Molecules 2013, 18(5), 5265-5287; doi:10.3390/molecules18055265
Article

Chemical Constituents from the Rhizomes of Smilax glabra and Their Antimicrobial Activity

1email, 1,* email, 1email, 1email, 1email, 2email and 1,* email
Received: 10 April 2013; in revised form: 24 April 2013 / Accepted: 2 May 2013 / Published: 8 May 2013
(This article belongs to the Section Metabolites)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: Six new phenolic compounds, named smiglabrone A (1), smiglabrone B (2), smilachromanone (3), smiglastilbene (4), smiglactone (5), smiglabrol (6), together with fifty-seven known ones 763 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.
Keywords: Smilax glabra; phenylpropanoid-substituted epicatechin; homoisoflavanone; stilbenes; antimicrobial activity
PDF Full-text Download PDF Full-Text [390 KB, uploaded 18 June 2014 20:05 CEST]

Export to BibTeX |
EndNote


MDPI and ACS Style

Xu, S.; Shang, M.-Y.; Liu, G.-X.; Xu, F.; Wang, X.; Shou, C.-C.; Cai, S.-Q. Chemical Constituents from the Rhizomes of Smilax glabra and Their Antimicrobial Activity. Molecules 2013, 18, 5265-5287.

AMA Style

Xu S, Shang M-Y, Liu G-X, Xu F, Wang X, Shou C-C, Cai S-Q. Chemical Constituents from the Rhizomes of Smilax glabra and Their Antimicrobial Activity. Molecules. 2013; 18(5):5265-5287.

Chicago/Turabian Style

Xu, Shuo; Shang, Ming-Ying; Liu, Guang-Xue; Xu, Feng; Wang, Xuan; Shou, Cheng-Chao; Cai, Shao-Qing. 2013. "Chemical Constituents from the Rhizomes of Smilax glabra and Their Antimicrobial Activity." Molecules 18, no. 5: 5265-5287.


Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert