Triterpenoids from the leaves of Toona ciliata

State Key Laboratory of Phytochemistry and Plant Resources in West China,, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, China.
Journal of Asian natural products research (Impact Factor: 0.91). 06/2010; 12(6):448-52. DOI: 10.1080/10286020.2010.493329
Source: PubMed


One new limonoid, toonaciliatone A (1), and one new tirucallane-type triterpenoid, toonaciliatine A (4), along with three known compounds, methyl-3beta-acetoxy-1-oxomelic-14(15)-enate (2), perforin A (3), and cholest-14-ene-3,7,24,25-tetrol-21,23-epoxy-21-methoxy-4,4,8-trimethyl-3-(3-methyl-2-butenoate) (5), were isolated from the leaves of Toona ciliata. The structures of the new compounds were established by spectroscopic methods.

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    • "T. sinensis has also been shown to inhibit steroidogenesis in Leydig cells (Poon, Leu, Hsu, Liu, & Huang, 2005) and improve sperm activity (Wang, Hsu, Hsu, Liao, & Chan, 2005). A variety of phytochemical components have been isolated and characterized from T. sinensis leaves, some of these include adenosine, gallic acid, methyl gallic acid, 3-O-b-D-(60-O 0 Galloyl)-glucopyranoside , 4-O-b-D-(60-O 0 Galloyl)-glucopyranoside, methyl gallate, ethyl gallate, kaempferol, kaempferol-3-O-b-glucoside, quercitrin, quercetin-3-O-b-glucoside, rutin, and catechin (Cheng et al., 2009; Li, Mo, & Ning, 2009; Ning et al., 2010). Scientists are dedicated to discovering novel drugs that target tumour cells without being toxic to normal cells. "
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    ABSTRACT: Toona sinensis has been shown to have anti-proliferative effects on several human cancer cell lines. In the present study, we used two clear cell types of renal cell carcinoma (ccRCC) cell lines to study the anti-tumour effect of the T. sinensis leaf extract (TSL-1). TSL-1 was shown to be cytotoxic to ccRCC cells in a concentration- and time-dependent manner. We found that treatment with TSL-1 induced apoptotic characteristics, reactive oxygen species accumulation, and mitochondrial membrane potential reduction in ccRCC cells. Furthermore, treatment with TSL-1 increased the expression of activated caspase-3, -7, -9, and cleaved PARP. TSL-1 also caused cytochrome c release from mitochondria and down-regulation of Bcl-2 and heat shock proteins. We suggest that the TSL-1-induced cytotoxic effects may be due to quercetin, gallic acid, and tannic acid. Taken together, the present study suggests that TSL-1 induces apoptosis in ccRCC cell lines by activating mitochondrial-dependent caspases and inhibiting anti-apoptotic proteins.
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    ABSTRACT: Three new limonoids (toonaciliatins N-P, 1-3)and four new pimaradiene-type diterpenoids(toonacilidins A-D, 4-7) were isolated from the leaves and twigs of Toona ciliata Roem. var. yunnanensis.Their structures were elucidated on the basis of spectroscopic methods. Toonacilidin B(5)showed moderate inhibitory activity against H. pylori-SS1 with an MIC of 50 μg/mL.
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