Two new derivatives of 2, 5-dihydroxyphenylacetic acid from the kernel of Entada phaseoloides

Lin Chen; Yong Zhang; Gang Ding; Mingyu Ba; Ying Guo; Zhongmei Zou

doi:10.3390/molecules18021477

Two new derivatives of 2, 5-dihydroxyphenylacetic acid from the kernel of Entada phaseoloides

Molecules. 2013 Jan 25;18(2):1477-82. doi: 10.3390/molecules18021477.

Authors

Lin Chen¹, Yong Zhang, Gang Ding, Mingyu Ba, Ying Guo, Zhongmei Zou

Affiliation

¹ Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100193, China.

Abstract

Two new aromatic compounds, butyl 2,5-dihydroxyphenylacetate (1) and butyl 2-O-β-D-glucopyranosyloxy-5-dihydroxyphenylacetate (2), together with three known ones, methyl 2,5-dihydroxyphenylacetate (3), ethyl 2,5-dihydroxyphenylacetate (4) and 2-O-β-D-glucopyranosyloxy-5-hydroxyphenylacetic acid (5), were isolated from the EtOH extract of the kernel of Entada phaseoloides. The structures of the new compounds were elucidated by MS and NMR experiments. Compounds 1, 3 and 4 displayed potent inhibitory activities against HIV-1 replication, with EC(50) values of 9.80 μM, 11.70 μM and 9.93 μM, respectively.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

3,4-Dihydroxyphenylacetic Acid / analogs & derivatives*
3,4-Dihydroxyphenylacetic Acid / chemistry*
3,4-Dihydroxyphenylacetic Acid / isolation & purification*
Fabaceae / chemistry*
HEK293 Cells
Humans
Magnetic Resonance Spectroscopy
Phenylacetates / chemistry*
Phenylacetates / isolation & purification*
Seeds / chemistry*

Substances

Phenylacetates
3,4-Dihydroxyphenylacetic Acid