Natural Products and Bioprospecting    2019, Vol. 9 Issue (3) : 243-249     DOI: 10.1007/s13659-019-0209-y
ORIGINAL ARTICLES |
Chemical Constituents from Ethanoic Extracts of the Aerial Parts of Leea aequata L., a Traditional Folk Medicine of Myanmar
Nay Lin Tun1,2,3, Dong-Bao Hu4, Meng-Yuan Xia2, Dong-Dong Zhang1,2, Jun Yang2, Thaung Naing Oo5, Yue-Hu Wang2, Xue-Fei Yang1,2,3
1 Southeast Asia Biodiversity Research Institute, Chinese Academy of Sciences, Yezin, Nay Pyi Taw 05282, Myanmar;
2 Key Laboratory of Economic Plants and Biotechnology and the Yunnan Key Laboratory for Wild Plant Resources, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China;
3 University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China;
4 College of Resources and Environment, Yuxi Normal University, Yuxi 653100, People's Republic of China;
5 Forest Research Institute, Yezin, Nay Pyi Taw 05282, Myanmar
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Abstract  We aimed at reporting the chemical constituents and antimicrobial activities of Leea aequata L., a traditional folk medicine used in Myanmar for the treatment of wounds and skin diseases. A new neolignan, (7S,8R)-9'-O-acetylcedrusin (1), a new lactam, (3S,4S)-4-chloro-3-hydroxypiperidin-2-one (2), along with 21 known compounds, including five lignans (3-7), four flavonoid glycosides (8-11), and others (12-23), were isolated from the ethanoic extract of the aerial parts of L. aequata. The structures of the new compounds were determined by NMR, MS, and ECD spectra. For all the antimicrobial tests of the 23 compounds, only 3,4,5-trihydroxybenzoic acid ethyl ester (17) showed weak inhibitory activities against Escherichia coli and Salmonella enterica subsp. enterica.
Keywords Leea aequata      Vitaceae      Traditional medicines      Lignans      Flavonoids     
Fund:We thank Dr. Jie Cai at Kunming Institutes of Botany, Chinese Academy of Sciences, for collecting plant materials. This study was supported by the Southeast Asia Biodiversity Research Institute, Chinese Academy of Sciences (Grant Nos. 2015CASEABRIRG001 and Y4ZK111B01), and the International Partnership Program of Chinese Academy of Sciences (153631KYSB20160004).
Corresponding Authors: Yue-Hu Wang, Xue-Fei Yang     E-mail: wangyuehu@mail.kib.ac.cn;xuefei@mail.kib.ac.cn
Issue Date: 05 June 2019
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Nay Lin Tun
Dong-Bao Hu
Meng-Yuan Xia
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Jun Yang
Thaung Naing Oo
Yue-Hu Wang
Xue-Fei Yang
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Nay Lin Tun,Dong-Bao Hu,Meng-Yuan Xia, et al. Chemical Constituents from Ethanoic Extracts of the Aerial Parts of Leea aequata L., a Traditional Folk Medicine of Myanmar[J]. Natural Products and Bioprospecting, 2019, 9(3): 243-249.
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http://npb.kib.ac.cn/EN/10.1007/s13659-019-0209-y     OR     http://npb.kib.ac.cn/EN/Y2019/V9/I3/243
1. R.A. DeFilipps, G.A. Krupnick, PhytoKeys 102, 1-341 (2018)
2. K.M. Lwin, M.K.T. Lwin, Medicinal Plant List of Myanmar (FAME Publishing House, Yangon, 2015)
3. T. Shin, K. Fujikawa, A.Z. Moe, H. Uchiyama, J. Ethnobiol. Ethnomed. 14, 48 (2018)
4. H.G. Ong, S.M. Ling, T.T.M. Win, D.H. Kang, J.H. Lee, Y.D. Kim, J. Ethnopharmacol. 225, 136-158 (2018)
5. H.G. Ong, S.M. Ling, T.T.M. Win, D.H. Kang, J.H. Lee, Y.D. Kim, J. Herb. Med. 13, 91-96 (2018)
6. N.N. Win, T. Ito, S. Aimaiti, T. Kodama, M. Tanaka, H. Ngwe, Y. Asakawa, I. Abe, H. Morita, J. Nat. Prod. 78, 2306-2309 (2015)
7. N.N. Win, S.Y. Woo, H. Ngwe, P. Prema, C.P. Wong, T. Ito, Y. Okamoto, M. Tanaka, H. Imagawa, Y. Asakawa, I. Abe, H. Morita, Fitoterapia 127, 308-313 (2018)
8. N.N. Win, S. Awale, H. Esumi, Y. Tezuka, S. Kadota, Bioorg. Med. Chem. 16, 8653-8660 (2008)
9. N.N. Win, S. Awale, H. Esumi, Y. Tezuka, S. Kadota, Bioorg. Med. Chem. Lett. 18, 4688-4691 (2008)
10. M. Shoji, S.Y. Woo, A. Masuda, N.N. Win, H. Ngwe, E. Takahashi, H. Kido, H. Morita, T. Ito, T. Kuzuhara, BMC Complement. Altern. Med. 17, 96 (2017)
11. T.S. Moe, H.H. Win, T.T. Hlaing, W.W. Lwin, Z.M. Htet, K.M. Mya, J. Integr. Med. 16, 358-366 (2018)
12. T. Li, D. Zhang, T.N. Oo, M.M. San, A.M. Mon, P.P. Hein, Y. Wang, C. Lu, X. Yang, Evid.-Based Complement. Altern. Med. 45, 78-96 (2018). https://doi.org/10.1155/2018/2812908
13. J.E. Molina, J. Wen, L. Struwe, Bot. J. Linn. Soc. 171, 354-376 (2013)
14. Z.Y. Zhu, Illustrated Handbook for Medicinal Materials from Nature in Yunnan, vol. 5 (Yunnan Scientific and Technological Press, Kunming, 2009), p. 285
15. J. Graham, M. Quinn, D. Fabricant, N. Farnsworth, J. Ethnopharmacol. 73, 347-377 (2000)
16. W. Lakornwong, K. Kanokmedhakul, S. Kanokmedhakul, Nat. Prod. Res. 28, 1015-1017 (2014)
17. J. Yang, T.J. Huang, J.F. Luo, H. Li, Y.H. Wang, Nat. Prod. Res. Dev. 30, 1382-1386 (2018)
18. Z. Chen, J. Wen, Leeaceae, in Flora of China, vol. 12, ed. by Z.-Y. Wu, P.H. Raven (Missouri Botanical Garden Press, St. Louis, 2007), pp. 115-169
19. S. Jain, N. Manikpuri, K. Manoj, Biosci. Biotechnol. Res. Asia 7, 453-456 (2010)
20. P. Agrawal, R. Rastogi, B.G. Osterdahl, Org. Magn. Reson. 21, 119-121 (1983)
21. Y.H. Wang, Q.Y. Sun, F.M. Yang, C.L. Long, F.W. Zhao, G.H. Tang, H.M. Niu, H. Wang, Q.Q. Huang, J.J. Xu, L.J. Ma, Helv. Chim. Acta 93, 2467-2477 (2010)
22. S. Antus, T. Kurtan, L. Juhasz, L. Kiss, M. Hollosi, Z. Majer, Chirality 13, 493-506 (2001)
23. Z. Wu, Y. Lai, L. Zhou, Y. Wu, H. Zhu, Z. Hu, J. Yang, J. Zhang, J. Wang, Z. Luo, Sci. Rep. 6, 24809 (2016)
24. S.V. Pullela, S. Takamatsu, S.I. Khan, I.A. Khan, Planta Med. 71, 789-791 (2005)
25. L.H. Xie, T. Akao, K. Hamasaki, T. Deyama, M. Hattori, Chem. Pharm. Bull. 51, 508-515 (2003)
26. J.A. Park, H.J. Kim, C. Jin, K.T. Lee, Y.S. Lee, Arch. Pharm. Res. 26, 1009-1013 (2003)
27. G. Jayaprakasha, M. Ohnishi-Kameyama, H. Ono, M. Yoshida, L. Jaganmohan Rao, J. Agric. Food Chem. 54, 1672-1679 (2006)
28. A. Kuruüzüm-Uz, Z. Güvenalp, C. Kazaz, L.Ö. Demirezer, Turk. J. Pharm. Sci. 10, 177-184 (2013)
29. M.A. Beck, H. Häberlein, Phytochemistry 50, 329-332 (1999)
30. J.T. Han, M.H. Bang, O.K. Chun, D.O. Kim, C.Y. Lee, N.I. Baek, Arch. Pharm. Res. 27, 390-395 (2004)
31. J.P.V. Leite, L. Rastrelli, G. Romussi, A.B. Oliveira, J.H. Vilegas, W. Vilegas, C. Pizza, J. Agric. Food Chem. 49, 3796-3801 (2001)
32. D.K. Kim, K. Lee, Arch. Pharm. Res. 26, 735-738 (2003)
33. M. Efdi, T. Itoh, Y. Akao, Y. Nozawa, M. Koketsu, H. Ishihara, Bioorg. Med. Chem. 15, 3667-3671 (2007)
34. S.Y. Lee, S.U. Choi, J.H. Lee, D.U. Lee, K.R. Lee, Arch. Pharm. Res. 33, 515-521 (2010)
35. X. Zhang, H. Gao, N.L. Wang, X.S. Yao, Chin. Tradit. Herb. Drugs 37, 652-655 (2006)
36. U. Mühlenbeck, A. Kortenbusch, W. Barz, Phytochemistry 42, 1573-1579 (1996)
37. S. Takaoka, N. Takaoka, Y. Minoshima, J.M. Huang, M. Kubo, K. Harada, H. Hioki, Y. Fukuyama, Tetrahedron 65, 8354-8361 (2009)
38. T. Takahashi, M. Miyazawa, Pharmazie 65, 913-918 (2010)
39. X.N. Zhong, H. Otsuka, T. Ide, E. Hirata, Y. Takeda, Phytochemistry 52, 923-927 (1999)
40. Y. Yamano, M. Ito, Chem. Pharm. Bull. 53, 541-546 (2005)
41. M. Adfa, T. Yoshimura, K. Komura, M. Koketsu, J. Chem. Ecol. 36, 720-726 (2010)
42. M. Miyazawa, J. Anzai, J. Fujioka, Y. Isikawa, Nat. Prod. Res. 17, 337-339 (2003)
43. CLSI, Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically; Approved Standard, M7-A7 (Clinical and Laboratory Standards Institute, Wayne, 2006)
44. NCCLS, Reference Method for Broth Dilution Antifungal Susceptibility Testing of Filamentous Fungi; Approved standard, M38-A (National Committee on Clinical Laboratory Standards, Wayne, 2002)
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