Antioxidant, antimicrobial and tyrosinase inhibitory activities of xanthones isolated from artocarpus obtusus F.M. Jarrett

Molecules

Volumn 17, Issue 5, 2012, Pages 6071-6082

  Hashim, Najihah Mohd ^a,b   Rahmani, Mawardi ^a   Ee, Gwendoline Cheng Lian ^a   Sukari, Mohd Aspollah ^a   Yahayu, Maizatulakmal ^a   Amin, Muhamad Aizat Mohd ^a   Ali, Abd Manaf ^c   Go, Rusea ^a  

^a UNIVERSITY PUTRA MALAYSIA   (Malaysia)

^b UNIVERSITY OF MALAYA   (Malaysia)

^c UNIVERSITI SULTAN ZAINAL ABIDIN   (Malaysia)

Author keywords

Antimicrobial; Antioxidant; Antiproliferative; Artocarpus obtusus; Pyranocycloartobiloxanthone A; Tyrosinase inhibitory

Indexed keywords

ANTIINFECTIVE AGENT; ANTIOXIDANT; ENZYME INHIBITOR; MONOPHENOL MONOOXYGENASE; PLANT EXTRACT; XANTHONE DERIVATIVE;

ARTICLE; ARTOCARPUS; BACTERIUM; CHEMISTRY; DRUG ANTAGONISM; DRUG EFFECT; FUNGUS; IC 50; ISOLATION AND PURIFICATION;

ANTI-INFECTIVE AGENTS; ANTIOXIDANTS; ARTOCARPUS; BACTERIA; ENZYME INHIBITORS; FUNGI; INHIBITORY CONCENTRATION 50; MONOPHENOL MONOOXYGENASE; PLANT EXTRACTS; XANTHONES;

EID: 84861490028     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules17056071     Document Type: Article

References (35)

1. McChesney, J.D.; Venkataraman, S.K.; Henri, J.T. Plant natural products: Back to the future or into extinction. Phytochemistry 2007, 68, 2015-2022.
2. Narváez-Mastache, J.M.; Novillo, F.; Delgado, G. Antioxidant aryl-prenylcoumarin, flavan-3-ols and flavonoids from Eysenhardtia subcoriacea. Phytochemistry 2008, 69, 451-456.
3. Tadhani, M.B.; Patel, V.H.; Subash, R. In-vitro antioxidant activities of Stevia rebaudiana leaves and callus. J. Food Compos. Anal. 2007, 20, 323-329.
4. Kochummen, K.M.; Go, R. Moraceae. In Tree Flora Sabah and Sarawak; Ampang Press: Kuala Lumpur, Malaysia, 2000; pp. 181-212.
5. Jamil, S.; Sirat, H.M.; Jantan, I.; Aimi, N.; Kitajima, M. A new prenylated dihydrochalcone from the leaves of Artocarpus Iowii. J. Nat. Med. 2008, 62, 321-324.
6. Hakim, E.H.; Achmad, S.A.; Juliawaty, L.D.; Makmur, L.; Syah, Y.M.; Aimi, N.; Kitajima, M.; Takayama, H.; Ghisalberti, E.L. Prenylated flavonoids and related compounds of the Indonesian Artocarpus (Moraceae). J. Nat Med. 2006, 60, 161-184.
7. Khan, M.R.; Omoloso, A.D.; Kinara, M. Antibacterial activity of Artocarpus heterophyllus. Fitoterapia 2003, 74, 501-505.
8. Su, B.N.; Cuendet, M.; Hawthorne, M.E.; Kardono, L.B.S.; Riswan, S.; Fong, H.H.S.; Mehta, R.G.; Pezzuto J.M.; Kinghorn, A.D. Constituents of the bark and twigs of Artocarpus dadah with cyclooxgenase inhibitory activity. J. Nat. Prod. 2002, 65, 163-169.
9. Patil, A.D.; Freyer, A.J.; Killmer, L.; Offen, P.; Taylor, P.B.; Votta, B.J.; Johnson, R.K. A new dimeric dihydrochalcone and a new prenylated flavone from the bud covers of Artocarpus altilis: Potent inhibitors of cathepsin. J. Nat. Prod. 2002, 65, 624-627.
10. Boonlaksiri, C.; Oonanant, W.; Kongsaeree, P.; Kittakoop, P.; Tanticharoen, M.; Thebtaranonth, Y. An antimalarial stilbene from Artocarpus integer. Phytochemistry 2000, 54, 415-417.
11. Lin, C.N.; Shieh, W.L.; Jong, T.T. A pyranodihydrobenzoxanthone epoxide from Artocarpus communis. Phytochemistry 1992, 31, 2563-2564.
12. Sultanbawa, M.U.; Surendrakumar, S. Two pyranodihydrobenzoxanthones from Artocarpus nobilis. Phytochemistry 1989, 28, 599-605.
13. Arung, E.T.; Muladi, S.; Sukaton, E.; Shimizu, K.; Kondo, R. Artocarpin, a promosing compound as whitening agent and anti-skin cancer. J. Trop. Wood Sci. Technol. 2008, 6, 33-36.
14. Jayasinghe, L.; Balasooriya, B.A.I.S.; Padmini, W.C.; Hara, N.; Fujimoto, Y. Geranyl chalcone derivatives with antifungal and radical scavenging properties from the leaves of Artocarpus nobilis. Phytochemistry 2004, 65, 1287-1290.
15. Rahmani, M.; Hashim, N.M.; Sukari, M.A.; Ee, G.C.L.; Ali, A.M.; Alitheen, N.B.; Go, R. Antioxidant, cytotoxic and antibacterial activities of thirteen species of Artocarpus (Moraceae). J. Med. Arom. Plant Sci. 2009, 31, 142-146.
16. Hashim, N.M.; Rahmani, M.; Sukari, M.A.; Ali, A.M.; Alitheen, N.B.; Ismail, H.B.M.; Go, R. Two new xanthones from Artocarpus obtusus. J. Asian Nat. Prod. Res. 2010, 12, 106-112.
17. Hashim, N.M.; Rahmani, M.; Ee, G.C.L.; Sukari, M.A.; Yahayu, M.; Oktima, W.; Ali, A.M.; Go, R. Antiproliferative activity of xanthones isolated from Artocarpus obtusus. J. Biomed. Biotechnol. 2012, doi:10.1155/2012/130627.
18. Mohammed, S.M.; Ali, A.M.; Rahmani, M.; Wiart, C.; Dhaliwal, J.S.; Yusoff, K. Apoptotic and necrotic cell death as manifestation in leukemic cell treated with methylgerambullin, a sulphone from Glycosmis calcicola. J. Biochem. Mol. Biol. Biophys. 2000, 4, 253-262.
19. Ee, G.C.L.; Lim, C.M.; Rahmani, M.; Shaari, K.; Bong, C.F.J. Pellitorine, a potential anticancer lead compound against HL60 and MCF-7 cell lines and microbial transformation of piperine from Piper nigrum. Molecules 2000, 15, 2398-2404.
20. Susidarti, R.A.; Rahmani, M.; Ismail, H.B.M.; Sukari, M.A.; Taufiq-Yap, Y.H.; Ee, G.C.L.; Ali, A.M. Cytotoxic activity of coumarins from Micromelum minutum. Pharm. Biol. 2009, 47, 182-185.
21. Jagtap, U.B.; Bapat, V.A. Artocarpus: A review of its traditional uses, phytochemistry and pharmacology. J. Ethnopharmacol. 2010, 129, 142-166.
22. Shi, H.; Noguchi, N.; Niki, E. Galvinoxyl method for standardizing electron and proton donation activity. In Methods in Enzymology: Flavonoids and other Polyphenols; Packer, L., Ed.; Academic Press: London, UK, 2001; pp. 157-165.
23. Bors, W.; Michel, C.; Stettmaier, K. Structure-activity relationships governing antioxidant capacities of plant polyphenols. In Methods in Enzymology: Flavonoids and other Polyphenols; Packer, L., Ed.; Academic Press: London, UK, 2001; pp. 166-180.
24. Dangles, O.; Dufour, C.; Manach, C.; Morand, C.; Remesy, C. Binding of flavonoids to plasma protein. In Methods in Enzymology: Flavonoids and other Polyphenols; Packer, L., Ed.; Academic Press: London, UK, 2001; pp. 319-333.
25. Haraguchi, H. Antioxidative plants constituents. In Bioactive Compounds from Natural Sources; Tringali, C., Ed.; Taylor & Francis: London, UK, 2001; pp. 337-378.
26. Gould, K.S.; Lister, C. Flavonoids functions in plants. In Flavonoids; Andersen, Ø.M., Markham, K.R., Eds.; CRC Press: London, UK, 2006; pp. 397-441.
27. Pannala, A.S.; Rice-Evans, C. Rapid screening method for relative antioxidant activities of flavonoids and phenolics. In Methods in Enzymology: Flavonoids and other Polyphenols; Packer, L., Ed.; Academic Press: London, UK, 2001; pp. 266-272.
28. Burton, G.W.; Hughes, L.; Foster, D.O.; Pietrzak, E.; Samson, M.A.G.; Muller, D.P.R. Antioxidants mechanisms of vitamin E and β-carotene. In Free Radicals from Basic Science to Medicine; Poli, G., Albano, E., Dianzani, M.U., Eds.; Birkhäuser Verlag: Basel, Switzerland 1993; pp. 388-399.
29. Suhartati, T.; Achmad, S.A.; Aimi, N.; Hakim, E.H.; Kitajima, M.; Takayama, H.; Takeya, K. Artoindonesianin L, a new prenylated flavones with cytotoxic activity from Artocarpus rotunda. Fitoterapia 2001, 72, 912-918.
30. Sato, M.; Fujiwara, S.; Tsuchiya, H.; Fujii, T.; Linuma, M.; Tosa, H.; Ohkawa, Y. Flavones with antibacterial activity against cariogenic bacteria. J. Ethnopharmacol. 1996, 54, 171-176.
31. Shimizu, K.; Kondo, R.; Sakai, K. Inhibition of tyrosinase by flavonoids, stilbenes and related 4-substituted resorcinols: structure-activity investigations. Planta Med. 2000, 66, 11-15.
32. Likhitwitayawuid, K.; Sritularak, B. A new dimeric stilbene with tyrosinase inhibitory activity from Artocarpus gomezianus. J. Nat. Prod. 2001, 64, 1457-1459.
33. Likhitwitayawuid, K.; Sritularak, B.; De-Eknamkul, W. Tyrosinase inhibitors from Artocarpus gomezianus. Planta Med. 2000, 66, 275-277.
34. Seo, E.K.; Lee, D.; Shin, Y.G.; Navarro, H.A.; Kardono, L.B.S.; Rahman, I.; Cordell, G.A.; Farnsworth, N.R.; Pezzuto, J.M.; Kinghorn, A.D.; Wani, M.C.; Wall, M.E. Bioactive prenylated flavonoids from the stem bark of Artocarpus kemando. Phytochemistry 2003, 31, 364-367.
35. Bauer, A.W.; Kirby, W.M.M.; Sherris, J.C.; Tutck, M. Antibiotic susceptibility testing by a standardized single disc method. Am. J. Pathol. 1966, 45, 493-496.