Malaysian Journal of Analytical Sciences Vol 20 No 6 (2016): 1530 - 1534

DOI: http://dx.doi.org/10.17576/mjas-2016-2006-35

 

 

 

THREE FLAVONOL GLYCOSIDES FROM Calliandra surinamensis Benth

 

 (Tiga Flavonol Glikosida daripada Calliandra surinamensis Benth)

 

Siti Muhayyah Omar, Norizan Ahmat*, Nik Fatini Nik Azmin

 

Department of Chemistry, Faculty of Applied Sciences,

Universiti Teknologi MARA, 40450 Shah Alam, Selangor, Malaysia

 

*Corresponding author: noriz118@salam.uitm.edu.my

 

 

Received: 24 February 2015; Accepted: 27 October 2015

 

 

Abstract

Calliandra surinamensis or Pinkpowder puff is a tropical shrub, named after Suriname. In Borneo, such as Sarawak and East Kalimantan area, it was known as “daun assam jawa”. This species belonging to the family of Leguminosae and subfamily of Mimosoideae originated from tropical America. Calliandra surinamensis has been used in folk medicine to treat various diseases and infections such as cough, wound healing and inflammation. In this study, the flowers of Calliandra surinamensis was extracted by successive extraction. The phytochemical procedures adopted were vacuum liquid chromatography (VLC), and radial chromatography (RC). Phytochemical investigation of Calliandra surinamensis flower afforded three flavonol glycosides identified namely (1) 3-O-rhamnosylkaempferol (2) 3-O-rhamnosylmyricetin and (3) Myricetin-3-O-heptoseptanoside. The molecular structures of the isolated compounds were established based on spectroscopic methods such as 1D-NMR (¹H, ¹³C, DEPT) and 2D-NMR (COSY, HMQC, HMBC) and comparison with literature.

 

Keywords:  leguminosae, Calliandra surinamensis, 3-o-ramnosilkaempferol, 3-o-ramnosilmyricetin, myricitrin-3-o-heptoseptanoside

 

Abstrak

Calliandra surinamensis atau Pinkpowder puff adalah pokok renek tropika, dinamakan sempena nama Negara Surinam di Utara Amerika Selatan. Di Borneo seperti kawasan Sarawak dan Kalimantan Timur, ia dikenali sebagai “daun asam jawa”. Spesies daripada keluarga Leguminosae dan subkeluarga Mimosoideae ini berasal dari Amerika bahagian tropika [4]. Calliandra surinamensis telah digunakan dalam perubatan tradisional untuk merawat pelbagai penyakit dan jangkitan seperti batuk, penyembuhan luka dan  keradangan. Melalui kajian ini, bunga – bunga Calliandra surinamensis telah diekstrak melalui pengekstrakkan berturut-turut. Prosedur fitokimia yang digunakan adalah kromatografi cecair vakum (VLC) dan kromatografi jejarian. Kajian fitokimia daripada bunga Calliandra surinamensis telah menghasilkan tiga flavonol glikosida yang dikenalpasti sebagai (1) 3-O-ramnosilkaempferol (2) 3-O-ramnosilmyricetin dan (3) myricetin-3-O-heptoseptanosida. Struktur molekul sebatian terpencil telah dikenalpasti berdasarkan kaedah spektroskopi seperti 1D-NMR (¹H, ¹³C, DEPT) dan 2D-NMR (COSY, HMQC, HMBC) serta perbandingan dengan data literatur.

 

Kata kunci: leguminosae, Calliandra surinamensis, 3-o-rhamnosilkaempferol, 3-o-rhamnosilmyricetin, myricitrin-3-o-heptosepta-nosida

 

References

1.       Allen, O.N and Allen, E.K. (1981). Book: The leguminosae, a source book of characteristics, uses and nodulation, pp. 125 – 126.

2.       Koji, Y., Kazuyoshi, Y., Atsushi, H. and Tomio, N. (2006). A blood glucose increase inhibitor prepared from Calliandra haematocephala (Calliandra, Leguminosae) leaf extract. Japan. Kokai Tokyo Koho, JP 2006232750 A 20060907.

3.       Irabor, E. E. I, Falodun, A., Obasuyi, O., Ofoegbu, C. O., Abiodun, S. O. and Umujeyan, K. (2007). Antimicrobial evaluation of methanolic extract of calliandra surinamensis on some pathogenic organism. Acta Poloniae Pharmaceutica-Drug Research, 63(5): 449 – 451.

4.       Camazine, S. and Robert, A. (1980). A study of ethnobotany of the Zuni Indians of New Mexico. Journal of Ethnopharmacology, 2: 365 – 388.

5.       Falodun, A. and Qiu, S. (2010). Isolation and characterization of chemical principles from rootbark of Calliandra surinamensis. Nigerian Journal of Biochemistry and Molecular Biology, 25(2): 17 – 22.

6.       Sofowora, A. (1984). A screening plants for bioactive agents: In medicinal plants and traditional medicine in Africa. Spectrum Books Limited. 1^st edition. John Wiley and Sons, London.

7.       Diantini, A., Subarnas, A., Lestari, K., Halimah, E., Susilawati, Y., Supriyatna., Julaeha, E., Achmad, T. H., Suradji, E. W., Yamazaki, C., Kobayashi, K., Koyama, H. and Abdulah, R. (2012). Kaempferol-3-o-rhamnoside isolated from the leaves of Schima wallichii Korth. Inhibits MCF-7 breast cancer cell proliferation through activation of the caspase cascade pathway. Oncology Letters, 3: 1069 – 1072.

8.       Kim, H. H., Kim, D. H., Kim, M. H., Oh, M. H., Kim, S. R., Park, K. J. and Lee, M. W. (2013). Flavonoid constituents in the leaves of Myrica rubra Sieb. et zucc. with anti-inflammatory activity. Achieves of Pharmacological Research, 36(12): 1533 – 1540.