TY - JOUR
T1 - Cytotoxic xanthone constituents of the stem bark of Garcinia mangostana (mangosteen)
AU - Han, Ah Reum
AU - Kim, Jeong Ah
AU - Lantvit, Daniel D.
AU - Kardono, Leonardus B.S.
AU - Riswan, Soedarsono
AU - Chai, Heebyung
AU - De Blanco, Esperanza J.Carcache
AU - Farnsworth, Norman R.
AU - Swanson, Steven M.
AU - Kinghorn, A. Douglas
PY - 2009/11/30
Y1 - 2009/11/30
N2 - Bioassay-guided fractionation of a chloroform-soluble extract of Garcinia mangostana stem bark, using the HT-29 human colon cancer cell line and an enzyme-based ELISA NF-κB assay, led to the isolation of a new xanthone, 11-hydroxy-3-O-methyl-1-isomangostin (1). The structure of 1 was elucidated by spectroscopic data analysis. In addition, 10 other known compounds, 11-hydroxy-1-isomangostin (2), 11α-mangostanin (3), 3-isomangostin (4), α-mangostin (5),β-mangostin (6), garcinone D (7), 9-hydroxycalabaxanthone (8), 8-deoxygartanin (9), gartanin (10), and cratoxyxanthone (11), were isolated. Compounds 4-8 exhibited cytotoxicity against the HT-29 cell line with ED50 values of 4.9, 1.7, 1.7, 2.3, and 9.1 μM, respectively. In an ELISA NF-κB assay, compounds 5-7, 9, and 10 inhibited p65 activation with IC50 values of 15.9, 12.1, 3.2, 11.3, and 19.0 μM, respectively, and 6 showed p50 inhibitory activity with an IC 50 value of 7.5 μM. α-Mangostin (5) was further tested in an in vivo hollow fiber assay, using HT-29, LNCaP, and MCF-7 cells, but it was found to be inactive at the highest dose tested (20 mg/kg).
AB - Bioassay-guided fractionation of a chloroform-soluble extract of Garcinia mangostana stem bark, using the HT-29 human colon cancer cell line and an enzyme-based ELISA NF-κB assay, led to the isolation of a new xanthone, 11-hydroxy-3-O-methyl-1-isomangostin (1). The structure of 1 was elucidated by spectroscopic data analysis. In addition, 10 other known compounds, 11-hydroxy-1-isomangostin (2), 11α-mangostanin (3), 3-isomangostin (4), α-mangostin (5),β-mangostin (6), garcinone D (7), 9-hydroxycalabaxanthone (8), 8-deoxygartanin (9), gartanin (10), and cratoxyxanthone (11), were isolated. Compounds 4-8 exhibited cytotoxicity against the HT-29 cell line with ED50 values of 4.9, 1.7, 1.7, 2.3, and 9.1 μM, respectively. In an ELISA NF-κB assay, compounds 5-7, 9, and 10 inhibited p65 activation with IC50 values of 15.9, 12.1, 3.2, 11.3, and 19.0 μM, respectively, and 6 showed p50 inhibitory activity with an IC 50 value of 7.5 μM. α-Mangostin (5) was further tested in an in vivo hollow fiber assay, using HT-29, LNCaP, and MCF-7 cells, but it was found to be inactive at the highest dose tested (20 mg/kg).
UR - http://www.scopus.com/inward/record.url?scp=73349098430&partnerID=8YFLogxK
U2 - 10.1021/np900517h
DO - 10.1021/np900517h
M3 - Comment/debate
C2 - 19839614
AN - SCOPUS:73349098430
SN - 0163-3864
VL - 72
SP - 2028
EP - 2031
JO - Journal of Natural Products
JF - Journal of Natural Products
IS - 11
ER -
