Triterpene compounds isolated from Acer mandshuricum and their anti-inflammatory activity

Bioorganic and Medicinal Chemistry Letters

Volumn 20, Issue 5, 2010, Pages 1528-1531

  Ding, Yan ^a   Liang, Chun ^a   Kim, Jun Ho ^b   Lee, Young Mi ^b   Hyun, Jae Hee ^c   Kang, Hee Kyoung ^c   Kim, Jeong Ah ^a   Min, Byung Sun ^d   Kim, Young Ho ^a  

^a Chungnam National University   (South Korea)

^b Wonkwang University   (South Korea)

^c Jeju National University School of Medicine   (South Korea)

^d Catholic University of Daegu   (South Korea)

Author keywords

Acer mandshuricum; Aceraceae; Aceranol acetate; Anti inflammatory; Cytotoxic; Sterol; TNF ; Triterpene

Indexed keywords

(3BETA) DEXTRO GLUCOPYRANOSIDE STIGMAST 5 EN 3 YL; ACERANOL ACETATE; ANTIINFLAMMATORY AGENT; BETA AMYRIN; FRIEDELIN; GLUTINOL; GLUTINOL ACETATE; LIPOPOLYSACCHARIDE; TRITERPENE DERIVATIVE; TUMOR NECROSIS FACTOR ALPHA; UNCLASSIFIED DRUG;

ACER; ACER MANDSHURICUM; ANIMAL CELL; ANTIINFLAMMATORY ACTIVITY; ARTICLE; CANCER CELL CULTURE; CELL STRAIN HL 60; CELL STRAIN HT29; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; CYTOKINE RELEASE; CYTOTOXICITY; DRUG ACTIVITY; DRUG INHIBITION; DRUG ISOLATION; DRUG STRUCTURE; FEMALE; HUMAN; HUMAN CELL; MACROPHAGE; MOUSE; NONHUMAN; PLANT LEAF; PLANT STEM; SCREENING; SPECTROSCOPY;

ACER; ANIMALS; ANTI-INFLAMMATORY AGENTS; CELL LINE, TUMOR; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; LIPOPOLYSACCHARIDES; MICE; OLEANOLIC ACID; PLANTS, MEDICINAL; TRITERPENES; TUMOR NECROSIS FACTOR-ALPHA;

ACER MANDSHURICUM; MURINAE; SAPINDACEAE;

EID: 76649091225     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.01.096     Document Type: Article

References (22)

1. Cao L., Wang Q.C., and Cui D.H. Yingyong Shengtai Xuebao 17 (2006) 769
2. Watson W.H., Zhao Y., and Chawla R.K. Biochem. J. 342 (1999) 21
3. Janeway C.A., Travers P., Walport M., and Shlomchik M.J. Immunobiology: the Immune System in Health and Disease (2005), Garland Science, New York
4. Aggarwal B.B. Nat. Rev. Immunol. 3 (2003) 745
5. Bradley J.R. J. Pathol. 214 (2008) 149
6. Cho J.Y., Yoo E.S., Cha B.C., Park H.J., Rhee M.H., and Han Y.N. Planta Med. 72 (2006) 1279
7. Thimmulappa R.K., Fuchs R.J., Malhotra D., Scollick C., Traore K., Bream J.H., Trush M.A., Liby K.T., Sporn M.B., Kensler T.W., and Biswal S. Antioxid. Redox Signal. 9 (2007) 1963
8. Akihisa T., Nakamura Y., Tagata M., Tokuda H., Yasukawa K., Uchiyama E., Suzuki T., and Kimura Y. Chem. Biodivers. 4 (2007) 224
9. Abdel-Ghani A.E., and Dora G.A. Mansoura J. Pharm. Sci. 20 (2004) 104
10. Sample preparation: stems and leaves of A. mandshuricum were collected in Kangwon Province in August 2005, and identified by Prof. KiHwan Bae, College of Pharmacy, Chungnan National University. A voucher specimen (CNU05012) is deposited at the herbarium of the College of Pharmacy, Chungnam National University, Korea.
11. 2/MeOH (30:1-20:1 vs 10:1) elution solvent to give three fractions (4A-4C). Fraction 4B was separated by reversed phase CC with a MeOH/acetone (5:1) elution solvent and gave compound 6 (9 mg).
12. Choi S.Z., Choi S.U., and Lee K.R. Arch. Pharm. Res. 27 (2004) 164
13. El-Seedi H.R. Nat. Prod. Res. 19 (2005) 197
14. David J.M., Santos F.A., Guedes M.L.D.S., and David J.P. Quim. Nova 26 (2003) 484
15. Rahman A., Ahmed B., Ali M., and Khan N.Z. Indian J. Chem. 42B (2003) 1183
16. 5: 515.3737).
17. Jaworski K., and Smith L.L. J. Org. Chem. 53 (1988) 545
18. Ageta H., Shiojima K., Kamaya R., and Masuda K. Tetrahedron Lett. 10 (1978) 899
19. Mosmann T. J. Immunol. Methods 65 (1983) 55
20. Chaturvedula V.S., Schilling J.K., Miller J.S., Andriantsiferana R., Rasamison V.E., and Kingston D.G. J. Nat. Prod. 65 (2002) 1222
21. 5 cells/mL in DMEM containing 10% fetal bovine serum in 24-well tissue culture plates (500 L/well). The cells were pretreated with 1, 10, and 100 nM concentrations of compound 1h before LPS stimulation. Twenty four hours after LPS stimulation, TNF-α levels in the supernatant were measured by ELISA according to the commercial instruction (R&D System, Minneapolis, MN). Each of the 1-mL culture supernatants was transferred to an Eppendorf tube and was spun down for 3 min at 1000 rpm and used for cytokine assay. For the cytokine assay using the sandwich method, a capture antibody (1:250 dilution) solution was incubated overnight at 4 °C in 96-well plates. The plates were washed and blocked with assay diluent (10% FBS in PBS) for 1 h at room temperature, and then 100 μL of the culture supernatants was added to the wells and was incubated at room temperature. After 2 h, the plates were washed and incubated for 1 h with a detection antibody solution (1:250 dilution), biotinylated anti-mouse monoclonal antibody against TNF-α, together with a Strepavidin-horseradish peroxidase conjugate solution (1:250 dilution). The plates were washed and incubated for 30 min with a 1:1 mixture of tetramethylbenzidine (TMB) and hydrogen peroxide. A stop solution was then added to the plates, and the optical density of 450 nm was read. The concentrations of the cytokines were calculated using the cytokines' standard calibration curve.
22. Khanna D., Sethi G., Ahn K.S., Pandey M.K., Kunnumakkara A.B., Sung B., Aggarwal A., and Aggarwal B.B. Curr. Opin. Pharmacol. 7 (2007) 344