Isolation of Kaempferol 3-O-Rutinoside from Kurdish Plant Anchusa Italica Retz. and Bioactivity of Some Extracts

Authors: Peshawa S. Osw¹ & Faiq H.S. Hussain^2
1Department of Chemistry, College of Science, Salahaddin University, Erbil, Iraq
²Medical Analysis Department, Faculty of Science, Tishk International University, Erbil, Iraq

Abstract: Anchusa italica Retz. is naturally grown in Iraqi Kurdistan Region, and it belongs to the Boraginaceae family. From a phytochemical point of view, the species A. italica has been almost neglected so far but it is worth studying. In this study, the flavonoids were extracted from aerial parts of the plant using ethyl acetate, amyl alcohol, and n-butanol after defatting the plant by n-hexane and removing the pigments by chloroform. The residue obtained from evaporation of ethyl acetate extract was separated by reversed phase Medium Performance Liquid Chromatography (MPLC) to give a polar flavonoid. Standard UV experiments allowed for the identification of the aglycone moiety substituted pattern, while the sugar components and the interglycoside linkage was identified by different NMR spectra. The compound was eventually identified as kaempferol 3-O-rutinoside. The other aim of this investigation is to study the antimicrobial activity for some extracts of the plant. It consists of two parts; the first part was antibacterial activity using four different bacteria (E. coli, Staph. aureus, Bacillus sp. and Pseudo. aeruginosa) via agar diffusion disc method, while the second part includes antifungal activity using two different fungi (Pencillium puberulum and Aspergillus flavus). This study showed that Anchusa italica is a good antibacterial plant especially aqueous and ethanolic extracts, at which the inhibition zone reaches (13 mm), while the aqueous extract was more effective compared with the ethanol extract for antifungal.

Keywords: Medicinal Plants, Boraginaceae, Anchusa Italica Retz., Kaempferol 3-O-Rutinoside, Antimicrobial Activity

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doi: 10.23918/eajse.v6i2p141

References

Abdullah, F. O., Hussain, F. H. S., Sardar, A. S., Vita-Finzi, P. & Vidari, G. (2016). Phytochemistry and ethnopharmacology of medicinal plants used on Safeen Mountain in the Kurdistan Region of Iraq. Natural Product Communications, 11.

Al-Mussawy, A. (1987). Plant taxonomy, ministry of higher education and scientific research. Baghdad University, (1st ed.), Baghdad.

Al-Rawi, A., & Chakaravarty, H. (1988). Medicinal plants of Iraq. 2nd. Ministary of Agriculture and Irrigation. Baghdad, Iraq.

Alsamarkandi, N. (1985). Principles of drugs composition (Esool Tarkeeb Aladwaii)-investigated by Neglai Fathi. University of Baghdad Publication (Center for the Revival of Arab Scientific Heritage), Baghdad, 23-46.

Amin, H. I. M., Ibrahim, M. F., Hussain, F. H., Sardar, A. S., & Vidari, G. (2016). Phytochemistry and ethnopharmacology of some medicinal plants used in the Kurdistan region of Iraq. Natural Product Communications, 11.

Bryant, R. B., Veith, T. L., Feyereisen, G. W., Buda, A. R., Church, C. D., Folmar, G. J., Schmidt, J. P., Dell, C. J., & Kleinman, P. J. (2011). US department of agriculture agricultural research service Mahantango Creek Watershed, Pennsylvania, United States: Physiography and history. Water Resources Research, 47.

Chiej, R. (1984). The Macdonald encyclopedia of medicinal plants. MacDonald & Co. Ltd, London.

Goodwin, T. W. (1976). Chemistry and biochemistry of plant pigments, Academic Press.

Guil-Guerrero, J., Maroto, F. G., & Gimenez, A. G. (2001). Fatty acid profiles from forty-nine plant species that are potential new sources of γ-linolenic acid. Journal of the American Oil Chemists’ Society, 78, 677-684.

Harborne, A. (1998). Phytochemical methods a guide to modern techniques of plant analysis, Springer Science & Business Media.

Honda, G., Yeşilada, E., Tabata, M., Sezik, E., Fujita, T., Takeda, Y., Takaishi, Y., & Tanaka, T. (1996). Traditional medicine in Turkey VI. Folk medicine in West Anatolia: Afyon, Kütahya, Denizli, Muğla, Aydin provinces. Journal of Ethnopharmacology, 53, 75-87.

Hussain, F. H. S., Ahamad, J., & Osw, P. S. (2019). A Comprehensive Review on Pharmacognostical and Pharmacological Characters of Anchusa azurea. Advances in Medical, Dental and Health Sciences, 2.

Kazuma, K., Takahashi, T., Sato, K., Takeuchi, H., Matsumoto, T., & Okuno, T. (2000). Quinochalcones and flavonoids from fresh florets in different cultivars of Carthamus tinctorius L. Bioscience, Biotechnology, and Biochemistry, 64, 1588-1599.

Khalil, Y. (1979). Old Arab Medicine and Pharmacy. Baghdad university Library publication, 9-57.

Khare, C. (2007). Indian medicinal plants. Springer-Verlag Berlin: Heidelberg.

Kraft, K. (2009). Complementary/Alternative Medicine in the context of prevention of disease and maintenance of health. Preventive Medicine, 49, 88-92.

Kuruüzüm‐Uz, A., Güvenalp, Z., Kazaz, C., Salih, B., & Demirezer, L. Ö. (2010). Four new triterpenes from Anchusa azurea var. azurea. Helvetica Chimica Acta, 93, 457-465.

López‐Martínez, J. C., Campra‐Madrid, P., Rincón‐Cervera, M. Á., & Guil‐Guerrero, J. L. (2005). Ecological and simultaneous seed oil extraction/saponification/γ‐linolenic acid concentration. European Journal of Lipid Science and Technology, 107, 180-186.

M Amin, H. I., Hussain, F. H., Gilardoni, G., Thu, Z. M., Clericuzio, M., & Vidari, G. (2020). Phytochemistry of Verbascum species growing in Iraqi Kurdistan and Bioactive Iridoids from the flowers of Verbascum calvum. Plants, 9, 1066.

Mabry, T., Markham, K. R., & Thomas, M. B. (2012). The systematic identification of flavonoids, Springer Science & Business Media.

Members, E. W. G. (2009). EFSA Compendium of botanicals that have been reported to contain toxic, addictive, psychotropic or other substances of concern. EFSA Supporting Publications, 6, 281R.

Osw, P., Hussain, F., Gozzini, D., & Vidari, G. (2017). GC-MS determination and identification of eleven fatty acids in triglycerides isolated from the seeds of traditional Kurdish medicinal plant Anchusa azurea Mill. Eurasian Journal of Science and Engineering, 3, 230-240.

Osw, P. S., & Hussain, F. H. (2020). Inductively coupled plasma-optical emission spectrometric determination of some elements from Anchusa azurea mill. collected in Iraqi Kurdistan Region. Eurasian Journal of Science & Engineering, 6, 21-30.

Rios, J., Recio, M., & Villar, A. (1987). Antimicrobial activity of selected plants employed in the Spanish Mediterranean area. Journal of Ethnopharmacology, 21, 139-152.

Saad, B., Azaizeh, H., Abu-Hijleh, G., & Said, O. (2006). Safety of traditional Arab herbal medicine. Evidence-Based Complementary and Alternative Medicine, 3.

Tripathi, L., & Tripathi, J. N. (2003). Role of biotechnology in medicinal plants. Tropical Journal of Pharmaceutical Research, 2, 243-253.

Tutin, T. G., Heywood, V. H., Burges, N. A., & Valentine, D. H. (1964). Flora Europaea: Plantaginaceae to Compositae (and Rubiaceae). Cambridge University Press.

Valgas, C., Souza, S. M. D., Smânia, E. F., & Smânia Jr, A. (2007). Screening methods to determine antibacterial activity of natural products. Brazilian Journal of Microbiology, 38, 369-380.

Yeşilada, E., Honda, G., Sezik, E., Tabata, M., Fujita, T., Tanaka, T., Takeda, Y., & Takaishi, Y. (1995). Traditional medicine in Turkey. V. Folk medicine in the inner Taurus Mountains. Journal of Ethnopharmacology, 46, 133-152.