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Organic Letters
Volumn 12, Issue 5, 2010, Pages 968-971
Melotenine A, a cytotoxic monoterpenoid indole alkaloid from melodinus Tenuicaudaius
Author keywords

[No Author keywords available]
Indexed keywords

ANTINEOPLASTIC AGENT; MELOTENINE A; RAUWOLFIA ALKALOID;
EID: 77749254956     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol1000022     Document Type: Article
Times cited : (71)
References (30)
  • 1
    • 67649465533 scopus 로고
    • Science Press: Beijing
    • Tsiang, Y.; Li, P. Y. Flora of China; Science Press: Beijing, 1977; Vol. 63, pp 17-30.
    • (1977) Y. Flora of China , vol.63 , pp. 17-30
    • Tsiang, Y.1    Li, P.2
  • 22
    • 77749257566 scopus 로고    scopus 로고
    • Melotenine A (1, colorless crystals (Me2CO, mp 174 °C; [a]25D, 136.5 (c 0.20, CHCl3, UV (CHCl 3) vmax (log e) 328 (3.92, 298 (3.82, 265 (4.21, 22.1 (4.64) nm; IR (KBr) vmax 3440, 2948, 1680, 1610, 1436, 1244 cm-1; 1H and 13C NMR data, see Table 1; EIMS m/z 334; HRESIMS m/z 335.1772 [M, H, caled for C21H22N2O2, 335.1759
    • 2, 335.1759).
  • 24
    • 77749257563 scopus 로고    scopus 로고
    • Crystal data for melodinine A (1, C21H22N 2O2, MW, 334.41; monoclinic, space group P2 1; a, 6.5866 (13) Å, b, 10.932 (2) Å, c, 24.192 (5) Å, α, 90.00, β, 90.00(10, γ, 90.00, V, 1741.9 (6) Å3, Z, 4, d, 1.275 g/cm3, crystal dimensions 0.26 x 0.14 x 0.10 mm was used for measurement on a SHELXL-97 with a graphite monochromater, Mo Ka radiation. The total number of reflections measured was 4176, of which 1933 were observed, I > 2σ(I, Final indices: R1, 0.1489, WA 2, 0.1376. The crystal structure of 1 was solved by direct method SHLXS-97 (Sheldrick, 1990) and expanded using difference Fourier technique, refined by the program SHLXL-97 (Sheldrick, 1997) and the full-matrix leastsquares calculations. Crystallographic data for the structure of 1 have been deposited in the Cambri
    • 2 = 0.1376. The crystal structure of 1 was solved by direct method SHLXS-97 (Sheldrick, 1990) and expanded using difference Fourier technique, refined by the program SHLXL-97 (Sheldrick, 1997) and the full-matrix leastsquares calculations. Crystallographic data for the structure of 1 have been deposited in the Cambridge Crystallographic Data Centre (deposition number: CCDC 730414). Copies of these data can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB21EZ, U.K.; fax: (+44) 1223-336-033; or depos.it@ccdc.cam.ac.uk).
  • 30
    • 77749233186 scopus 로고    scopus 로고
    • Cytotoxicity assay. All the cells were cultured in RPMI-1640 or DMEM medium, Hyclone, USA, supplemented with 10% fetal bovine serum (Hyclone, USA) in 5% CO2 at 37 °C The cytotoxicity assay was performed according to the MTT (3-(4,5-dimeth.ylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) method in 96-well microplates. Briefly, 100 μL adherent cells were seeded into each well of 96-well cell culture plates and allowed to adhere for 12 h before drug addition, while suspended cells were seeded just before drug addition with initial density of 1 x 105 cells/mL. Each tumor cell line was exposed to the test compound at concentrations of 0.0625, 0.32, 1.6, 8, and 40 μm in triplicates for 48 h, with cisplatin (Sigma, USA) as a positive control. After compound treatment, cell viability was detected, and the cell growth, curve was graphed
    • 5 cells/mL. Each tumor cell line was exposed to the test compound at concentrations of 0.0625, 0.32, 1.6, 8, and 40 μm in triplicates for 48 h, with cisplatin (Sigma, USA) as a positive control. After compound treatment, cell viability was detected, and the cell growth, curve was graphed.

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