Phytochemical Constituents of Panicum dichotomiflorum Michaux

미국개기장의 식물화학적 성분

  • Received : 2017.12.09
  • Accepted : 2017.12.14
  • Published : 2017.12.29

Abstract

A lignan and four flavonoid derivatives were isolated from the aerial parts of Panicum dichotomiflorum Michaux (Gramineae) through repeated column chromatography. Their chemical structures were identified as (-)-pinoresinol (1), tricin (2), luteolin (3), luteolin-4'-O-${\beta}$-D-glucopyranosde (4) and luteolin-7-O-${\beta}$-D-glucopyranosde (5), respectively, by spectroscopic analysis. These compounds were isolated for the first time from this plant.

Keywords

References

  1. 이영노 (2006) 새로운 한국식물도감 II, 571, 교학사, 서울.
  2. Zaki, A. A., Ali, Z., Wang, Y. H., El-Amier, Y. A., Khan, S. I. and Khan, I. A. (2017) Cytotoxic steroidal saponins from Panicum turgidum Forssk. Steroids 125: 14-19. https://doi.org/10.1016/j.steroids.2017.06.003
  3. Temraz, A., Hozaien, H. E., El-Tantawy, W. H., El-Gindi, O. D. and Taha, K. F. (2014) Cholestane and spirostane-type glycosides from the roots and rhizomes of Panicum repens L. Phytochem. Lett. 10: 173-178. https://doi.org/10.1016/j.phytol.2014.09.005
  4. Farag, M. A., El Fishawy, A. M., El-Toumy, S. A., Amer, K. F., Mansour, A. M. and Taha, H. E. (2016) Antihepatotoxic effect and metabolite profiling of Panicum turgidum extract via UPLC-qTOF-MS. Pharmacogn. Mag. 12(Suppl 4): S446-S453. https://doi.org/10.4103/0973-1296.191455
  5. Zaki, A. A. Qiub, L., Ali, Z., Khan, S. I. and Khan, I. A. (2016) Anti-inflammatory steroidal saponins from Panicum turgidum. J. Agric. Basic Sci. 1: 1-6.
  6. Radha, R. and Vijayalakshmi, P. (2007) Hypolipidemic potential of Panicum miliare on selected cardiovascular subjects. Anc. Sci. Life 26: 29-32.
  7. Antia, B. S., Okokon, J. E., Umoh, E. E. and Udobang, J. A. (2010) Antidiabetic activity of ethanolic leaf extract of Panicum maximum. Int. J. Drug Dev. Res. 2: 488-492.
  8. Okokon, J. E., Udoh, A. E., Frank, S. G. and Udo, N. M. (2011) Anti-inflammatory and antipyretic activities of Panicum maximum. Afr. J. Biomed. Res. 14: 125-130.
  9. Kanife, U., Odesanmi, O. and Doherty, V. (2012) Phytochemical composition and antifungal properties of leaf, stem and florets of Panicum maximum Jacq. (Poaceae). Int. J. Biol. 4: P64.
  10. Jeong, Y. H., Lee, J., Kwon, W. and Seo, E.-K. (2006) Reversephase HPLC method for identification of diastereomeric constituents from Sasa borealis. Yakhak Hoeji 50: 21-25.
  11. In, S. J., Seo, K. H., Song, N. Y., Lee, D. S., Kim, Y. C. and Baek, N. I. (2015) Lignans and neolignans from the stems of Vibrunum erosum and their neuroprotective and anti-inflammatory activity. Arch. Pharm. Res. 38: 26-34. https://doi.org/10.1007/s12272-014-0358-9
  12. Ahmad, I., Waheed, A., Tahir, N. B. and Rais, A. K. (2015) Anti-inflammatory constituents from Perovskia atriplicifolia. Pharm. Biol. 53: 1628-1631. https://doi.org/10.3109/13880209.2014.997250
  13. Lopez-Biedma, A., Sanchez-Quesada, C., Beltran, G., Delgado-Rodriguez, M. and Gaforio, J. J. (2016) Phytoestrogen(+)-pinoresinol exerts antitumor activity in breast cancer cells with different oestrogen receptor statuses. BMC Complement Altern. Med. 16: 350. doi: 10.1186/s12906-016-1233-7.
  14. Bhattacharyya, J., Stagg, D., Mody, N. V. and Miles, D. H. (1978) Constituents of Spartina cynosuroides: isolation and $^{13}C$-NMR analysis of tricin. J. Pharm. Sci. 67: 1325-1326. https://doi.org/10.1002/jps.2600670938
  15. Santos, A. L., Yamamoto, E. S., Passero, L. F. D., Laurenti, M. D., Martins, L. F., Lima, M. L., Uemi, M., Soares, M. G., Lago, J. H. G., Tempone, A. G. and Sartorelli, P. (2017) Antileishmanial activity and immunomodulatory effects of tricin isolated from leaves of Casearia arborea (Salicaceae). Chem. Biodivers. 14: doi: 10.1002/cbdv.201600458.
  16. Kang, B. M., An, B. K., Jung, W. S., Jung, H. K., Cho, J. H., Cho, H. W., Jang, S. J., Yun, Y. B. and Kuk, Y. I. (2016) Antiinflammatory effect of tricin isolated from Alopecurus aequalis Sobol. on the LPS-induced inflammatory response in RAW 264.7 cells. Int. J. Mol. Med. 38: 1614-1620. https://doi.org/10.3892/ijmm.2016.2765
  17. Ternai, B. and Markham, K. R. (1976) Carbon-13 NMR studies of flavonoids-I: Flavones and flavonols. Tetrahedron 32: 565-569. https://doi.org/10.1016/S0040-4020(01)93772-X
  18. Abdallah, H. M. and Esmat, A. (2017) Antioxidant and antiinflammatory activities of the major phenolics from Zygophyllum simplex L. J. Ethnopharmacol. 205: 51-56. https://doi.org/10.1016/j.jep.2017.04.022
  19. Seo, Y., Ryu, K., Park, J., Jeon, D. K., Jo, S., Lee, H. K. and Namkung, W. (2017) Inhibition of ANO1 by luteolin and its cytotoxicity in human prostate cancer PC-3 cells. PLoS One 12: e0174935. doi: 10.1371/journal.pone.0174935.
  20. Park, S. W., Chung, S. K. and Park, J. C. (2000) Active oxygen scavenging activity of luteolin-7-O-${\beta}$-D-glucoside isolated from Humulus japonicus. J. Korean Soc. Food Sci. Nutr. 29: 106-110.
  21. Chen, L. and Kang, Y. H. (2014) Antioxidant and enzyme inhibitory activities of Plebeian herba (Salvia plebeia R. Br.) under different cultivation conditions. J. Agric. Food Chem. 62: 2190-2197. https://doi.org/10.1021/jf404570s
  22. Ooi, L. S., Wang, H., He, Z. and Ooi, V. E. (2006) Antiviral activities of purified compounds from Youngia japonica (L.) DC (Asteraceae, Compositae). J. Ethnopharmacol. 106: 187-191. https://doi.org/10.1016/j.jep.2005.12.028
  23. Guinot, P., Gargadennec, A., La Fisca, P., Fruchier, A., Andary, C. and Mondolot, L. (2009) Serratula tinctoria, a source of natural dye: Flavonoid pattern and histolocalization. Ind. Crop. Prod. 29: 320-325. https://doi.org/10.1016/j.indcrop.2008.06.007
  24. Lee, Y. N., Jeong, C. H. and Shim, K. H. (2004) Isolation of antioxidant and antibrowning substance from Chionanthus retusa leaves. J. Korean Soc. Food Sci. Nutr. 33: 1419-1425. https://doi.org/10.3746/jkfn.2004.33.9.1419