Pdf maslinic acid, a pentacyclic triterpene found in the protective waxlike coating of the leaves and fruit of olea europaea l. Maslinic acid is a compound derived from dry olivepomace oil which is a byproduct of olive oil extraction. In addition, we also observed that erkcreb, pi3k and pkb akt phosphorylation levels were increased by maslinic acid administration in the mouse hippocampus. This study, a randomized, doubleblind, and placebocontrolled trial, examined the effects of an orally administered maslinic acid supplement, olive fruit extract, on 20 middleaged and elderly volunteers. Process for the recovery of oleanolic and maslinic acids contained in the subproducts resulting from the milling and processing of olives or parts thereof, either proceeding from threephase or twophase presses.
We investigated the effects of feeding with ma and a fixed ration 10 g kg1 body weight with. Fernandeznavarro and others published maslinic acid. Maslinic acid ma is a natural triterpene that can be used as an additive in the diet of trout. Request pdf effects of oleanolic acid and maslinic acid on hyperlipidemia in the present study, we examined the therapeutic effects of pentacyclic triterpenes, oleanolic acid oa and maslinic. View enhanced pdf access article on wiley online library html view download pdf for offline viewing. These compounds have been obtained through easy synthetic processes based on a solidphase combinatorial methodology. It is also found in other edible plants such as ilea parguariensis, urtica dioica roots and isodon excisus. However, no studies have been performed to understand the. Apr 10, 2011 activity of maslinic acid on plasmodiuminfected erythrocyte cultures. Ursolic acid is a waterinsoluble pentacyclic triterpenoid figure 49. Hydroxyoleanolic acid, crategolic acid empirical formula hill notation. Maslinic acid ma, a natural pentacyclictriterpene, displays cytotoxic activity on various types of cancer cells. Therefore, a simple highperformance liquid chromatography hplc. Maslinic acid ma, a pharmacological safe natural product, has been known for its important effects as antioxidant, antiinflammatory, and antiviral activities.
Maslinic acid is found in a number of natural sources, most notably pomace olive oil. It is a member of the group of triterpenes known as oleananes pharmacology. Antioxidants free fulltext maslinic acid ameliorates. As part of our ongoing investigations on the selfassembly of natural products, herein, we report the results of our detailed investigation on the selfassembly of maslinic acid in different liquids. Maslinic acid was orally administered at 1, 2, and 5 mgkg to male spraguedawley for 2 days. A wide set of 264 compounds has been semisynthesized with high yields and purities. The present invention relates to a method for industrially efficiently preparing an oil and fat composition containing oleanolic acid, maslinic acid, physiologically acceptable salts thereof and derivatives thereof, wherein the method comprises the step of extracting olive plants andor a byproduct obtained in an olive oilmanufacturing process with an organic solvent or a watercontaining. In the process of elution, the sample solution was continuously loaded into the column and the maslinic acid was steadily eluted out in this step while highly retained oleanlic acid always stayed in the column.
Maslinic acid analytical standard provided with ww absolute assay, to be used for quantitative titration. A fundamental step for this evaluation consisted of measuring this compound in blood. Pentacyclic triterpenes are natural compounds which are widely distributed in plants. Olive fruit is rich in bioactive pentacyclic triterpenoids, mainly maslinic acid. Maslinic acid is found in a number of natural sources, most notably pomace olive oil orujo. Interestingly, it has been previously proposed to have therapeutic use in various conditions such as cancer, and diabetes. Pdf mechanistic perspectives of maslinic acid in targeting. First selfassembly of dihydroxy triterpenoid maslinic acid. A new hplcms method for measuring maslinic acid and oleanolic acid in ht29 and hepg2 human cancer cells juan peragon 1, eva e. We investigated the effect of maslinic acid a triterpene derivative obtained from olive pomace, on the susceptibility of plasma or hepatocyte membranes to lipid peroxidation lpo, induced respectively by the hydroxyl radical oh generated by.
Maslinic acid, a triterpene from olive, affects the. Pentacyclic triterpenes comprise a group of plant secondary metabolites that have important biological properties significant to human health. Evidencebased complementary and alternative medicine hindawi. In this study, we assessed the effect of ma on autophagy of human pancreatic cancer cells, and the potential autophagic pathway was presented. Solidphase library synthesis of bifunctional derivatives. Maslinic acid, a triterpene from olive, affects the antioxidant and. Maslinic acid in olive fruit alleviates mild knee joint pain. Us6037492a process for the industrial recovery of oleanolic. Assessment of the safety of maslinic acid, a bioactive.
Determination of maslinic acid, a pentacyclic triterpene from. The effect of maslinic acid on cognitive dysfunction. Download product insert pdfdownload safety data sheet sds pdf. This research evaluated the effects of ma on crc progression from the aspect of the adenosine monophosphate ampactivated protein kinase ampkmammalian target of rapamycin mtor pathway. Maslinic acid is a pentacyclic triterpene found in a variety of natural sources, ranging from herbal remedies used in traditional asian medicine to edible. Maslinic acid inhibits colon tumorigenesis by the ampk. Continuous separation of maslinic and oleanolic acids from. Maslinic acid, a pentacyclic triterpene from olives, has been reported to exert beneficial effects on health, including anticarcinogenic activity. Maslinic acid as an effective anticancer agent request pdf. Understanding the antiinflammatory mechanism of maslinic acid is crucial for its development as a.
Here, we show that ma induces apoptosis in caco2 colon cancer cells via the extrinsic apoptotic pathway in a dosedependent manner. Maslinic acid ma is a natural compound whose structure corresponds to a pentacyclic triterpene. Maslinic acid ma is a natural triterpene present in high concentrations in the waxy skin of olives. Maslinic acid, a naturally occurring dihydroxy triterpenoid having a 66666 fused pentacyclic structure, is extractable from the fruits of olive olea europaea. A new hplcms method for measuring maslinic acid and. Notwithstanding the biological activities, there is a lack of knowledge about its safety. All the members of this library have one central core of a natural pentacyclic triterpene oleanolic or maslinic acid and differ by 6 amino acids, coupled with the carboxyl group at c28 of the. Pdf maslinic acid reduces blood glucose in kkay mice. M range by using microfluorimetric assays on dnastained cultures figure 1. Maslinic acid is a pentacyclic triterpene with a plethora of biological activities, including antiinflammatory, antioxidant, antimicrobial, cardioprotective, and antitumor effects. Breast cancer is the most common cancer among women worldwide.
Rufinopalomares 2, irene munozespada 1, fernando j. Ursolic 14 and oleanolic 11 acids are other triterpene components from the leaves poongunran et al. Maslinic acid ma, a natural triterpenoid abundant in olives, has a variety of bioactivities. This stimulation does not alter the structure of hepatocytes. Based on all these results and literature data, peak 1 was assigned to maslinic acid. For faster navigation, this iframe is preloading the wikiwand page for maslinic acid.
It is abundant in the cuticular lipid layer of olives. Pentacyclic triterpenoids, corosolic acid 48 from lagerstroemia speciosa l. It is isolated from olea europaea and salvia canariensis and exhibits antiinflammatory, antioxidant and antineoplastic activity. In the last decades, and in response to an increasing interest to identify new natural molecules with beneficial effects on health, maslinic acid has been isolated not only from various plants used in traditional herbal medicine. Maslinic acid is a pentacyclic triterpene found in a variety of natural sources, ranging from herbal remedies used in traditional. Maslinic acid, a natural triterpene, induces a death. Interestingly it has been previously proposed to have therapeutic use in various conditions, such as cancer, and diabetes. Activity of maslinic acid on plasmodiuminfected erythrocyte cultures. The effect of maslinic acid on cognitive dysfunction induced. Despite its importance, little is known about its bioavailability in both humans and animals. In this study, we investigated the effects of an orally administered macontaining olive fruit extract supplement over a period of 12 weeks in randomized, doubleblind, placebocontrolled trial involving middleaged and elderly subjects with mild knee joint pain. Maslinic acid has also been used as core compound to synthesize modified derivatives displaying new activities. It is a member of the group of triterpenes known as oleananes.
Es2304322a1 use of maslinic acid and its derivatives for. Lupianez 2 1 biochemistry and molecular biology section, department of experimental biology. Maslinic acid inhibits the metastatic capacity of du145 human prostate cancer cells. Maslinic acid, the main pentacyclic triterpene of the cuticle of olea europaea l. Mechanistic perspectives of maslinic acid in targeting. Apr 16, 2019 maslinic acid inhibits the metastatic capacity of du145 human prostate cancer cells. Maslinic acid is a natural compound present in the mediterranean diet that can be used as feed. Maslinic acid, a natural phytoalexintype triterpene from. We have previously reported that ma induces apoptotic cell death via the mitochondrial apoptotic pathway in ht29 colon cancer cells. Us6740778b2 method for the preparation of oleanolic acid. Maslinic acid can be used as a feed additive to stimulate wholebody, liver, and whitemuscle growth in rainbow trout. Maslinic acid is arising as a safe and novel natural pentacyclic triterpene which has protective effects against chronic inflammatory diseases in various in vivo and in vitro experimental models.
First selfassembly of dihydroxy triterpenoid maslinic. Understanding the antiinflammatory mechanism of maslinic acid is crucial for its development as a potential dietary nutraceutical. Ma has many biological and therapeutic properties related to health, including antitumor, antiinflammatory, antimicrobial, antiparasitic, antihypertensive, and antioxidant activities. Prior art keywords maslinic acid treatment acid use maslinic prior art date 20070323 legal status the legal status is an assumption and is not a legal conclusion. At 24 h after the last administration, the content of the duodenum and jejunum, ileum, cecum, and colon was collected and extracted with methanol 80% prior to lc. Maslinic acid c30h48o4, triterpene oleanane extrasynthese. Ursolic acid is a waterinsoluble pentacyclic triterpenoid that is the major waxy component naturally occurring in apple peels. Peak 1 had a molecular mass similar to that of maslinic acid and its fragmentation pattern was the same as that of oleanolic acid peak 4. Maslinic acid ma, a natural compound of the triterpenoid group derived from olive, prevents the generation of proinflammatory cytokines and oxidative stress. Mechanistic perspectives of maslinic acid in targeting inflammation. Ma selectively inhibits cell proliferation of the ht29 human coloncancer cell line by inducing selective apoptosis.
Microscopy studies also confirmed that trout fed on 25 and 250 mgkg maslinic acid exhibited hepatocytes that were more compact, with a larger roughendoplasmic reticulum and larger glycogen stores, than those of controls. This process enables to obtain, by separation and with purities higher than 80%, of both acids with yields comprised between 0. In vitro study shows that maslinic acid inhibits serine proteases, key enzymes necessary for the spread of hiv within an individuals body. Pdf the natural triterpene maslinic acid induces apoptosis in. Extrasynthese, 30 years of expertise in triterpene oleanane reference materials and standards. Maslinic acid, a natural triterpene, induces a death receptor. However, its effects and mechanisms on colorectal cancer crc still need to be explored.
Maslinic acid is a pentacyclic triterpene, found in the nonglyceride fraction of olive pomace oil olive pomace oil, also known as orujo olive oil, is a blend of refinedpomace oil and virgin olive oil, fit for human consumption. Maslinic acid is a compound derived from dry olivepomace oil an olive skin wax which is a byproduct of olive oil extraction. Some more natural products such as bredemolic acid 50, a natural isomer of maslinic acid, and 2. Google has not performed a legal analysis and makes no.
Wo2008116959a1 use of maslinic acid and derivatives thereof. These properties of maslinic acid may have application in other species, including humans. Jul 20, 2017 3dqsar studies on maslinic acid analogs for anticancer activity against breast cancer cell line mcf7. Maslinic acid is a pentacyclic triterpenoid that is olean12ene substituted by hydroxy groups at positions 2 and 3 and a carboxy group at position 28 the 2alpha,3beta stereoisomer. In human umbilical vein endothelial cells huvecs treated with lipopolysaccharide lps, we characterized the effects of ma on the regulation of heme oxygenase ho1, cyclooxygenase cox2, and inducible nitric oxide synthase inos.
Effects of oleanolic acid and maslinic acid on hyperlipidemia. Maslinic acid ma and oleanolic acid oa, the main triterpenic acids present in olive, have important properties for health and disease prevention. The endotheliumdependent relaxation to oleanolic and maslinic acids, and erythrodiol clearly involves the release of no from the vascular endothelium because vasodilatation was considerably attenuated in the presence of the nos inhibitor, lname, reaching the same level of. Antiangiogenic, antiproliferative, and anticancer activities of maslinic acid have been reported in. It is also found in many edible plants, such as ilea parguariensis, urtica dioica roots, and isodon excisus. Wo2008116959a1 use of maslinic acid and derivatives. The essential oils of the leaves have been characterized in many studies often in. The objectives of the present study were to estimate bioactive compound maslinic acid by hptlc method and to evaluate in vitro antioxidant and hepatoprotective activity of eight cultivars of indian jujube. Determination of maslinic acid, a pentacyclic triterpene. Use of maslinic acid and derivatives thereof for treatment of diseases connected with elastase inhibition, such as neuromas, erythemas, sun and heat burns, and psoriasis download pdf info publication number wo2008116959a1. For measuring the ma and oa concentration inside the cell and in the culture medium, a new hplcms procedure has been developed.