Topic
Pentacyclic Triterpenes
About: Pentacyclic Triterpenes is a research topic. Over the lifetime, 416 publications have been published within this topic receiving 10931 citations.
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TL;DR: The anticancer activity observed for olive fruit extracts seems to originate from maslinic acid but not from oleanolic acid, which is a promising new compound for the chemoprevention of colon cancers.
Abstract: Supported by grant AGL2005-05728 from the Ministerio de Ciencia y Tecnologia and grant 2005-SGR-00632 from the Generalitat de Catalunya, Spain.
145 citations
TL;DR: This work establishes a new procedure for the extraction and analysis of pentacyclic triterpenes, with which fruits and leaves from three Spanish olive cultivars has been studied, and found differences could majorly be attributable to the genetic factors of the olive cultivar.
Abstract: This work establishes a new procedure for the extraction and analysis of pentacyclic triterpenes, with which fruits and leaves from three Spanish olive cultivars ("Picual", "Hojiblanca", and "Arbequina") has been studied. The leaf contains important amounts of oleanolic acid (3.0-3.5% DW), followed by significant concentrations of maslinic acid and minor levels of ursolic acid, erythrodiol, and uvaol. The abundance and profile of triterpenoids change during the leaf ontogeny. In the fruit, triterpenes are exclusively located in the epicarp at concentrations 30-fold lower than that in the leaf. Maslinic acid is the main triterpenoid, only accompanied of oleanolic acid. Along the ripening the levels of these triterpenes decreased. All the analyzed leaves and fruits come from the same agricultural estate, with identical climate and culturing conditions. For this reason, the found differences could majorly be attributable to the genetic factors of the olive cultivars.
133 citations
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.
Abstract: Pentacyclic triterpenes are naturally found in a great variety of fruits, vegetables and medicinal plants and are therefore part of the human diet. The beneficial health effects of edible and medicinal plants have partly been associated with their triterpene content, but the in vivo efficacy in humans depends on many factors, including absorption and metabolism. 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. As plant matrices play a critical role in triterpene bioaccessibility, this review covers literature data on the bioavailability of pentacyclic triterpenes ingested either from foods and medicinal plants or in their free form.
129 citations
21 Mar 2012
TL;DR: In vitro and in vivo studies have shown that amyrin also has important biological functions, and the compounds commonly found in medicinal plants and oleo-resin obtained by bark incision of several species of Bursera or Protium of the Burseraceae family.
Abstract: Pentacyclic triterpenes are ubiquitously distributed throughout the plant kingdom, in a free form as aglycones or in combined forms, and have long been known to have a number of biological effects. The compounds-amyrin and -amyrin are commonly found in medicinal plants and oleo-resin obtained by bark incision of several species of Bursera or Protium of the Burseraceae family. Both in vitro and in vivo studies have shown that amyrin also has important biological functions.
129 citations
TL;DR: It is suggested that the carbonyl group at C-17 might be essential for the apoptotic effects of these compounds on B16 2F2 cells.
Abstract: In a study to investigate the relationship between the chemical structure and the differentiation-inducing activity of pentacyclic triterpenes, several lupane, oleanane, and ursane triterpenes were prepared and their effects on B16 2F2 melanoma cell differentiation and growth were examined. Eleven lupane triterpenes used in this study acted on the melanoma cells as a melanogen, but no induction of melanogenesis of B16 2F2 cells by oleanane and ursane was detected. The differences at C-17 of the lupane series and acetylation of the OH group at C-3 did not markedly influence their activities. However, the ED(50) value for up-regulation of melanin biosynthesis was markedly decreased by the oxidation of the OH group at C-3 of lupeol (1). Betulinic acid (11), its methyl ester (12), lup-28-al-20(29)-ene-3beta-ol (9), and lup-28-al-20(29)-en-3-one (10) inhibited B16 2F2 cell proliferation by induction of apoptosis. These findings suggested that the carbonyl group at C-17 might be essential for the apoptotic effects of these compounds on B16 2F2 cells.
128 citations