Six new phenolic compounds, named smiglabrone A
(1), smiglabrone B
(2), smilachromanone
(3), smi
glastilbene (4), smiglactone (
5), smiglabrol (
6), together with fifty-seven known ones
7–
63 were isolated
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Six new phenolic compounds, named smiglabrone A
(1), smiglabrone B
(2), smilachromanone
(3), smi
glastilbene (4), smiglactone (
5), smiglabrol (
6), together with fifty-seven known ones
7–
63 were isolated from the rhizomes of
Smilax glabra. Their structures were elucidated on the basis of extensive spectroscopic analyses, as well as by comparison with literature data. Twenty-seven of these compounds
were obtained from and identified in the genus
Smilax for the first time. The absolute configuration of
(2S)-1,2-
O-di-
trans-
p-coumaroylglycerol (
43) was determined for the first time
using the exciton-coupled circular dichroism (ECCD) method. Thirty isolated compounds were evaluated for their antimicrobial activity against three Gram-negative bacteria, three Gram-positive bacteria and one
fungus, and the corresponding structure-activity relationships were also discussed. Eighteen compounds were found to be antimicrobial against the microorganisms tested and the minimum inhibitory concentrations (MIC) were in the range of 0.0794–3.09 mM. Among them, compound
1 showed antimicrobial activity against
Canidia albicans with MIC value of 0.146 mM, which was stronger than cinchonain Ia with an MIC of 0.332 mM. Compounds
3 and
4 exhibited inhibitory activity against Staphylococcus aureus with MIC values of 0.303 and 0.205 mM, respectively. The results indicated that these antimicrobial constituents of this crude drug might be responsible for its clinical antimicrobial effect.
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