Maslinic acid - CAS 4373-41-5
Catalog number: 4373-41-5
Category: Inhibitor
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Molecular Formula:
C30H48O4
Molecular Weight:
472.7
COA:
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Targets:
Others
Description:
Maslinic acid is a pentacyclic triterpene found in a variety of natural sources. It exerts a wide range of biological activities, such as antitumor, antidiabetic, antioxidant, cardioprotective, neuroprotective, antiparasitic and growth-stimulating.
Purity:
>98%
Synonyms:
Crategolic acid; 2α-Hydroxyoleanolic acid
MSDS:
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InChIKey:
MDZKJHQSJHYOHJ-LLICELPBSA-N
InChI:
InChI=1S/C30H48O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)16-25)8-9-22-27(5)17-20(31)23(32)26(3,4)21(27)10-11-29(22,28)7/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20+,21-,22+,23-,27-,28+,29+,30-/m0/s1
Canonical SMILES:
CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1)C)C(=O)O)C
1.Maslinic Acid, a Natural Triterpene, Induces a Death Receptor-Mediated Apoptotic Mechanism in Caco-2 p53-Deficient Colon Adenocarcinoma Cells.
Reyes-Zurita FJ1, Rufino-Palomares EE1, García-Salguero L1, Peragón J2, Medina PP1, Parra A3, Cascante M4, Lupiáñez JA1. PLoS One. 2016 Jan 11;11(1):e0146178. doi: 10.1371/journal.pone.0146178. eCollection 2016.
Maslinic acid (MA) is a natural triterpene present in high concentrations in the waxy skin of olives. We have previously reported that MA induces apoptotic cell death via the mitochondrial apoptotic pathway in HT29 colon cancer cells. Here, we show that MA induces apoptosis in Caco-2 colon cancer cells via the extrinsic apoptotic pathway in a dose-dependent manner. MA triggered a series of effects associated with apoptosis, including the cleavage of caspases -8 and -3, and increased the levels of t-Bid within a few hours of its addition to the culture medium. MA had no effect on the expression of the Bax protein, release of cytochrome-c or on the mitochondrial membrane potential. This suggests that MA triggered the extrinsic apoptotic pathway in this cell type, as opposed to the intrinsic pathway found in the HT29 colon-cancer cell line. Our results suggest that the apoptotic mechanism induced in Caco-2 may be different from that found in HT29 colon-cancer cells, and that in Caco-2 cells MA seems to work independently of p53.
2.Estimation of Bioactive Compound, Maslinic Acid by HPTLC, and Evaluation of Hepatoprotective Activity on Fruit Pulp of Ziziphus jujuba Mill. Cultivars in India.
Rajopadhye A1, Upadhye AS1. Evid Based Complement Alternat Med. 2016;2016:4758734. doi: 10.1155/2016/4758734. Epub 2016 Jan 21.
Fruits of Ziziphus jujuba Mill. (family: Rhamnaceae), known as Indian jujube or "Ber," are of potential nutritional and medicinal value. 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. Maslinic acid and the fruit pulp of various cultivars of Indian jujube, namely, Gola, Sannur, Umaran, Mehrun, and Chhuhara, exhibited significantly high antioxidant and hepatoprotective activity. HPTLC-densitometric method was developed for quantification of maslinic acid from fruits of Indian jujube cultivars. The trend of occurrence of maslinic acid in fruits pulp extracts was as follows: Gola > Sannur > Umaran > Mehrun > Chhuhara > Wild > Kadaka > Apple. A significant correlation was shown by maslinic acid content and prevention of oxidative stress induced by CCl4 in liver slice culture cell treated with extract.
3.Unusual molecular pattern in Ajugoideae subfamily: the case of Ajuga genevensis L. from Dolomites.
Venditti A1,2, Frezza C2, Riccardelli M1, Foddai S2, Nicoletti M2, Serafini M2, Bianco A1. Nat Prod Res. 2016 May;30(9):1098-102. doi: 10.1080/14786419.2015.1102140. Epub 2015 Oct 28.
We analysed the ethanolic extract from Ajuga genevensis L. (Lamiaceae) growing in Dolomites, part of Italian Alps. Three new compounds for this species were identified: rosmarinic acid (1), oleanolic acid (2) and maslinic acid (3), representative of two different classes of chemical compounds (phenylpropanoids and pentacyclic triterpenes). A. genevensis resulted to be a valuable source of these compounds endowed with interesting biological activities (i.e. antioxidant, neuroprotective, anti-inflammatory, antiproliferative). The recognition of compounds (1), (2) and (3) may also confirm the ethnomedicinal uses of this plant. From a chemotaxonomical point of view, it is worth noting that iridoids were not evidenced in this accession. Iridoids are considered chemotaxonomic marker in Lamiales, and, in contrast with a previous study on this species, the presence of aucubin was not confirmed. In addition, the presence of large amounts of rosmarinic acid (1) was unexpected for a species that does not belong to subfamily Nepetoideae.
4.Effects of maslinic acid on the proliferation and apoptosis of A549 lung cancer cells.
Bai X1, Zhang Y1, Jiang H1, Yang P1, Li H1, Zhang Y1, He P1. Mol Med Rep. 2016 Jan;13(1):117-22. doi: 10.3892/mmr.2015.4552. Epub 2015 Nov 11.
Maslinic acid (MA) is a pentacyclic triterpene acid that is present in numerous dietary plants. Although certain studies have demonstrated that MA has anti‑cancer properties in different cell types, the effect of MA on lung cancer cell proliferation and apoptosis and the potential underlying mechanisms remain to be elucidated. In the present study, A549 lung cancer cells were treated with different doses of MA and it was found that MA significantly inhibited A549 cell growth in a dose‑dependent manner. In addition, Annexin V/propidium iodide flow cytometric analysis demonstrated that MA induced apoptosis of A549 cells. The present study also confirmed that MA induced apoptosis by observing morphological alterations. In addition, the effect of MA treatment on the levels of apoptosis‑associated proteins was examined. The results demonstrated that MA treatment suppressed the expression of caspase‑3, ‑8 and ‑9, and increased the expression of cleaved caspase‑3, ‑8 and ‑9 in a dose‑dependent manner.
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CAS 4373-41-5 Maslinic acid

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