ABC> Vol.2 No.3, August 2012

Isolation, purification and partial characterization of a glycoside from the Jamaican ball moss plant (Tillandsia recurvata L.)

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ABSTRACT

Initial isolation and characterization screens have been carried out on the Jamaican ball moss (Tillandsia recurvata L.) plant producing a novel complex gly-cosidic compound. This complex glycoside may be responsible for the promising anti-cancer and anti-inflammatory properties of this ball moss plant. A combination of supercritical fluid processing and chromatographic purification was used to produce the isolate. LC-MS analysis showed the presence of a compound with a molecular weight of ~800 and mass spectral (MS-MS and MS-MS-MS) data indicate that this compound may be a glycoside with a molecular mass of 1601.1 Da (negative ionization mode) and possibly contain up to two sialic acids, based on the doubly-charged state of the molecule at neutral pH conditions. 2D-TOCSY NMR spectrum lends evidence to the presence of at least one likely amide to aliphatic proton correlation, indicating the presence of a sialic acid moiety. The main structure of this therapeutic compound appears similar to a soyasaponin.

Cite this paper

Lowe, H. , Watson, C. , Badal, S. , Toyang, N. and Bryant, J. (2012) Isolation, purification and partial characterization of a glycoside from the Jamaican ball moss plant (Tillandsia recurvata L.). Advances in Biological Chemistry, 2, 274-282. doi: 10.4236/abc.2012.23035.

References

[1] Ministry of Health (2005) Epidemiological profile of selected health conditions and services in Jamaica 1990- 2002. Vital Statistics Report 2002, Registrar General’s Department.
[2] American Cancer Society (2007) Global cancer facts and figures 2007. American Cancer Society, Atlanta. Hhttp://www.cancer.org/acs/groups/content/@nho/documents/document/globalfactsandfigures2007rev2p.pdf
[3] Reinberg, S. (2007) Cancer killed almost 8 million worldwide in 2007. Hhttp://health.usnews.com/usnews/health/healthday/071217/cancer-killed-almost-8-million-worldwide-in-2007.htmH
[4] World Health Organization (2006) Cancer. Hhttp://www.who.int/mediacentre/factsheets/fs297/en/
[5] Boyle, P. and Levin, B. (2008) World Cancer Report, 2008. Hhttp://apps.who.int/bookorders/anglais/detart1.jsp?sesslan=1&codlan=1&codcol=76&codcch=26Lyon
[6] Lowe, H. (2010) Anti-tumor and anti-inflmmatory extracts of plant biomass and their uses. US 7713556B2, Jamaica, 1-14.
[7] Jackson, M., Walker, S., Simpson, C., et al. (2009) Are food patterns associated with prostate cancer in Jamaican men: A preliminary report. Infectious Agents and Cancer, 4, S1-S5. Hdoi:10.1186/1750-9378-4-S1-S5
[8] Odedina, F., Akinremi, T., Chinegwundoh, F., et al. (2009) Prostate cancer disparities in Black men of African descent: A comparative literature review of prostate cancer burden among Black men in the United States, Caribbean, United Kingdom, and West Africa. Infectious Agents and Cancer, 4, S1-S2. Hdoi:10.1186/1750-9378-4-S1-S2
[9] National Cancer Institute (2007) Revision history of the SEER cancer statistics review, 1975-2007. Hhttp://seer.cancer.gov/csr/1975_2007/revisions.html
[10] Benzing, D. (1980) The biology of the bromeliads. Mad River Press, Eureka.
[11] Andrighetti-Fr?hner, C.R., Sincero, T.C., Da Silva, A.C., et al. (2005) Antiviral evaluation of plants from Brazilian Tropical Forest. Fitoterapia, 76, 374-378. Hdoi:10.1016/j.fitote.2005.03.010
[12] Witherup, K., McLaughlin, J., Judd, R., et al. (1995) Id- entification of 3-hydroxy-3-methylglutaric acid (HMG) as a hypoglycemic principle of Spanish moss (Tillandsia usneoides). Journal of Natural Products, 58, 1285-1290. Hdoi:10.1021/np50122a023
[13] Bermudez, G. and Pignata, M. (2011) Antioxidant response of three Tillandsia species transplanted to urban, agricultural, and industrial areas. Archives of Environmental Contamination and Toxicology, 61, 401-413. Hdoi:10.1007/s00244-010-9642-y
[14] Agra, M., Silva, K., Basilio, I., et al. (2008) Survey of medicinal plants used in the region Northeast of Brazil. Brazilian Journal of Pharmacognosy, 18.
[15] Castor, T., Chikarmane, H., Hong, G., et al. (1998) Methods for fractionation of biologically-derived materials. US Patent #5854064.
[16] De Queiroga, M., Andrade, L., Florencio, K., et al. (2004) Chemical constituents from Tillandsia recurvata. Fitoterapia, 75, 423-425. Hdoi:10.1016/j.fitote.2004.01.003
[17] Cabrera, G. and Selde, A. (1995) Hydroperoxycycloar-tanes from Tillandsia recurvata. Journal of Natural Pro- ducts, 58, 1920-1924. Hdoi:10.1021/np50126a020
[18] Lowe, H. (2008) Anti-tumor and anti-inflammatory extracts of plant biomass and their uses. US Patent #7713556.
[19] Price, K., Curl, C. and Fenwick, G. (1986) The saponin content and sapogenol composition of the seed of 13 varieties of legume. Journal of the Science of Food and Agriculture, 37, 1185-1191. Hdoi:10.1002/jsfa.2740371206
[20] Nakashima, H., Okudo, K., Honda, Y., et al. (1989) Inhibitory effect of glycosides like saponins from soybean on the infectivity of HIV in vitro. AIDS, 3, 655-658.
[21] Hayshi, K., Hayshi, H., Hiraoka, N., et al. (1997) Inhibitory activity of soyasaponin II on virus replication in vitro. Planta Medica, 63, 102-105. Hdoi:10.1055/s-2006-957622
[22] Rao, A.V. and Sung, M.K. (1995) Saponins are anticarcinogens. Journal of Nutrition, 125, 717S-724S.
[23] Konoshima, T. (1996) Anti-tumor promoting activities of triterpenoid glycosides; cancer chemoprevention by sa- ponins. Advances in Experimental Medicine and Biology, 404, 87-100.
[24] Oakenfull, D. and Sidhu, G. (1990) Could saponins be a useful treatment for hypercholesterolemia? European Journal of Clinical Nutrition, 44, 79-88.
[25] Potter, S.M. (1995) Overview of proposed mechanisms for the hypercholesterolemic effect of soy. Journal of Nutrition, 125, 606S-611S.
[26] Miyao, H., Arao, T., Udayama, M., et al. (1998) Kaikasaponin III and soyasaponin I, major triterpenesaponins of Abruscantoniensis, act on GOT and GPT; influence on transaminase elevation of rat liver cells concomitantly exposed to CCl4 for one hour. Planta Medica, 64, 5-7. Hdoi:10.1055/s-2006-957355
[27] Kinjo, J., Imagire, M., Udayama, M., et al. (1998) Structure-hepatoprotective relationships study of soyasaponins I-IV having soyasapogenol B as aglycone. Planta Medica, 64, 233-236. Hdoi:10.1055/s-2006-957416

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