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Pentacyclic Triterpenes

About: Pentacyclic Triterpenes is a(n) research topic. Over the lifetime, 416 publication(s) have been published within this topic receiving 10931 citation(s).

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Journal ArticleDOI
Abstract: Five groups of polycyclic aromatic hydrocarbons (PAH) thought to be derived by early-diagenetic transformations of biogenic precursors are apparently present in Recent sediments of four lakes (Lake Lucerne. Lake Zurich, and Greifensee. Switzerland, and Lake Washington, northwest U.S.A.) These natural PAH include: 1. (1) perylene. 2. (2) an extended series of phenanthrene homologs. 3. (3) retene and pimanthrene derived from diterpenes. 4. (4) a series of tetra- and pentacyclic PAH derived from pentacyclic triterpenes of the amyrin-type. 5. (5) tetra- and pentacyclic PAH formed from pentacyclic triterpenes with five-membered E-rings. Since these PAH are abundant in very young sediment layers, the transformation reactions involved appear to be faster than previously thought and may be microbially mediated. There is no evidence that anthropogenic or petrogenic sources can account for the distributions of these groups of PAH in cores of Recent lake sediments.

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624 citations


Journal ArticleDOI
04 Jun 2009-Molecules
TL;DR: Pentacyclic triterpenes are secondary plant metabolites widespread in fruit peel, leaves and stem bark display various pharmacological effects while being devoid of prominent toxicity and are promising leading compounds for the development of new multi-targeting bioactive agents.

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Abstract: Pentacyclic triterpenes are secondary plant metabolites widespread in fruit peel, leaves and stem bark. In particular the lupane-, oleanane-, and ursane triterpenes display various pharmacological effects while being devoid of prominent toxicity. Therefore, these triterpenes are promising leading compounds for the development of new multi-targeting bioactive agents. Screening of 39 plant materials identified triterpene rich (> 0.1% dry matter) plant parts. Plant materials with high triterpene concentrations were then used to obtain dry extracts by accelerated solvent extraction resulting in a triterpene content of 50 - 90%. Depending on the plant material, betulin (birch bark), betulinic acid (plane bark), oleanolic acid (olive leaves, olive pomace, mistletoe sprouts, clove flowers), ursolic acid (apple pomace) or an equal mixture of the three triterpene acids (rosemary leaves) are the main components of these dry extracts. They are quantitatively characterised plant extracts supplying a high concentration of actives and therefore can be used for development of phytopharmaceutical formulations.

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441 citations


Journal ArticleDOI
01 Dec 2009-Planta Medica
TL;DR: 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.

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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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387 citations


Journal ArticleDOI
Abstract: Pentacyclic triterpenes are produced by arrangement of squalene epoxide. These compounds are extremely common and are found in most plants. There are at least 4000 known triterpenes. Many triterpenes occur freely but others occur as glycosides (saponins) or in special combined forms. Pentacyclic triterpenes have a wide spectrum of biological activities and some of them may be useful in medicine. The therapeutic potential of three pentacyclic triterpenes - lupeol, betuline and betulinic acid - is discussed in this paper. Betulinic acid especially is a very promising compound. This terpene seems to act by inducing apoptosis in cancer cells. Due to its apparent specificity for melanoma cells, betulinic acid seems to be a more promising anti-cancer substance than drugs like taxol.

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216 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
202118
202020
201919
20189
201717
201614

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Topic's top 5 most impactful authors

Lucienir Pains Duarte

6 papers, 54 citations

Hongbin Sun

6 papers, 398 citations

Bonaventure T. Ngadjui

5 papers, 99 citations

Cristina Dehelean

5 papers, 26 citations

Grácia Divina de Fátima Silva

5 papers, 53 citations