Sesquiterpenoid alkaloid fromAcroptilon repens

Abstract

One new sesquiterpenoid alkaloid, namely 3 beta,8 alpha-dihydroxy-13-pyrrolidine-4(15),10(14)-(1 alpha H,5 alpha H,6 beta H,11 beta H)-guaiadien-12,6-olide (1), together with two known guaiane-type sesquiternoids (2-3) was isolated from the aerial part of Acroptilon repens. The structure of 1 was established by spectroscopic methods, especially 2D NMR (HMQC, HMBC, and NOESY). Cytotoxic activity against tumor cell line was assessed for compounds 2-3, and found to show potent cytotoxic activities against tumor cell line P-388.

Phytochemical identification, acute and subchronic oral toxicity assessments of hydroalcoholic extract of Acroptilon repens in BALB/c mice: A toxicological and mechanistic study

“…Our findings showed that lipid peroxidation, protein carbonyl, and ROS contents significantly increased but CAT and SOD levels decreased in the liver and brain of mice treated with extract (500 and 1000 mg/kg) for 28 days. Due to hypoxic potentials of A. repens's extract [8], the results presented in this study further verify that extract administration-induced oxidative stress could occur along with an increase in the oxidation products and decreased in the activities of antioxidant enzymes.…”

“…Zhan et al. reported that a new sesquiterpenoid compound from A. repens's extract showed a potent cytotoxic activities on the tissue culture through hypoxic mechanism [ 8 ]. Also, acute hypoxia has been shown to increase the production of ROS in the cell by changing the activity of cytochrome chains, which are responsible for the oxidative phosphorylation of mitochondria [ 34 ].…”

“…Studies have demonstrated that oxidative damages are caused by the over-production of the lipid peroxidation molecules, products of protein oxidation, and decrease in the activities of antioxidant enzymes [33]. Zhan et al reported that a new sesquiterpenoid compound from A. repens's extract showed a potent cytotoxic activities on the tissue culture through hypoxic mechanism [8]. Also, acute hypoxia has been shown to increase the production of ROS in the cell by changing the activity of cytochrome chains, which are responsible for the oxidative phosphorylation of mitochondria [34].…”

“…Recent studies on the A. repens have shown it to have pharmacological properties such as antimicrobial [ 2 ], antipyretic, lipid-lowering and antidiabetic effects [ 7 ]. Previous study also reported that the extract of A. repens have strong cytotoxic activities against tumor cell lines P-388 [ 8 ] and HL-60 [ 9 ]. In few regions, it has been reported that this species causes poisoning and illness in the horse.…”

Sesquiterpenoids in subtribe Centaureinae (Cass.) Dumort (tribe Cardueae, Asteraceae): Distribution, 13C NMR spectral data and biological properties

“…Compounds 149 and 162 showed very potent cytotoxic activity against tumor cell line P388 (murine leukemia), more than the natural anticancer agent pseudolaric acid B used as positive control, at the IC 50 levels of 0.36 and 0.01 lM, respectively (Zha and Hou, 2008). They were also tested against human cancer cell lines of malignant melanoma (SK-MEL), epidermoid (KB), ductal (BT-549) and ovarian (SK-OV-3) carcinomas for cynaropicrin (162), janerin (208) and chlorojanerin (219), showing in vitro cytotoxic activity with IC 50 values of 2-6 lg/mL (Muhammad et al, 2003).…”