Antimicrobial Flavonoids from Artocarpus anisophyllus Miq. and Artocarpus lowii King
DOI:
https://doi.org/10.11113/jt.v71.2699Keywords:
Antimicrobial activity, flavonoids, Artocarpus anisophyllus, Artocarpus lowiiAbstract
Antimicrobial activities of flavonoids isolated from the leaves and heartwoods of Artocarpus anisophyllus Miq. and Artocarpus lowii King were evaluated. Gram positive bacteria (Staphylococcus aureus and Bacillus cereus), Gram negative bacteria (Escherichia coli and Pseudomonas putida) and fungi (Candida albicans and Candida glabrata) were used in this study. Disc diffusion method was used as the qualitative assay while minimum inhibitory concentration and minimum microbicidal concentration methods were used as the quantitative assays. Artocarpin (8) showed strong antimicrobial activity towards all bacteria with inhibition zone diameter more than 11 mm and minimum microbicidal concentration value of 0.45 mg/mL. Isobavachalcone (3) exhibited strong antibacterial activity towards Gram positive bacteria with minimum microbicidal concentration value of 0.45 mg/mL. The findings of this study revealed that the isolated flavonoids from A. anisophyllus and A. lowii have potential to be developed as antimicrobial agents.
References
D. A. Okoth, H. Y. Chenia, N. A. Koorbanally. 2013. Antibacterial and antioxidant activities of flavonoids from Lannea alata (Engl.) Engl. (Anacardiaceae). Phytochemistry Letter. 6: 476–481.
K. W. Lin, C. H. Liu, H. Y. Tu, H. H. Ko, B. H. Wei. 2009. Antioxidant prenylflavonoids from Artocarpus communis and Artocarpus elasticus. Food Chemistry. 115: 558–562.
S. C. Fang, C. L. Hsu, G. C. Yen. 2008. Anti-inflammatory Effects of Phenolic Compounds Isolated from the Fruits of Artocarpus heterophyllus. Journal of Agricultural and Food Chemistry. 56: 4463–4468.
J. P. Ma, X. Qiao, S. Pan, H. Shen, G. F Zhu., A. J. Hou. 2010. New Isoprenylated Flavonoids and Cytotoxic Constituents from Artocarpus tonkinesis. Journal of Asian Natural Product Research. 12: 585–592.
E. T. Arung, K. Shimizu, R. Kondo. 2006. Inhibitory Effect Of Isoprenoid Substituted Flavonoids Isolated from Artocarpus Heterophyllus on Melanin Biosynthesis. Planta Medica. 72: 847–850.
A. D. Buss, and M.S. Butler. (Ed.) 2010. Natural Product Chemistry for Drug Discovery. Cambridge; RSC Publishing, 40–41.
K. D. Toit, E. E. Elgorashi, S. F. Malan, D. A. Mulholland, S. E. Drewes, J. V. Staden. 2007. Antibacterial activity and QSAR of Homoisoflavanone Isolated from Six Hyancinthaceae Species. South African Journal of Botany. 73: 236–241.
H. Tsuchiya, M. Sato, T. Mizayaki, S. Fujiwara, S. Tanigaki, M. Ohyama, T. Tanaka, M. Iinuma. 1996. Comparative study on the Antibacterial Activity of Phytochemical Flavanones Against Methicillin Resistant Staphylococcus aureus. Journal of Ethnopharmacology. 50: 27–34.
S. Yin, C Q. Fan, Y. Wang, L. Dong, J M. Yue. 2004. Antibacterial prenylflavone derivatives from Psoralea coryfolia, and Their Structure Activity Relationship Study. Bioorganic and Medicinal Chemistry. 12: 4387–4392.
H.P. Avila, E. F. A. Smania, F. D. Monache, A. J. Smania. 2008. Structure activity relationship of antibacterial chalcone. Bioorganic and Medicinal Chemistry. 16: 9790–9794.
X. L. Liu, Y. J. Xu, M. L. Go. 2008. Functionalized chalcones with basic functionalities have antibacterial activity against drug sensitive Staphylococcus aureus. Europian Journal of Medicial Chemistry. 43:1681–1687.
S. Jamil, H. M. Sirat, I. Jantan, N. Aimi, M. Kitajama. 2008. A New Prenylated Dihydrochalcone from the Leaves of Artocarpus lowii. Journal of Natural Medicine. 62: 321–324.
B.T. Ngadjui, B.M. Abegaz, E. Dongo, H. Tamboue, K. Fogue. 1998. Geranylated and Prenylated Flavonoids from the Twigs of Dostenia manii. Phytochemistry 48:349–354.
B.M Abegaz B.T. Ngadjui, E. Dongo, H. Tamboue. 1998. Prenylated Chalcones and Flavones from the Leaves of Dorstenia kameruniana. Phytochemistry 49:1147–1150.
I.C. Parsons, A.I Gray, P.G. Waterman. 1993. New Triterpenes and Flavonoids from the Leaves of Bosistoa brasii. Journal of Natural Product. 56(1): 46–53.
K. Likhitwitayawuid, S. Chaiwiriyaa, B. Sritularaka, V. Lipipnb. 2006. Antiherpetic Flavones from the Heartwood of Artocarpus gomeizianus. Chemistry and Biodiversity. 3: 1138–1143.
N. Hashim, M. Rahmani, M.A. Sukari, A.M. Ali, N.B. Alitheen, R. Go, H.B.M. Ismail. 2010. Two New Xanthones from Artocarpus obtusus. Journal of Asian Natural Product Research. 12(2): 106–112.
Y. Hano, S. Aida, M. Shiina, T. Nomura, T. Kawaii, H. Ohe, K. Kagei. 1989. Artonins A and B, Two New Prenylflavones from the Root Bark of Artocarpus heterophyllus Lamk. Heterocycles. 29: 1447–1453.
S. Moreno, T. Scheyer, C. S. Romano, A. A. Vojnov. 2006. Antioxidant and Antimicrobial Activities of Rosemary Extracts Linked to Their Polyphenol Composition. Free Radical Reserch. 40: 223–231.
C. M. Mann and J. L. Markham. 1998. A New Method for Determining the Minimum Inhibitory Concentration of Essential Oils. Journal of Applied Microbiology. 84:538–544.
F. J. B., Marcal, D. A. G. Cortez, T. U. Nakamura, C. V. Nakamura and B. P. D. Filho. 2010. Activity of the Extracts and Neolignans from Piper regnellii against Methicillin-Resistant Staphylococcus aureus (MRSA). Molecules. 15: 2060–2069.
J. B. Harborne and C. A. Williams. 2000. Advances in Flavonoid Research Since 1992. Phytochemistry. 55: 481–504.
Y. S. Chi, H. G. Jong, K. H. Son, H. W. Chang, S. S. Kang, H. P. Kim. 2001. Effect of naturally occurring prenylated flavonoids on enzyme metabolizing arachidonic acid: cyclogenases and lipoxygenases. Biochem Pharmacol. 62: 1185–91.
H. Y. Sohn, K. H. Son, C. S. Kwon, G. S. Kwon, S. S. Kang. 2004. Antimicrobial and Cytotoxic Activity of 18 Prenylated Flavonoids Isolated from Medicinal Plants: Morus alba, Morus mangolica, Broussnetia papyrifera, Sophora flavescens and Echinosophora koreensis. Phytomedicine. 11:666–672.
T. Wu, M. He, X. Zang, Y. Zhou, T. Qiu, S. Pan, X. Xu. 2013. A Structure Activity Relationship Study of Flavonoids as Inhibitors of E. coli by Membrane Interaction Effect. Biochimica et Biophysica Acta. 1828: 2751–2756.
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