In collaboration with Scientific Association of Iranian Medicinal Plants

Document Type : Research Paper

Authors

1 M.Sc. student, Department of Phytochemistry and Essential Oils Technology, Faculty of Pharmaceutical Chemistry, Pharmaceutical Sciences Branch, Islamic Azad University, Tehran, Iran

2 Department of Chemistry, College of Science, Takestan Branch, Islamic Azad University, Takestan, Iran

3 Department of Microbiology, Faculty of Advanced Sciences & Technology, Pharmaceutical Sciences Branch, Islamic Azad University, Tehran, Iran

Abstract

The loganberry (Rubus × loganobaccus), belonging to the Rosaceae family and Rubus genus, gives fruits like strawberry. The fruit is red and very sour and this rare species is one of the cultivars of red raspberry. Loganberry is not native to Iran and currently is propagated through in vitro plant tissue culture. So far, phytochemical research has not been conducted on loganberry. In present study, the leaf extract of loganberry, propagated through in vitro culture, was investigated phytochemically. The extract of loganberry was purified and the obtained natural product was elucidated by NMR spectroscopy techniques. In this study, a flavonoid, namely hesperetin, was isolated from the leaves of the loganberry. This structure was elucidated by spectral methods (1H-NMR, 13C-NMR, IR and dept 135). 

Keywords

- Anttonen, M.J. and Karjalainen, R.O., 2005. Environmental and genetic variation of phenolic compounds in red raspberry. Journal of Food Composition and Analysis, 18(8): 759-769.
- Blumenthal, M., Werner, R.B. and Goldberg, A., 1998. The Complete German Commission E Monographs: Therapeutic Guide to Herbal Medicines. Integrative Medicine Communication, Austin, USA, 685p.
- Banjerdpongchai, R., Wudtiwai, B., Khaw-On, P., Rachakhom, W., Duangnil, N., Kongtawelert P., 2016. Hesperidin from Citrus seed induces human hepatocellular carcinoma HepG2 cell apoptosis via both mitochondrial and death receptor pathways. Tumor Biology, 37(1): 227-237.
- Buricova, L., Andjelkovic, M., Cermakova, A., Reblova, Z., Jurcek, O., Kolehmainen, E., Verhe, R. and Kvasnicka, F., 2011. Antioxidant capacity and antioxidants of strawberry, blackberry, and raspberry leaves. Czech Journal of Food Sciences, 29:
181-189.
- Chevallier, A., 1996. The Encyclopedia of Medicinal Plants; Dorling Kindersley: London, UK, 336p.
- Chiej, R., 1984. Encyclopaedia of Medicinal Plants; MacDonald and Company Limited Maxwell House: London, UK, 448p.
- Connolly, T.J., 2003. Newberry crater: a ten-thousand-year record of human occupation and environmental change in the basin-plateau borderlands. Plains Anthropologist, 48: 168-170.
- Darrow, G.M., 1955. Blackberry-raspberry hybrids. Journal of Heredity, 46(2): 67-71.
- Deighton, N., Brennan, R., Finn, C. and Davies, H.V., 2000. Antioxidant properties of domesticated and wild Rubus species. Journal of Food Science & Technology, 80(9): 1307-1313.
- Garcia-Palazon, A., Suthanthangjai, W., Kajda, P. and Zabetakis, I., 2004. The effects of high hydrostatic pressure onb-glucosidase, peroxidase and polyphenoloxidase in red raspberry (Rubus idaeus) and strawberry (Fragaria ananassa). Food Chemistry, 88: 7-10.
- Heinonen, I.M., Meyer, A.S. and Frankel, E.N., 1998. Antioxidant activity of berry phenolics on human low-density lipoprotein and liposome oxidation. Journal of Agricultural and Food Chemistry, 46(10): 4107-4112.
- Kazłowska, K., Hsu, T., Hou, C.C., Yang, W.C. and Tsai, G.J., 2010. Anti-inflammatory properties of phenolic compounds and crude extract from Porphyra dentata. Journal of Ethnopharmacology, 128(1): 123-130.
- Klein, C., 2009. Grow Your Own Fruit. United Kingdom: Mitchell Beazley, 224p.
- Leonti, M., Casu, L., Sanna, F. and Bonsignore, L., 2009. A comparison of medicinal plant use in Sardinia and Sicily De Materia Medica revisited. Journal of Ethnopharmacology, 121: 255-267.
- Milivojevic, J., Maksimovic, V., Nikolic, M., Bogdanovic, J., Maletic, R. and Milatovic, D., 2011. Chemical and antioxidant properties of cultivated and wild fragaria and rubus berries. Journal of Food Quality, 34: 1-9.
- Mukherjee, M., Ghatak, K.L., Ganguly, S.N. and Antoulas, S., 1984. Rubinic acid, a triterpene acid from Rubus fruticosus. Phytochemistry, 23: 2581-2582.
- Neocleous, D. and Vasilakakis, M., 2007. Effects of NaCl stress on red raspberry (Rubus idaeus L. ‘Autumn Bliss’). Scientia Horticulturae, 112(3): 282-289.
- Oomah, B.D, Ladet, S., Godfrey, D.V., Liang, J. and Girard, B., 2000. Characteristics of raspberry (Rubus idaeus L.) seed oil. Food Chemistry, 69(2): 187-193.
- Paudel, L., Wyzgoski, F.J., Giusti, M.M., Johnson, J.L., Rinaldi, P.L., Scheerens, J.C., Chanon, A.M., Bomser, J.A., Miller, A.R., Hardy, J.K. and Reese, R.N., 2014, NMR-based metabolomic investigation of bioactivity of chemical constituents in black raspberry (Rubus occidentalis L.) fruit extracts. Journal of Agricultural and Food Chemistry, 62(8): 1989-1998.
- Protar, J.W. and Spurgeon, S.L., 1981. Biosynthesis of Isoprenoid Compound (Vol. l). Wiley, New York, 558p.
- Reyes-Carmona, J., Yousef, G.G., Martínez-Peniche, R.A. and Lila, M.A., 2005. Antioxidant capacity of fruit extracts of blackberry (Rubus sp.) produced in different climatic regions. Journal of Food Science & Technology, 70(7): s497-s503.
- Riaz, M., Ahmad, M. and Rahman, N., 2011. Antimicrobial screening of fruit, leaves, root and stem of Rubus fruticosus L. Journal of Medicinal Plants Research, 5: 5920-5924.
- Robertson, K.R., 1974. The genera of Rosaceae in the southeastern United States. Journal of the Arnold Arboretum, 55: 352-360.
- Sarkar, A. and Ganguly, S.N., 1978. Rubitic acid, a new triterpene acid from Rubus fruticosus. Phytochemistry, 17: 1983-1985.
- Seeram, N.P., Adams, L.S., Zhang, Y., Lee, R., Sand, D., Scheuller, H.S. and Heber, D., 2006. Blackberry, black raspberry, blueberry, cranberry, red raspberry, and strawberry extracts inhibit growth and stimulate apoptosis of human cancer cells in vitro. Journal of Agricultural and Food Chemistry, 54(25): 9329-9339.
- Selmi, S., Rtibi, K., Grami, D., Sebai, H. and Marzouki, L., 2017. Protective effects of orange (Citrus sinensis L.) peel aqueous extract and hesperidin on oxidative stress and peptic ulcer induced by alcohol in rat. Lipids in Health and Disease, 16(1): 152.
- Sharma, P., Pandey, P., Gupta, R., Roshan, S., Garg, A., Shulka, A. and Pasi, A., 2013. Isolation and characterization of Hesperidin from orange peel. Indo American Journal of Pharmaceutical Research, 3(5): 3892-3897.
- Toth, A., Braun, M., Toth, Z.S., Gor, D. and Lakatos, G.Y., 2008. Element composition of Rosa canina and Rubus fruticosusfruits at an abandoned metalliferous minesite in N-Hungary. Cereal Research Communications, 36: 1655-1658.
- Uarrera, P.M., 2003. Food medicine and minor nourishment in the folk traditions of central Italy (Marche, Abruzzo and Latium). Fitoterapia, 74(6): 515-544.
- Wyttenbach, A., Furrer, V., Schleppi, P. and Tobler, L., 1998. Rare earth elements in soil and in soil-grown plants. Plant Soil, 199: 267-273.
- Xu, Y., Zhang, Y. and Chen, M., 2006. Effective fractions of Rubus fruticosus leaf, its pharmaceutical composition and uses for prevention and treatment of diabetes. China Patent, CN1788755 A.