Quantification of betulinic, oleanolic and ursolic acid as medicinally important triterpenoids in wild and in vitro callus culture of Salvia sahendica (Lamiaceae): a comparative study

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Research Paper 01/01/2015
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Quantification of betulinic, oleanolic and ursolic acid as medicinally important triterpenoids in wild and in vitro callus culture of Salvia sahendica (Lamiaceae): a comparative study

Ahad Hedayati, Mohammad Hossein Mirjalili, Javad Hadian
J. Bio. Env. Sci.6( 1), 327-332, January 2015.
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Abstract

In the present study, quantitative determination of betulinic acid (BA), oleanolic acid (OA) and ursolic acid (UA) as well-known medicinal pentacyclic triterpenoids was simultaneously carried out in wild and in vitro callus culture of Salvia sahendica Boiss. Buhse (Lamiaceae) by reverse-phase high performance liquid chromatography (HPLC). The plant is an endemic medicinal species which is growing in the northwest of Iran. Callus induction (100%) was achieved from young leaf and intermodal explants cultured on Murashige and Skoog (MS) supplemented with 1.0 mg/L 2,4-dichlorophenoxy acetic acid (2,4-D) and 0.5 mg/L 6-benzylaminopurine (BAP). Our results revealed that the content of BA, OA and UA in the aerial parts of wild S. sahendica was 15.05, 645.93 and 112.92 mg per 100g dry weight (DW) (standard deviation: 0.73-3.0), respectively while their content in callus culture of the plant were 17.28, 126.27 and 121.59 mg per 100g DW (standard deviation: 1.6-3.2), respectively. Our findings show the merit of in vitro callus culture of S. sahendica for production of medicinally important triterpenoids. It can be also provide an ample opportunity to take this plant for extensive research for mass cultivation on plants and enhanced the production of these compounds through different biotechnological strategies like cell suspension cultures and large scale cultivation in bioreactor system.

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Ali MS, Ibrahim SA, Jalil S, Choudhary MI. 2007. Ursolic acid: a potent inhibitor of superoxides produced in the cellular system. Phytotherapy Research 21, 558–561.

Ayatollahi AM, Ghanadian M, Afsharypour S, Abdella OM, Mirzai M, Askari GH. 2011. Pentacyclic triterpenes in Euphorbia microsciadia with their T-cell proliferation activity. Iranian Journal of Pharmaceutical Research 10, 287–294.

Bakhtiar Z, Mirjalili MH, Sonboli A, Moridi- Farimani M, Ayyari M. 2014. In vitro propagation, genetic  and  phytochemical  assessment  of  Thymus persicus–a medicinally important source of pentacyclic triterpenoids. Biologia 69(5), 594-603.

Begum S, Siddiqui SBS, Khatoon R, Aftab F. 2014. Phytochemical   studies   on   Syzygium aromaticum Linn. Journal of the Chemical Society of Pakistan 36, 512–516.

Esmaeili MA, Sonboli A, Kanani MR, Sadeghi H. 2009. Salvia sahendica prevents tissue damages induced by  alcohol  in  oxidative  stress  conditions: effect  on liver  and  kidney  oxidative  parameters. J Med Plant Res 3(4), 276–283

Farina C, Pinza M, Pifferi G. 1998. Synthesis and anti-ulcer activity of new derivatives of glycyrrhetic, oleanolic and ursolic acids. Farmaco 53, 22–32.

Ghaffari-Moghaddam M, Ahmad FBH, Samadzadeh-Kermani A. 2012. Biological activity of betulinic acid: a review. Pharmacology & Pharmacy 3, 119-123.

Hedge A. 1982. Labiateae (Salvia). In: Flora Iranica, Rechinger, K.H. (Ed.). Vol 150, Akademische drucku Verlangsanstalt, Graz Austria, ISBN: 3-201-00728-5, pp: 403-476.

Jäger S, Trojan H, Kopp T, Laszczyk MN, Scheffler A. 2009 Pentacyclic triterpene distribution in various plants-rich sources for a new group of multi-potent plant extracts. Molecules 14, 2016–2031.

Liu J. 1995. Pharmacology of oleanolic and ursolic acid. Journal of Ethnopharmacology 49, 57–68.

Liu J. 2005. Oleanolic acid and ursolic acid: research perspectives. Journal of Ethnopharmacology 100, 92–94.

Lotfipour F, Samiee M, Nazemiyeh H. 2007. Evaluation of the antibacterial activity of Salvia sahendica and Phlomis caucasica. Pharmaceutical Sciences. Journal of Faculty of Pharmacy, Tabriz University of Medical Sciences 1, 29-34.

Mendes E, Marco JL, Rodríguez B, Jimeno ML, Lobo AM, Prabhakar S. 1989. Diterpenoids from Salvia candelabrum. Phytochemistry 28, 1685–1690.

Mozaffarian V. 1990. A Dictionary of Iranian Plant Names, Farhang Moaser, Tehran, Iran p. 190

Murashige T, Skoog F. 1962. A revised medium for rapid growth and bioassays with tobacco tissue cultures. Physiol. Plant 15, 473–497.

Neto CC. 2007. Cranberry and its phytochemicals: a review of in vitro anticancer studies. Journal of Nutrition 137, 186–193.

Pertino MW, Lopez C, Theoduloz C, Schmeda-Hirschmann G. 2013. 1,2,3-Triazole-substituted oleanolic acid derivatives: synthesis and antiproliferative activity. Molecules 18, 7661–7674.

Radwan AA, Alanazi KF. 2014. Design and Synthesis of New Cholesterol Conjugated 5-Fluorouracil: A Novel Potential Delivery System for Cancer Treatment. Molecules 19, 13177-13187

Razboršek MI, Voncina DB, Dolecek V, Voncina E. 2008. Determination of oleanolic, betulinic and ursolic acid in Lamiaceae and mass spectral fragmentation of their trimethylsilylated derivatives. Chromatographia 67, 433–440.

Rechinger, KH. 1982. Labiateae in: Flora iranica, No. 150, Akademische Druch-u Verlagsantant Austria.

Salehi P, Sonboli A, Nejad-Ebrahimi S, Yousefzadi M. 2004. Essential oil composition and antimicrobial activity of Salvia sahendica Boiss & Buhse. in different phenological stage. Iranian Journal of Pharmaceutical Research 3, 91.

Santos-Gomes P C, Seabra R M, Andrade P B, Fernandes-Ferreira M. 2002. Phenolic antioxidant compounds produced byin vitroshoots of sage (Salvia officinalisL.). Plant Sci 162, 981-987.

Shaerzadeh F, Zeighamy-Alamdary S, Esmaeili ME, Namazi-Sarvestani N, Khodagholi F. 2011. Neuroprotective effect of Salvia sahendica is mediated by restoration of mitochondrial function and inhibition of endoplasmic reticulum stress. Nurochem Res 36, 2216-2226.

Srivastava P, Chaturvedi R. 2010. Simultaneous determination and quantification of three pentacyclic triterpenoids (betulinic acid, oleanolic acid, and ursolic acid) in cell cultures of Lantana camara L., In Vitro Cell Dev. Biol. Plant 46, 549-557.

Tan N, Kaloga M, Radtke OA, Kiderlen AF, Oksuz S, Ulubelen A, Kolodziej H. 2002. Abietane diterpenoids and triterpenoic acids from Salvia cilicica and their antileishmanial activities. Phytochemistry 61, 881–884.

Tezuka Y, Stampoulis P, Banskota AH, Awale S, Tran KQ, Saiki I, Kadota S. 2000. Constituents of the Vietnamese medicinal plant Orthosiphon stamineus. Chemical and Pharmaceutical Bulletin 48, 1711–1719.

Wang H, Wang Z, Gio W. 2008. Comparative determination of ursolic acid and oleanolic acid of Macrocarpium officinalis (Sieb. et Zucc.) Nakai by RP-HPLC. Ind. Crops Prod 28, 328-332.

Zhang W, Men X, Lei P. 2014. Review on anti- tumor effect of triterpene acid compounds. Journal of Cancer Research and Therapeutics 10, 14–19.

Zhang Z, ElSohly HN, Jacob MR, Pasco DS, Walker LA, Clark AM. 2002. New indole alkaloids from  the  bark  of  Nauclea  orientalis.  Journal  of Natural Products 64, 1001–1005.