Anti-inflammatory and antiproliferative diterpenoids from Plectranthus scutellarioides

被引:27
作者
Cretton, Sylvian [1 ]
Saraux, Noemie [1 ]
Monteillier, Aymeric [1 ]
Righi, Davide [1 ]
Marcourt, Laurence [1 ]
Genta-Jouve, Gregory [2 ]
Wolfender, Jean-Luc [1 ]
Cuendet, Muriel [1 ]
Christen, Philippe [1 ]
机构
[1] Univ Geneva, Sch Pharmaceut Sci, Univ Lausanne, Rue Michel Servet 1, CH-1211 Geneva 4, Switzerland
[2] Univ Paris 05, Sorbonne Paris Cite, Fac Pharm Paris, C TAC,UMR 8638,CNRS, Ave Observ 4, F-75006 Paris, France
关键词
Plectranthus scutellarioides; Lamiaceae; Abietane diterpene; Cembrane diterpene; NF-kappa B inhibitory activity; MM-CSCs antiproliferative activity; SOMALIENSIS S MOORE; MEDICINAL-PLANTS; COLEON-O; INHIBITORS; MYELOMA; NFKB;
D O I
10.1016/j.phytochem.2018.06.012
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Chemical investigation of the dichloromethane extract of the aerial parts of Plectranthus scutellarioides led to the isolation and characterization of 10 diterpenoids with an abietane skeleton and one cembrane-type diterpenoid. Among them, six have not yet been described in the literature. Their structures were established by 1D and 2D NMR, UV and IR spectroscopy, and HRESIMS. The relative configuration was determined by Gauge-Independent Atomic Orbital NMR chemical shift calculations supported by the advanced statistical method DP4 plus and further confirmed by electronic circular dichroism. The isolated constituents were evaluated for their in vitro NF-kappa B inhibitory activity, as well as for their cytotoxic effects in human multiple myeloma cancer stem cells and RPMI 8226 tumor cell line. Coleon O, coleon G, lanugone K and 6-acetylfredericone B showed the highest inhibitory effect against NF-kappa B, displaying IC50 of 11.2, 11.0, 4.5 and 9.7 mu M, respectively. Coleon O exhibited also a significant activity towards human multiple myeloma cancer stem cells and RPMI 8226 cells with IC50 of 9.2 and 8.4 mu M, respectively.
引用
收藏
页码:39 / 46
页数:8
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