Three new insecticidal sesquiterpene polyol esters with dihydro-β-agarofuran skeletons, Kupiteng esters A (1), B (2) and C (3), were isolated from the methanol extracts of the root bark of Celastrus angulatus and their structures elucidated by analyses of MS and NMR spectral data. The insecticidal activities of these compounds against the 4th instar larvae of Mythimna separata were evaluated. The KD50 values of compounds 1-3, were 260.2, 445.5 and 1260.0 μg-g−1, respectively.
SpiveyAC, WestonM, WoodheadS. (2002) Celastraceae sesquiterpenoids: Biological activity and synthesis. Chemical Society Reviews, 31, 43–59.
3.
ZhengYL, XuY, LinJF. (1989) Immunesuppresive effects of wilfortrine and euonine. Acta Pharmacologica Sinica, 24, 568–572.
4.
DuanHQ, TakaishiY, MomotaH, OhmotoY, TakiT, JiaYF, LiD. (2001) Immunosuppressive sesquiterpene alkaloids from Tripterygium wilfordii. Journal of Natural Products, 64, 582–587.
5.
KuoYH, KingML, ChenCF, ChenHY, ChenCH, ChenK, LeeKH. (1994) Two new macrolide sesquiterpene pyridine alkaloids from Maytenus emarginata: Emarginatine G and the cytotoxic emarginatine F. Journal of Natural Products, 57, 263–269.
6.
DuanHQ, TakaishiY, ImakuraY, JiaYF, DuanL, CosentinoM, LeeKH. (2000) Sesquiterpene alkaloids from Tripterygium hypoglaucum and Tripterygium wilfordii: A new class of potent anti-HIV agents. Journal of Natural Products, 63, 357–361.
7.
Pérez-VictoriaJM, TincusiBM, JiménezIA, BazzocchiIL, GuptaMP, CastanysS, GamarroF, RaveloA G. (1999) New natural sesquiterpenes as modulators of daunomycin resistance in a multidrug-resistant Leishmania tropica line. Journal of Medicinal Chemistry, 42, 4388–4393.
8.
Cortés-SelvaF, JiménezIA, Muňoz-MartìnezF, CampilloM, BazzocchiIL, PardoL, RaveloAG, CastanysS, GamarroF. (2005) Dihydro-β-agarofuran sesquiterpenes: a new class of reversal agents of the multidrug resistance phenotype mediated by P-glycoprotein in the protozoan parasite Leishmania. Current Pharmaceutical Design, 11, 3125–3139.
9.
KennedyML, Cortés-SelvaF, Pérez-VictoriaJM, JiménezIA, GonzálezAG, MuňozOM, GamarroF, CastanysS, RaveloAG. (2001) Chemosensitization of a multidrug- resistant Leishmania tropica line by new sesquiterpenes from Maytenus magellanica and Maytenus chubutensis. Journal of Medicinal Chemistry, 44, 4668–4676.
10.
Muňoz-MartìnezF, LuP, Cortés-SelvaF, Pérez-VictoriaJM, JiménezIA, RaveloAG, SharomFJ, GamarroF, CastanysS.(2004) Celastraceae Sesquiterpenes as a New Class of Modulators That Bind Specifically to Human P-Glycoprotein and Reverse Cellular Multidrug Resistance. Cancer Research, 64, 7130–7138.
11.
UjitaK, TakaishiY, TokudaH, NishinoH, IwashimaA, FujitaT. (1993) Inhibitory effects of triptogelin A-1 on 12-O-tetradecanoylphorbol-13-acetate-induced skin tumor promotion. Cancer Letters, 68, 129–133.
12.
TakaishiY, UjitaK, TokudaH, NishinoH, IwashimaA, FujitaT. (1992) Inhibitory effects of dihydroagarofuran sesquiterpenes on Epstein-Barr virus activation. Cancer Letters, 65, 19–26.
13.
WeiSP, WangMA, ZhangJW, QianY, JiZQ, WuWJ. (2009) Three Novel Sesquiterpene Esters from Celastrus angulatus. Natural Product Communications, 4, 461–466.
14.
WuWJ, WangMA, ZhuJB, ZhouWM, HuZN, JiZQ. (2001) Five new insecticidal sesquiterpenoids from Celastrus angulatus. Journal of Natural Products, 64, 364–367.
15.
WuWJ, TuYQ, LiuHX, ZhuJB. (1992) Celangulin II, III and IV: new insecticidal sesquiterpenoids from Celastrus angulatus. Journal of Natural Products, 55, 1294–1298.
16.
GonzalezAG, GonzalezCM, BazzocchiIL, RaveloAG, LuisJG, DominguezXA. (1987) Sesquiterpene alkaloids from the Celasreaceae. Phytochemistry, 20, 2133–2135.
17.
YamadaK, ShizuriY, HirataY. (1978) Isolation and structures of a new alkaloid alatamine, and an insectical alkaloid wilfordine from Enonymus alatus forma striatus (thumb.) makino. Tetrahedron, 34, 1915–1920.
18.
ReyesCP, Muňoz-MartìnezF, TorrecillasIR, MendozaCR, GamarroF, BazzocchiIL, NuńêzMJ, PardoL, CastanysS, CampilloM, JiménezIA. (2007) Biological Evaluation, Structure-Activity Relationships, and Three-Dimensional Quantitative Structure-Activity Relationship Studies of Dihydro-β-agarofuran Sesquiterpenes as Modulators of P-Glycoprotein-Dependent Multidrug Resistance. Journal of Medicinal Chemistry, 50, 4808–4817.
