ISOLATION OF BIOACTIVE COMPOUND OF MICHELIA CHAMPACA L. BARK AND ITS ACTIVITY TEST USING MECHANISM-BASED YEAST BIOASSAY
DOI:
https://doi.org/10.22159/ajpcr.2016.v9i5.12856Abstract
Objectives: This study aimed to isolate the active compound of Michelia champaca L. bark and test its activity using mechanism-based yeast bioassay.
Methods: The bark was extracted by methanol; fractionation was done by liquid-liquid extraction (LLE) using n-hexane, ethyl acetate, and water. The
activity of LLE fractions was tested by mechanism-based yeast bioassay. The most active fraction was then separated by vacuum liquid chromatography,
further separated by classical column chromatography and purified by recrystallization. The isolate was characterized by ultraviolet-visible, infrared
spectrophotometric method, nuclear magnetic resonance spectroscopy, and mass spectrometric method.
Results: The isolation process resulted in an isolate named MCET51. Characterization data showed that MCET51 was proved as liriodenine (C17H9NO3) with molecular weight 275 (m/z), an aporphine alkaloid. The activity assay showed that liriodenine was active against Saccharomyces cerevisiae strain 1140, 1353, and 1138 with IC12 values were 22.15±1.71, 24.76±0.56, and 7.02±1.85 μg/ml, respectively.
Conclusions: It can be concluded that M. champaca L. bark contained liriodenine which was active both as topoisomerase I inhibitor and
topoisomerase II inhibitor.
Keywords: Michelia champaca L., Topoisomerase inhibitor, Mechanism-based yeast bioassay, Liriodenine.
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References
Heyne K. Indonesian beneficial plants. Tumbuhan Berguna Indonesia. Vol. II. Jakarta: Foundation of Sarana Wana Jaya; 1987. p. 758-64.
Kasahara Y, Hemmi S. Medicinal Herbs Indexs in Indonesia. 2nd ed. Jakarta: Eisai Indonesia; 1995. p. 5-6.
Khan MR, Kihara M, Omoloso AD. Antimicrobial activity of Michelia champaca. Fitoterapia 2002;73(7-8):744-8.
Raja S, Koduru R. A complete profile on Michelia champaca-traditional uses, pharmacological activities and phytoconstituents. Int J Pharm Res Scholars 2014;3(2):496-504.
Gupta S, Mehla K, Chauhan D, Nair A. Anti-inflammatory activity of leaves of Michelia champaca investigated on acute inflammation induced rats. Lat Am J Pharm 2011;30(4):819-22.
Dhanalaksmi M, Jayasree T, Shaik S. Antiarthritic activity of leaves of Michelia champaca L. By complete Freund’s adjuvant. Int J Pharm Technol 2012;4(3):4607-15.
Taprial S, Kashyap D, Mehta V, Kumar S, Kumar D. Antifertility effect of hydroalcoholic leaves extract of Michelia champaca L.: An ethnomedicine used by Bhatra women in Chhattisgarh state of India. J Ethnopharmacol. 2013;147:671-5.
Shanbhag T, Kodidela S, Shenoy S, Amuthan A, Kurra S. Effect of Michelia champaca Linn flowers on burn wound healing in Wistar rats. Int J Pharm Sci Rev Res 2011;7(2):112-5.
Jaishree V, Shabna V. A comparatif study of in vitro antioxidant and DNA damage protection of soxhlet vs microwave assisted extracts of Michelia champaca Linn flowers. Indian J Nat Prod Resour 2011;2(3):330-4.
Ananthi T, Chitra M. Screening of in vitro anti-inflammatory activity of Michelia champaca Linn. flower. Asian J Pharm Clin Res 2013;6 Suppl 5:71-2.
Ananthi T, Barvin IJ, Chitra M. Antihyperlipidemic activity of Michelia champaca L. in triton WR 1339 induced albino rats. Int J PharmTech Res 2014;6(4):1368-73.
Ananthi T, Chitra M, Aruna B. In-vitro anticancer activity of Michelia champaca L. flowers against Ehrlich ascites carcinoma cell line. Int J Pharma Bio Sci 2014;5(4):357-63.
Mullaicharam AR, Kumar MS. Effect of Michelia champaca Linn on pylorus ligated rats. J Appl Pharm Sci 2011;01(02):60-4.
Monteiro MC, Leptokarydis IH, Silva GH, da Silva VC, Bolzani VS, Young MC, et al. Constituintes quimicos isolados dos caules de Michelia champaca L. (Magnoliaceae). Ecl Quim 2007;32(3):13-8.
Jacobson U, Kumar V, Saminathan S. Sesquiterpene lactones from Michelia champaca. Phytochemistry 1995;39(4):839-43.
Ahmad H, Mishra A, Gupta R, Saraf SA. Determination of quercetin in Michelia champaca L. (Champa) leaves and stem bark by HPTLC. Int J Pharm Bio Sci 2011;2(4):388-97.
Huang CT, Chen SJ, Wu HM, Kang YF, Chen HL, Li WJ, et al. Chemical constituent of the stems of Michelia champaca. Chem Nat Compd 2014;50(6):1047-9.
Singh S, Das T, Awasthi M, Pandey VP, Pandey B, Dwivedi UN. DNA topoisomerase directed anti-cancerous alkaloids: ADMET-based screening, molecular docking and dynamics simulation. Biotechnol Appl Biochem 2016;63(1):125-37.
Rogojina AT, Li Z, Nitiss KC, Nitiss JL. Using yeast tools to disect the action of anticancer drugs: Mechanism of enzyme inhibition and cell killong by agents targeting DNA topoisomerases. In: Nitiss JL, Heitman J, editors. Yeast as Tool in Cancer Research. Dordrecht: Springer; 2007. p. 409-27.
Gunatilaka AA, Kingston DG. DNA-damaging natural product with potential anticancer activity. In: Atta-ur-Rahman, editor. Studies in
Natural Products Chemistry. Vol. 20. Amsterdam: Elsevier Science BV; 1998. p. 457-505.
Zuhrotun A, Suganda AG, Wirasutisna KR, Wibowo MS. Anticancer screening of selected Apocynaceae, Simaroubaceae and Magnoliaceae of Indonesian plants using mechanism-based yeast bioassay. Int J Pharm Sci Rev Res 2015;35(2):90-4.
Gunatilaka AA, Samaranayake G, Kingston DG, Hoffmann G, Johnson RK. Bioactive ergost-5-ene-3β,7α-diol derivative from Pseudobersama mossambicensis. J Nat Prod 1992;55(11):1648-54.
Subong BJ, Primavera KH. Antitumor potential, anticancer property and phycochemical screening of Padina minor Yamada extracts. Int. J Pharm Sci Rev Res 2012;13(1):34-7.
Betina V. Bioautography in paper and thin-layer chromatography and its scope in the antiriotic field. J Chromatogr 1973;78(1):41-51.
Choma IM, Grzelak EM. Bioautography detection in thin-layer chromatography. J Chromatogr A 2010;12(18):2684-91.
de la Cruz Chacón I, González-Esquinca AR. Liriodenine alkaloid in annona diversifolia during early development. Nat Prod Res 2012;26(1):42-9.
Skoog DA, Holler FJ, Nieman TA. Principles of Instrumental Analysis. 5th ed. Florida: Harcourt Brace & Company; 1998.
Ogura M, Cordell GA, Fransworth NR. Anticancer sesquiterpene lactones of Michelia compressa (Magnoliaceae). Phytochemistry 1978;17:957-61.
Woo SH, Reynolds MC, Sun NJ, Cassady JM, Snapka RM. Inhibition of topoisomerase II by liriodenine. Biochem Pharmacol (Amsterdam, Neth.) 1997;54:467-73.
Nematollahi A, Aminimoghadamfarouj N, Wiart C. Design and modeling studies on liriodenine derivatives as novel topoisomerase II inhibitors. Int J ChemTech Res 2011;3(3):1622-7.
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