Antioxidant activity of a new C-glycosylflavone from the leaves of Ficus microcarpa

Bioorganic and Medicinal Chemistry Letters

Volumn 21, Issue 2, 2011, Pages 633-637

  Kiem, Phan Van ^b   Cuong, Nguyen Xuan ^b   Nhiem, Nguyen Xuan ^a,b   Thu, Vu Kim ^b   Ban, Ninh Khac ^b   Minh, Chau Van ^b   Tai, Bui Huu ^a,b   Hai, Truong Nam ^c   Lee, Sang Hyun ^d   Jang, Hae Dong ^d   Kim, Young Ho ^a  

^a Chungnam National University   (South Korea)

^b GRADUATE UNIVERSITY OF SCIENCE AND TECHNOLOGY   (Viet Nam)

^c INSTITUTE OF BIOTECHNOLOGY   (Viet Nam)

^d Hannam University   (South Korea)

Author keywords

Antioxidant; Ficuflavoside; Ficumegasoside; Ficus microcarpa; Moraceae; Oxygen radical absorbance capacity

Indexed keywords

ACETIC ACID ETHYL ESTER; ANTIOXIDANT; BETA SITOSTEROL 3 O (6' OCTADECANOYL) BETA DEXTRO GLUCOPYRANOSIDE; BRIDELIONOSIDE B; CATECHIN; CHLOROFORM; COPPER ION; DAUCOSTEROL; DIHYDROALANGIONOSIDE A; EPICATECHIN; FICUFLAVOSIDE; FICUMEGASOSIDE; FLAVONE; ISOSAPONARIN; ISOVITEXIN; LUTEOLIN 6 BETA DEXTRO GLUCOPYRANOSIDE; MEGASTIGMAN 7 ENE 3,5,6,9 TETRAOL; METHANOL; OXYGEN RADICAL; SITOSTEROL; SYRINGIN; TROLOX C; UNCLASSIFIED DRUG; WATER;

ANTIOXIDANT ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG ISOLATION; DRUG POTENCY; DRUG STRUCTURE; FICUS; FICUS MICROCARPA; PLANT LEAF; SOLVENT EXTRACTION;

ANTIOXIDANTS; CHROMANS; FICUS; FLAVONOIDS; PLANT EXTRACTS; PLANT LEAVES; REACTIVE OXYGEN SPECIES;

FICUS MICROCARPA; MORACEAE;

EID: 78651239218     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.12.025     Document Type: Article

References (37)

1. J.C. Lee, H.R. Kim, J. Kim, and Y.S. Jang J. Agric. Food Chem. 50 2002 6490
2. H.P. Lee, L. Gourley, S.W. Duffy, J. Esteve, J. Lee, and N.E. Day Lancet 337 1991 1197
3. M.G. Hertog, E.J. Feskens, P.C. Hollman, M.B. Katan, and D. Kromhout Lancet 342 1993 1007
4. O.I. Aruoma J. Am. Oil Chem. Soc. 75 1998 199
5. G. Cao, E. Sofic, and R.L. Prior Free Radical Biol. Med. 22 1997 749
6. H. Kurihara, H. Fukami, S. Asami, Y. Toyoda, M. Nakai, H. Shibata, and X.S. Yao Biol. Pharm. Bull. 27 2004 1093
7. E.A. Herre, K.C. Jander, and C.A. Machado Ann. Rev. Ecol. Evol. Syst. 39 2008 439
8. Bich, D.H.; Chung, D.Q.; Chuong, B.X.; Dong, N.T.; Dam, D.T.; Hien, P.V.; Lo, V.N.; Mai, P.D.; Man, P.K.; Nhu, D.T.; Tap, N.; Toan, T. Hanoi Science and Technology Publishing House: Hanoi, 2004; Vol. 1, p 875.
9. Y.H. Kuo, and Y.M. Chiang Chem. Pharm. Bull. 47 1999 498
10. Y.M. Chiang, and Y.H. Kuo J. Nat. Prod. 63 2000 898
11. Y.-M. Chiang, J.Y. Chang, C.C. Kuo, C.Y. Chang, and Y.H. Kuo Phytochemistry 66 2005 495
12. Y.C. Li, and Y.H. Kuo J. Nat. Prod. 60 1997 292
13. Y.C. Li, and Y.H. Kuo Phytochemistry 49 1998 2417
14. Y.C. Li, and Y.H. Kuo Chem. Pharm. Bull. 48 2000 1862
15. The leaves of F. microcarpa were collected in Hanoi, Vietnam in November, 2009, and identified by Dr. Ninh Khac Ban (Institute of Ecology and Biological Resources, VAST, Vietnam). A voucher specimen (FM1109) was deposited at the Herbarium of Institute of Marine Biochemistry, VAST, Vietnam.
16. 2O (1:2, v/v) to yield 6 (5.5 mg).
17. 2O (0.1 mL, each), and the organic layer was analyzed by GC: Column: column of SPB-1 (0.25 × 30 m); detector FID, column temp 210 °C, injector temp 270 °C, detector temp 300 °C, carrier gas He (2.0 mL/min). The retention times of persilylated glucose, apiose, and arabinose were founded to be 14.11, 6.70, and 9.16 min, respectively, when compared with the standard solutions prepared by the same reaction from the standard monosaccharides. The retention times of persilylated d-glucose, l-glucose, d-apiose, l-apiose, d-arabinose, and l-arabinose were 14.11, 14.26, 6.70, 6.95, 4.72, and 9.16 min, respectively.
18. T. Kanchanapoom, A. Sirikatitham, H. Otsuka, and S. Ruchirawat J. Asian Nat. Prod. Res. 8 2006 747
19. K.R. Markham, J.W. Wallace, Y.N. Babu, V.K. Murty, and M.G. Rao Phytochemistry 28 1989 299
20. F. Cutillo, M. Dellagreca, L. Previtera, and A. Zarrelli Nat. Prod. Res. 19 2005 99
21. E.H. Lee, H.J. Kim, Y.S. Song, C. Jin, K.T. Lee, J. Cho, and Y.S. Lee Arch. Pharm. Res. 26 2003 1018
22. Y. Takeda, H. Zhang, T. Matsumoto, H. Otsuka, Y. Oosio, G. Honda, M. Tabata, T. Fujita, H. Sun, E. Sezik, and E. Yesilada Phytochemistry 44 1997 117
23. Y. Cai, F.J. Evans, M.F. Roberts, J.D. Phillipson, M.H. Zenk, and Y.Y. Gleba Phytochemistry 30 1991 2033
24. C.N. Lin, S.H. Kuo, and M.I. Chung J. Nat. Prod. 60 1997 851
25. S. Rayyan, T. Fossen, H.S. Nateland, and Ø.M. Andersen Phytochem. Anal. 16 2005 334
26. T. Hosoya, Y.S. Yun, and A. Kunugi Tetrahedron 61 2005 7037
27. P.V. Kiem, C.V. Minh, N.T. Dat, X.F. Cai, J.J. Lee, and Y.H. Kim Arch. Pharm. Res. 26 2003 1014
28. Y. Takeda, Y. Okada, T. Masuda, E. Hirata, T. Shinzato, A. Takushi, Q. Yu, and H. Otsuka Chem. Pharm. Bull. 48 2000 752
29. E. Sueyoshi, H. Liu, K. Matsunami, H. Otsuka, T. Shinzato, M. Aramoto, and Y. Takeda Phytochemistry 67 2006 2483
30. H. Otsuka, K. Kamada, C. Ogimi, E. Hirata, A. Takushi, and Y. Takeda Phytochemistry 35 1994 1331
31. I.M. Chang, H.S. Yun, and K. Yamasaki Korean J. Pharmacogn. 12 1981 12
32. K. Jung, Y.W. Chin, Y.C. Kim, and J. Kim Arch. Pharm. Res. 28 2005 1381
33. ROO was expressed as micromoles of Trolox equivalents (TE). One ORAC unit is equivalent to the net protection area provided by 1 mM of Trolox.
34. K.L. Wolfe, and R.H. Liu J. Agric. Food Chem. 56 2008 8404
35. L.V. Hoyweghen, I. Karalic, S.V. Calenbergh, D. Deforce, and A. Heyerick J. Nat. Prod. 73 2010 1573
36. 2 and 0.75 mM neocuproine in 10 mM phosphate buffer, pH 7.4. The absorbance was measured with a micro-plate reader at 454 nm for 1 h. Increased absorbance of the reaction mixture indicates increased reducing capacity.
37. 4. After one hundreds micro-liters of mixture solution was added to 100 μL of 0.1 μM calcein, the fluorescence of mixture solution was measured using a Tecan GENios multi-functional plate reader with fluorescent filters (excitation wavelength: 485 nm and emission filter: 535 nm) and compared to the fluorescence intensity of control which contained only calcein.