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Chemical components from the leaves of Ardisia insularis and their cytotoxic activity

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Abstract

One new oleanane triterpene glycoside, ardinsuloside (1), and twelve known compounds, demethoxybergenin (2), norbergenin (3), bergenin (4), 4-O-galloylbergenin (5), quercitrin (6), myricitrin (7), myricetin 3-O-(3′′-O-galloyl)-α-l-rhamnopyranoside (8), desmanthine-2 (9), epicatechin 3-O-galloyl ester (10), 3′-methoxyepicatechin 3-O-galloyl ester (11), gallic acid (12), and methyl galloate (13) were isolated from the leaves of Ardisia insularis. Their structures were established on the basis of spectral and chemical evidence, which were in agreement with those reported in literature. The cytotoxic activities of these compounds were evaluated on three cancer cell lines namely A-549 (human lung cancer), HT-29 (Human colon adenocarcinoma), and OVCAR (human ovarian carcinoma). The results revealed that compound 1 inhibited A-549, HT-29, and OVCAR cell lines with IC50 values of 8.5 ± 1.2, 16.4 ± 3.1, and 13.6 ± 2.4 μM, respectively. The remaining compound showed weak cytotoxic activity. This result indicated that compound 1 could be useful in the treatment of cancer disease.

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References

  • Aihara, Y., A. Yoshida, T. Furuta, T. Wakimoto, T. Akizawa, M. Konishi, and T. Kan. 2009. Regioselective synthesis of methylated epigallocatechin gallate via nitrobenzenesulfonyl (Ns) protecting group. Bioorganic & Medicinal Chemistry Letters 19: 4171–4174.

    Article  CAS  Google Scholar 

  • Braca, A., M. Politi, R. Sanogo, H. Sanou, I. Morelli, C. Pizza, and N. De Tommasi. 2003. Chemical composition and antioxidant activity of phenolic compounds from wild and cultivated Sclerocarya birrea (Anacardiaceae) leaves. Journal of Agricultural and Food Chemistry 51: 6689–6695.

    Article  CAS  PubMed  Google Scholar 

  • Chi, V.V. 2012. The dictionary of medicinal plants in vietnam, vol. 1. Hanoi: Medical Publishing House.

    Google Scholar 

  • Kiem, P.V., N.T. Mai, C.V. Minh, N.H. Khoi, N.H. Dang, N.P. Thao, N.X. Cuong, N.H. Nam, N.X. Nhiem, Y.V. Heyden, Q.L. Joëlle, G.N. Kim, H.D. Jang, and Y.H. Kim. 2010. Two new C-glucosyl benzoic acids and flavonoids from Mallotus nanus and their antioxidant activity. Archives of Pharmacal Research 33: 203–208.

    Article  CAS  Google Scholar 

  • Kobayashi, H., and E. de Mejía. 2005. The genus Ardisia: A novel source of health-promoting compounds and phytopharmaceuticals. Journal of Ethnopharmacology 96: 347–354.

    Article  CAS  PubMed  Google Scholar 

  • Mu, L.-H., J.-Q. Feng, and P. Liu. 2012a. A new bergenin derivative from the rhizome of Ardisia gigantifolia. Natural Product Research 27: 1242–1245.

    Article  PubMed  Google Scholar 

  • Mu, L.-H., N.-Y. Wei, and P. Liu. 2012b. Cytotoxic triterpenoid saponins from Ardisia gigantifolia. Planta Medica 78: 617–621.

    Article  CAS  PubMed  Google Scholar 

  • Newman, D.J., and G.M. Cragg. 2007. Natural products as sources of new drugs over the last 25 years. Journal of Natural Products 70: 461–477.

    Article  CAS  PubMed  Google Scholar 

  • Nhiem, N.X., V.K. Thu, P.V. Kiem, C.V. Minh, B.H. Tai, T.H. Quang, N.X. Cuong, P.H. Yen, H.-J. Boo, H.K. Kang, and Y.H. Kim. 2012. Cytotoxic oleane-type triterpene saponins from Glochidion eriocarpum. Archives of Pharmacal Research 35: 19–26.

    Article  PubMed  Google Scholar 

  • Nicollier, G., and A.C. Thompson. 1983. Flavonoids of Desmanthus Illinoensis. Journal of Natural Products 46: 112–117.

    Article  CAS  Google Scholar 

  • Sumino, M., T. Sekine, N. Ruangrungsi, K. Igarashi, and F. Ikegami. 2002. Ardisiphenols and other antioxidant principles from the fruits of Ardisia colorata. Chemical & Pharmaceutical Bulletin 50: 1484–1487.

    Article  CAS  Google Scholar 

  • Sun, D., Z. Zhao, Y.F. Lai, and W. Herbert. 1991. Flavonoids from Myrica esculenta bark. Chemistry and Industry of Forest Products 11: 251–255.

    CAS  Google Scholar 

  • Taneyama, M., S. Yoshida, M. Kobayashi, and M. Hasegawa. 1983. Isolation of norbergenin from Saxifraga stolonifera. Phytochemistry 22: 1053–1054.

    Article  CAS  Google Scholar 

  • Tian, J.M., X.Y. Fu, Q. Zhang, H.P. He, J.M. Gao, and X.J. Hao. 2013. Chemical constituents from Glochidion assamicum. Biochemical Systematics and Ecology 48: 288–292.

    Article  CAS  Google Scholar 

  • Vickers, A. 2002. Botanical medicines for the treatment of cancer: rationale, overview of current data, and methodological considerations for phase I and II trials. Cancer Investigation 20: 1069–1079.

    Article  PubMed  Google Scholar 

  • Yoshida, T., K. Seno, Y. Takama, and T. Okuda. 1982. Bergenin derivatives from Mallotus japonicus. Phytochemistry 21: 1180–1182.

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This research was funded by Vietnam National Foundation for Science and Technology Development (NAFOSTED) under grant number 104.01-2011.20. This research was also supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (2011-0025129).

Conflicts of interest

The authors report no conflicts of interest.

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Authors and Affiliations

  1. Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Caugiay, Hanoi, Vietnam

    Nguyen Thi Hong Van, Trinh Anh Vien, Pham Quoc Long & Luu Tuan Anh

  2. Yonsei Institute of Pharmaceutical Sciences, College of Pharmacy, Yonsei University, Incheon, 406-840, Korea

    Nguyen Xuan Nhiem, Nanyoung Kim, SeonJu Park & Seung Hyun Kim

  3. Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), 18 Hoang Quoc Viet, Caugiay, Hanoi, Vietnam

    Phan Van Kiem, Chau Van Minh & Nguyen Xuan Nhiem

  4. Industrial University of Ho Chi Minh city, Quang Tam, Thanh Hoa, Vietnam

    Trinh Anh Vien

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  1. Nguyen Thi Hong Van
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  2. Trinh Anh Vien
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  3. Phan Van Kiem
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  7. Luu Tuan Anh
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  8. Nanyoung Kim
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  10. Seung Hyun Kim
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Correspondence to Seung Hyun Kim.

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Van, N.T.H., Vien, T.A., Van Kiem, P. et al. Chemical components from the leaves of Ardisia insularis and their cytotoxic activity. Arch. Pharm. Res. 38, 1926–1931 (2015). https://doi.org/10.1007/s12272-015-0591-x

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  • DOI: https://doi.org/10.1007/s12272-015-0591-x

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