Biotransformation of ethyl p-methoxycinnamate from Kaempferia galanga L. using Aspergillus niger

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Research Paper 01/07/2013
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Biotransformation of ethyl p-methoxycinnamate from Kaempferia galanga L. using Aspergillus niger

Nor Hazwani Mohd Hasali, Muhammad Nor Omar, Ahmad Muzammil Zuberdi, Helmi Yousif AlFarra
Int. J. Biosci.3( 7), 148-155, July 2013.
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Abstract

Studies were carried out on the extraction of the rhizome of Kaempferia galanga L. using steam distillation and supercritical fluid extraction (SFE). After purification, the major compound of the K. galanga L. extract, ethyl p-methoxycinnamate (EPMC) was identified by NMR and MS spectrometry. Biotransformation of EPMC using Aspergillus niger afforded ethyl p-hydroxycinnamate in 24% yield.

VIEWS 24

Achuthan CR,  Padikkala J. 1997. Hypolipidemic effect of Alpinia galanga (Rasna) and Kaempferia galangal (Kachoori). Indian Journal of Clinical Biochemistry 12, 55-58. http://dx.doi.org/10.1007/BF02867956

Barbosa-Filho JM, Lima CSA, Amorim ELC, de Sena KXFR, Almeida JRGS, da-Cunha EVL, Silva MS, de Fatima Agra M, Braz-Filho R. 2004. Botanical study, phytochemistry and antimicrobial activity of Tabebuia aurea. Revista Internacional de Botanica Experimental 53, 221-228.

Choochote W, Kanjanapothi D, Panthanga A, Taesotikul T, Jitpakdi A, Chaithong U, Pitasawat B. 1999. Larvicidal and repellent effects of Kaempferia galanga. The Southeast Asian Journal of Tropical Medicine and Public Health 30, 470-476.

Choudhary MI, Musharraf SG, Sami A, Atta-ur-Rahman. 2004. Microbial Transformation of (-)-Ambrox and Sclareolide. Helvetica Chimica Acta 87, 2685-2694. http://dx.doi.org/10.1002/hlca.200490238

De Abreu MB, Piaz FD, Temraz A, De Tommasi N, Braca A. 2010. Cyclobutane dimer iridoids from Tabebuia argentea Britt. (Bignoniaceae). Planta Medica 76, SL 56. http://dx.doi.org/10.1055/s-0030-1264294

De Pooter HL, Omar MN, Coolseat BA, Schamp NM. 1985. The essential oil of Greater Galanga (Alpinia galanga) From Malaysia. Phytochemistry 24, 93-96. http://dx.doi.org/10.1016/S0031-9422(00)80814-6

Ekowati J, Rudyanto M, Sasaki S, Budiati T, Sukardiman, Hermawan A, Meiyanto E. 2010. Structure modification of Ethyl-p methoxycinnamate isolated from Kaempferia Galanga L. and cytotoxicity Assay of the products on WiDr Cells. Indonesian Journal of Cancer Chemoprevention 1, 12-18.

Gouiric SC, Feresin GE, Tapia AA, Rossomando PC, Schmeda-Hirschmann G, Bustos DA. 2004. –Dihydroxydehydroabietic acid, a new biotransformation product of dehydroabietic acid by Aspergillus niger. World Journal of Microbiology & Biotechnology 20, 281–284. http://dx.doi.org/10.1023/B:WIBI.0000023834.60165.79

Kanjanapothi D, Panthong A, Lertprasertsuke N, Taesotikul T, Rujjanawate C, Kaewpinit D, Sudthayakorn R, Choochote W, Chaithong U, Jitpakdi A, Pitasawat B. 2004. Toxicity of crude rhizome extract of Kaempferia alanga L. (Proh Hom). Journal of Ethnopharmacology 90, 359-365. http://dx.doi.org/10.1016/j.jep.2003.10.020

Liu B, Liu F, Chen C, Gao H. 2010. Supercritical carbon dioxide extraction of ethyl p methoxycinnamate from Kaempferia galanga L. rhizome and its apoptotic induction in human HepG2 cells. Natural Product Research 24, 1927-1932. http://dx.doi.org/10.1080/14786419.2010.490913

Omar MN, Razman S, Nor-Nazuha MN, Muhammad-Nazreen MN, Zuberdi AM. 2013. Supercritical Fluid Extraction (SFE) of Malaysian Wild Ginger Zingiber puberulum Inflorescence. Oriental Journal of Chemistry 29, 89-92.

Othman R, Ibrahim H, Mohd MA, Awang K, Gilani AV, Musthafa MR. 2002. Vaso Relaxant Effect of Kaempferia galanga on Smooth Muscles of Rat Aorta. Planta Medica 68, 655–657. http://dx.doi.org/10.1055/s-2002-32900

Othman R. 1998. Chemical and Pharmacological studies on chemical constituent of Kaempferia Galanga L. Master’s thesis, University of Malaya. Malaysia.

Samsudin MW, Omar MN, Din L. 1989. Studies on the essential oils from Zingiber officinale, Alpinia galanga and Kaemferia galanga (Zingiberaceae) grown in Malaysia. In Othman M, ed. Research and Development in Physical and Applied Sciences. Bangi, Selangor, Malaysia, Penerbit Universiti Kebangsaan Malaysia, 153-160.

Schmeda-Hirschmann G, Aranda C, Kurina M, Rodriguez JA, Theoduloz C. 2007. Biotransformations of imbricatolic acid by Aspergillus niger and Rhizopus nigricans cultures. Molecules 12, 1092-1100. http://dx.doi.org/10.3390/12051092

Srivastava S, Luqman S, Fatima A, Darokar MP, Negi AS, Kumar JK, Shanker K, Chanotiya CS, Tandon S, Khanuja SPS. 2008. Biotransformation of Artemisinin Mediated through Fungal Strains for Obtaining Derivatives with Novel Activities. Scientia Pharmeceutica 77, 87–95. http://dx.doi.org/10.1038/npre.2012.6925.1

Vimala S, Norhanom AW, Yadav M. 1999. Anti-tumour promoter activity in Malaysian ginger rhizobia used in traditional medicine. British Journal of Cancer 80, 110-116. http://dx.doi.org/10.1038/sj.bjc.6690329

Wang Y, Tan TK, Tan GK, Connolly JD, Harrison LJ. 2009. Microbial transformation of the sesquiterpenoid (−)-maaliol by Mucor plumbeus. Tetrahedron 65, 5680-5683. http://dx.doi.org/10.1016/j.tet.2009.05.035