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Open AccessJournal ArticleDOI

Pentacyclic triterpenes of the lupane, oleanane and ursane group as tools in cancer therapy.

Melanie N. Laszczyk
- 01 Dec 2009 - 
- Vol. 75, Iss: 15, pp 1549-1560
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TLDR
This review summarizes the potential of triterpenes belonging to the lupane, oleanane or ursane group, to treat cancer by different modes of action and utilisation of different plants as their sources is of interest.
Abstract
Today cancer treatment is not only a question of eliminating cancer cells by induction of cell death. New therapeutic strategies also include targeting the tumour microenvironment, avoiding angiogenesis, modulating the immune response or the chronic inflammation that is often associated with cancer. Furthermore, the induction of redifferentiation of dedifferentiated cancer cells is an interesting aspect in developing new therapy strategies. Plants provide a broad spectrum of potential drug substances for cancer therapy with multifaceted effects and targets. Pentacyclic triterpenes are one group of promising secondary plant metabolites. This review summarizes the potential of triterpenes belonging to the lupane, oleanane or ursane group, to treat cancer by different modes of action. Since Pisha et al. reported in 1995 that betulinic acid is a highly promising anticancer drug after inducing apoptosis in melanoma cell lines in vitro and in vivo, experimental work focused on the apoptosis inducing mechanisms of betulinic acid and other triterpenes. The antitumour effects were subsequently confirmed in a series of cancer cell lines from other origins, for example breast, colon, lung and neuroblastoma. In addition, in the last decade many studies have shown further effects that justify the expectation that triterpenes are useful to treat cancer by several modes of action. Thus, triterpene acids are known mainly for their antiangiogenic effects as well as their differentiation inducing effects. In particular, lupane-type triterpenes, such as betulin, betulinic acid and lupeol, display anti-inflammatory activities which often accompany immune modulation. Triterpene acids as well as triterpene monoalcohols and diols also show an antioxidative potential. The pharmacological potential of triterpenes of the lupane, oleanane or ursane type for cancer treatment seems high; although up to now no clinical trial has been published using these triterpenes in cancer therapy. They provide a multitarget potential for coping with new cancer strategies. Whether this is an effective approach for cancer treatment has to be proven. Because various triterpenes are an increasingly promising group of plant metabolites, the utilisation of different plants as their sources is of interest. Parts of plants, for example birch bark, rosemary leaves, apple peel and mistletoe shoots are rich in triterpenes and provide different triterpene compositions.

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Journal ArticleDOI

Comprehensive Review on Betulin as a Potent Anticancer Agent

TL;DR: The anticancer and chemopreventive potential of BE in vitro and in vivo is summarized by carefully dissecting and comparing the doses and tumour lines used in previous studies, as well as focusing on mechanisms underlying its activity at cellular and molecular level, and discuss future prospects.
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Identification of bioactive constituents of Ziziphus jujube fruit extracts exerting antiproliferative and apoptotic effects in human breast cancer cells.

TL;DR: The data provide a rational base for the use of Ziziphus extracts in the treatment of breast cancer in Traditional Chinese Medicine and found that the most effective extracts ZE2 and ZE4 shared a number of triterpenic acids, already known for their anticancer activities.
Journal ArticleDOI

Anti-inflammatory effects and possible mechanism of action of lupeol acetate isolated from Himatanthus drasticus (Mart.) Plumel

TL;DR: The anti-inflammatory effect of LA probably involves the opioid system, as indicated by the complete blockade of the opioid antagonist naloxone and the number of cells expressing iNOS activity in the paw of mice submitted to carrageenan-induced edema, suggesting a drug involvement with the NO system.
Journal ArticleDOI

Pentacyclic Triterpene Bioavailability: An Overview of In Vitro and In Vivo Studies

TL;DR: This review presents an overview of in vitro and in vivo studies that were carried out to determine the bioavailability of pentacyclic triterpenes and highlights the efforts that have been performed to improve the dissolution properties and absorption of these compounds.
Journal ArticleDOI

Betulinic acid and its derivatives: a patent review (2008-2013).

TL;DR: This review describes the main synthetic modifications that have been performed and discusses, in short, the structure–activity relationships of these analogs, investigated between 2008 and 2013 including some important publications from early 2014.
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Journal ArticleDOI

Pharmacology of oleanolic acid and ursolic acid

TL;DR: Both oleanolic acid and ursolic acid are effective in protecting against chemically induced liver injury in laboratory animals and have been noted for their antitumor-promotion effects, which are stimulating additional research in this field.
Journal ArticleDOI

Discovery of betulinic acid as a selective inhibitor of human melanoma that functions by induction of apoptosis

TL;DR: As a result of bioassay–guided fractionation, betulinic acid, a pentacyclic triterpene, was identified as a melanoma–specific cytotoxic agent and antitumour activity was mediated by the induction of apoptosis.
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