The synthesised compounds were evaluated for their in vitro antioxidant activity by a DPPH radical-scavenging assay. Their physico-chemical profile is also studied using Molinspiration tool. Among all tested compounds, amidoester 36 showed the best scavenging activity possessing an EC50 17 μΜ and improved physico-chemical properties compared to the parent compound.

journal_name

Nat Prod Res

journal_title

Natural product research

authors

Pagoni A,Vassiliou S

doi

10.1080/14786419.2017.1342090

subject

Has Abstract

pub_date

2018-06-01 00:00:00

pages

1267-1273

issue

11

eissn

1478-6419

issn

1478-6427

journal_volume

32

pub_type

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