A prenylbisabolane with NF-κB inhibiting properties from Cascarilla (Croton eluteria)

Dipartimento di Chimica delle Sostanze Naturali, Università di Napoli Federico II, Via D. Montesano 49, I-80131 Napoli, Italy.
Bioorganic & Medicinal Chemistry (Impact Factor: 2.79). 08/2005; 13(13):4238-42. DOI: 10.1016/j.bmc.2005.04.025
Source: PubMed


Investigation of the bark of Croton eluteria Bennett for biologically active compounds has led to the isolation of the new prenylbisabolane 3, whose structure was assessed by spectroscopic methods. The corresponding known enone 4 and the eudesmane sesquiterpene 2 were also obtained. Compound 3 proved active in selectively inhibiting the induction of NF-kappaB by tumor necrosis factor-alpha in T cells.

6 Reads
  • Source
    [Show abstract] [Hide abstract]
    ABSTRACT: ETHOPHARMACOLOGICAL RELEVANCE: The plants selected in this study are used traditionally in the treatment of sexually transmitted diseases and traditional healers interviewed claimed these plants can also help AIDS patients. To evaluating the in vitro anti-HIV properties of selected plants in various bioassays. The extracts were evaluated for their inhibition against alpha-glycohydrolase, reverse transcriptase and viral proteins (NF-kappaB and Tat) which play a significant role in the HIV life cycle. Terminalia sericea extract (IC(50)=92mg/ml) exhibited a considerable alpha-glucosidase inhibitory activity which was better than acarbose (IC(50)=131mg/ml) under our assay conditions. In the reverse transcriptase assay, T. sericea also showed good inhibitory activity (IC(50)=43mg/ml), which was higher than that of the reference drug, Adriamycin (IC(50)=100mg/ml). The ethyl acetate extract of Elaeodendron transvaalense exhibited the most potent inhibitory activity in both the NF-kappaB and Tat assays with inhibitory activity of 76% and 75% respectively at a concentration of 15mg/ml. The acetone and chloroform extracts of E. transvaalense and Zanthoxylum davyi also showed good activity in the NF-kappaB and Tat assays.
    Journal of Ethnopharmacology 10/2008; 119(3):478-81. DOI:10.1016/j.jep.2008.08.027 · 3.00 Impact Factor
  • Source
    [Show abstract] [Hide abstract]
    ABSTRACT: Six new diterpenoids, 1-6, a new prenylated sesquiterpenoid, 7, and six known compounds were isolated from Trigonostemon heterophyllus. The structures of 1-7 were elucidated on the basis of NMR and MS analysis. The daphnane diterpenoids trigoheterins A (1) and B (2) possess a rare 4,6-oxetane moiety within this compound class, and trigoheteric acid methyl ester (6) is the first example of a 15,16-dinor-3,4-seco-cleistanthane. Trigoheterin E (5) exhibited cytotoxic activity against the HL-60 (IC₅₀) 1.8 μM) and A-549 (IC₅₀ 10.0 μM) human cancer cell lines.
    Journal of Natural Products 11/2011; 74(12):2576-81. DOI:10.1021/np200772n · 3.80 Impact Factor
  • [Show abstract] [Hide abstract]
    ABSTRACT: Cancer is a biomedically complex group of diseases involving cell transformation, dysregulation of apoptosis, proliferation, invasion, angiogenesis and metastasis. The developing knowledge of cancer biology suggests that administering cytotoxic drug therapy at very high doses is not always appropriate.An alternative approach is to administer lower doses of synergestic organic chemicals which already exist in myriad botanicals. A potential advantage of phytochemicals and other compounds derived from natural products is that they may act through multiple cell-signaling pathways and reduce the development of resistance by cancer cells. New drugs with milder side effects are needed desperately to replace and improve existing medicine and to provide new avenues for treating cancer that resist treatment with current drugs. A great deal of information is now available showing that several natural products are endowed with potent anticancer activity. It has been seen that most natural products with anticancer activity act as strong antioxidants and/or modify the activity of one or more protein kinases involved in cell cycle control. This review focuses on the anticancer and antioxidant activity of Croton, one of the largest genera of flowering plants.
    International Journal of Pharmacy and Pharmaceutical Sciences 01/2013; 5(SUPPL. 2):63-70. · 1.59 Impact Factor
Show more