Resorcinol Compounds Isolated form the Bark of Myristica fatua Houtt.

Megawati Megawati, ahmad Darmawan

Abstract


Myristica fatua Houtt. is one of the endemic plants growth in Wallace region. Isolation of the secondary metabolite compounds from the ethyl acetate fraction of the bark of Myristica fatua Houtt. has been done using some chromatography techniques afforded two resorcinol compounds, malabaricone C (1),  and malabaricone B (2). The structures of 1-2 were determined using spectroscopic techniques, including mass spectrometry, 1D-NMR and 2D-NMR. Both compounds showed in vitro cytotoxic activity against the breast carcinoma cancer cell lines MCF-7 using alamar blue assay method, with IC50 of 2.38 and 0.71 μg/mL, respectively. 


Keywords


Myristica fatua Houtt., resorcinol, malabaricone B, malabaricone C, cytotoxic

Full Text:

PDF

References


Calliste CA., Kozlowski D.,Duroux JL., Champavier Y., Chulia AJ., Trouillas P., 2010. A new antioxidant from wild nutmeg.Food Security 118: 489-496.

Chong YM., Yin WF., Ho CY., Mustafa MR., Hadi AHA., Awang K., Narrima P., Koh C-L., Appleton DR., Chan K-G., 2011.Malabaricone C from Myristica cinnamomea exhibits anti-quorum sensing activity. J. Nat. Prod. 74: 2261-2264.

Cooray NF., Jansz ER., Wimalasena S., Wijesekera TP., Nair BM., 1987. Acylresorcinols from seed kernels of Myristica dactyloides.Phytochemistry, 26(12): 3369-3371.

Cuong TD., Hung TM., Na MK., Ha DT., Kim JC., Lee D., Ryoo SW., Lee JH., Choi JS., Min BS., 2011. Inhibitory effect on NO production of phenolic compounds from Myristica fragrans.Bioorg. Med. Chem. Lett. 21: 6884-6887.

Zachariah TJ., Leela NK., Maya KM., Mathew PA., Vipin TM., Krishnamoorthy B., 2008.Chemical composition of leaf oils of Myristica beddomeii (King), Myristica fragrans (Houtt.) and Myristica malabarica (Lamk.).J. of Spices and Aromatic Crops. 17(1): 10-15

Lim TK. 2012. Edible Medicinal And Non-Medicinal Plants: Volume 3, Fruits. Springer Netherlands. pp.572-574.

Nemethy EK., Lago R., Hawkins D., Calvin M., 1986. Lignans of Myristica otoba.Phytochemistry, 25(4): 959-960.

Woo WS., Shin KH., Wagner H., Lotter H., 1987. The structure of macelignan from Myristica fragrans. Phytochemistry, 26(5): 1542-1543.

Kumar NS., Herath HMWB., Karunaratne V., 1988. Arylalkanones from Myristica dactyloides.,Phytochemistry, 27(2): 465-468.

Hada S., Hattori M., Tezuka ., Kikuchi T., Namba T., 1988. New neolignans and lignans from the aril of Myristica fragrans. Phytochemistry, 27(2): 563-568.

Nakatani N., Ikeda K., Kikuzaki H., Kido M., Yamaguchi Y., 1988. Diaryldimethylbutane lignans from Myristica argentea and their antimicrobial action against Streptococcus mutans. Phytochemistry, 27(10): 3127-3129.

Herath HMTB., Priyadarshin AMA., 1996. Two lignans and an aryl alkanone from Myristica dactyloides. Phytochemistry, 42(5): 1439-1442.

Herath HMTB., Priyadarshin AMA., 1997. Lignans from Myristica dactyloides. Phytochemistry, 44(4): 699-703.

Pham VC., Jossang A., Sevenet T.,, Bodo B., 2000. Cytotoxic acylphenols from Myristica maingayi.Tetrahedron, 56: 1707-1713.

Talukdar AC., Jain N., De S., KrishnamurtyH.G., 2000. H.G. Phytochemistry, 53: 155-157.

Pham VC., Jossang A.,, Sevenet T., Bodo B., 2002. Novel cytotoxic acylphenol dimers of Myristica gigantea; enzymantic synthesis of giganteones A and B.Tetrahedron, 58: 5709-5714.

Manjunatha BK., Mankani KL., Mukunda SK., Divakara R., Sridar BK., Paul K., 2011. Antioxidant and hepato protective effect of Myristica malabarica seed aril extracts on carbon tetrachloride induced hepatic damage.Global J. Biotech. Biochem., 6(1): 25-30.

Ragasa CY., Torres OB., Tongco JVV., Razal RA., Shen C-C., 2013. Resorcinols from Myristica philippensis Lam. J. Chem. Pharm. Res., 5(11): 614-616.

Cao G-Y., Yang X-W., Xu W., Li F., 2013.New inhibitors of nitric oxide production from the seeds of Myristica fragrans. Food Chem. Toxicol., 62: 167-171.

Cao G-Y., Xu W., Yang X-W., Gonzales FJ., Li F., 2015.New neolignans from the seeds of Myristica fragrans that inhibit nitric oxide production.Food Chem. 173: 231-237.

Acuna UM., Carcache PJB., Matthew S., de Blanco EJC., 2016.New acyclic bis phenylpropanoid and neolignans, from Myristica fragrans Houtt., exhibiting PARP-1 and NF-KB inhibitory effects. Food Chem. 202: 269-275.

Wahab SMA., Sivasothy Y., Liew SY., Litaudon M., Mohamad J., Awang K., 2016.Natural cholinesterase inhibitors from Myristica cinnamomea King. Bioorg. Med. Chem. Lett., 26: 3785-3792.

Pandey R., Mahar R., Hasanain M., Shukla SK., Sarkar J., Rameshkumar KB.,Kumar B., 2016.Rapid screening and quantitative determination of bioactive compounds from fruit extracts of Myristica species and their in vitro antiproliferative activity. Food Chem. 211:k’ 486-493.

Sivasothy Y., Yong L.K., Hoong L.K., Litaudon M., Awang K., 2016.A potent alpha-glucosidase inhibitor from Myristica cinnamomea King. Phytochemistry, 122: 265-269.

Gupta AD., Bansal VK., Babu V., Maithil N., 2013.Chemistry, antioxidant and antimicrobial potential of nutmeg (Myristica fragrans Houtt.). J. Gen. Eng. Biotech. 11: 25-31.

Chung JY., Choo JH., Lee MH., Hwang JK., 2006.Anticariogenic activity of macelignan isolated from Myristica fragrans (nutmeg) against Streptococcus mutans. Phytomedicine, 13: 261-266.

Olaleye MT., Akinmoladun AC., Akindahunsi AA., 2006.Antioxidant properties of Myristica fragrans (Houtt) and its effect on selected organs of albino rats.African J. Biotech. 5: 1274-1278.

Shazia M., Saba M., Jasmine F., Farhan K., Huma M., 2015.Anti-bacterial, anti-oxidant and cytotoxic potential of various extracts of Myristica fragrans. Int. J. Res. Ayurveda Pharm. 6(5): 643-648.

Viveka MR., Chandrashekar KR., 2016.Antioxidant and antibacterial activities ofMyristica fatua var. Magnifica (Beddome) Sinclair.Asian J. Pharm. Clin. Res. 9(4): 235-239.

Sonavane GS., Sarveiya VP., Kasture VS.,. Kasture SB., 2002. Anxiogenic activity of Myristica fragrans seeds. Pharm. Biochem. Behav. 71: 239-244.

Lopez V., Gerique J., Langa E., Berzosa C., Valero MS., Gomez-Rincon C., 2015.Antihelmintic effects of nutmeg (Myristica fragrans) onAnisakis simplex L3 larvae obtained from Micromesistius potassou.Res. Vet. Sci. 100: 148-152.

Jangid K., Jayakumar ND., Varghese SS., 2014. Achievable therapeutic effects of Myristica fragrans (nutmeg) on periodontitis A short review. Int. J. Pharm. Pharmaceutic. Sci. 6(5): 591-594.




DOI: http://dx.doi.org/10.14499/indonesianjpharm28iss2pp82

Refbacks

  • There are currently no refbacks.




Copyright (c) 2017 INDONESIAN JOURNAL OF PHARMACY

Creative Commons License
This work is licensed under a Creative Commons Attribution-ShareAlike 4.0 International License.

Indonesian J Pharm indexed by:

web
analytics View My Stats