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Bioactive compounds from Smilax excelsa L.

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Abstract

Phytochemical investigation of EtOAc extract of Smilax excelsa has led to isolation and structure elucidation of five compounds. The structures of these compounds are established by different spectroscopic techniques including 1D and 2D-NMR, HRMS and ECD spectroscopy. The compounds were: solanesol (1), violasterol A (2), trans-resveratrol (3), 5-O-caffeoylshikimic acid (4) and 6-O-caffeoyl-β-d-fructofuranosyl-(2-1)-α-d-glucopyranoside (5). The configuration of compound 2 was established by electronic circular dichroism (ECD) spectroscopy. Meanwhile the cytotoxicity and antibacterial activity of the compounds were evaluated by MTT and MIC assays. Compounds 1 and 2 showed promising inhibition on MCF-7 cell line with IC50 of 161.6 and 190.0 µM, respectively. Also compounds 2 and 3 illustrated activity against Staphylococcus aureus with MIC values of 142.5 and 136.9 µM, respectively.

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Acknowledgments

We are grateful to Shahid Beheshti University Research Council for financial support of this work. We also thank Dr. Maria de Mieri for her help in recording of NMR and ECD spectra and Dr. Atousa Aliahmadi for microbiological assay. The cooperation of Mr. Hossein Dehghan for collection of the plant is gratefully acknowledged.

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Authors and Affiliations

  1. Department of Phytochemistry, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C., Evin, Tehran, Iran

    Pooneh Khaligh, Peyman Salehi, Mahdi Moridi Farimani & Samad Nejad Ebrahimi

  2. Department of Chemistry, Faculty of Science, Shahrood Branch, Islamic Azad University, Shahrood, Iran

    Safa Ali-Asgari

  3. Department of Biology, Medicinal Plants and Drugs Research Institute, Shahid Beheshti University, G. C., Evin, Tehran, Iran

    Mohammad Ali Esmaeili

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  1. Pooneh Khaligh
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  2. Peyman Salehi
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  3. Mahdi Moridi Farimani
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  4. Safa Ali-Asgari
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  5. Mohammad Ali Esmaeili
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  6. Samad Nejad Ebrahimi
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Correspondence to Peyman Salehi.

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Khaligh, P., Salehi, P., Farimani, M.M. et al. Bioactive compounds from Smilax excelsa L.. J IRAN CHEM SOC 13, 1055–1059 (2016). https://doi.org/10.1007/s13738-016-0819-9

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  • DOI: https://doi.org/10.1007/s13738-016-0819-9

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