Chemistry:Maslinic acid
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| Names | |
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| IUPAC name
2α,3β-Dihydroxyolean-12-en-28-oic acid
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| Systematic IUPAC name
(4aS,6aS,6bR,8aR,10R,11R,12aR,12bR,14bS)-10,11-Dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid | |
| Other names
Crategolic acid; Masilinic acid; Crataegolic acid
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| Identifiers | |
3D model (JSmol)
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PubChem CID
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| Properties | |
| C30H48O4 | |
| Molar mass | 472.710 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
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| Infobox references | |
Maslinic acid is a compound derived from dry olive-pomace oil (an olive skin wax) which is a byproduct of olive oil extraction. It is a member of the group of triterpenes known as oleananes.
Pharmacology
In vitro study shows that maslinic acid inhibits serine proteases, key enzymes necessary for the spread of HIV within an individual's body.[1] It also has in vitro antiproliferative effects on colon cancer cells.[2] Maslinic acid increases EAAT2 (GLT-1) glutamate reuptake and may reduce glutamatergic toxicity in rats.[3]
Maslinic acid demonstrates antioxidant capabilities against oxygen and nitrogen reactive species.[4][5] It also exhibits a suppressive impact on proinflammatory cytokines like TNF-α and IL-6 in murine macrophages.[5] A review shows how these mechanisms could contribute to enhanced protein synthesis, growth rates, and joint support.[6] Additionally, maslinic acid serves as a glycogen phosphorylase inhibitor in mouse liver,[7][8] as evidenced by increased glycogen accumulation in rainbow trout liver.[9]
References
- ↑ University of Granada (11 July 2007). "Compound From Olive-pomace Oil Inhibits HIV Spread". https://www.sciencedaily.com/releases/2007/07/070709111536.htm.
- ↑ "Antiproliferative and apoptosis-inducing effects of maslinic and oleanolic acids, two pentacyclic triterpenes from olives, on HT-29 colon cancer cells". Br J Nutr 100 (1): 36–43. 2008. doi:10.1017/S0007114508882979. PMID 18298868. https://digital.csic.es/bitstream/10261/53542/1/HT-29.pdf.
- ↑ "Maslinic acid, a natural inhibitor of glycogen phosphorylase, reduces cerebral ischemic injury in hyperglycemic rats by GLT-1 up-regulation". J. Neurosci. Res. 89 (11): 1829–39. November 2011. doi:10.1002/jnr.22671. PMID 21800347.
- ↑ Conlon, Ian; Raff, Martin (1999-01-22). "Size Control in Animal Development" (in en). Cell 96 (2): 235–244. doi:10.1016/S0092-8674(00)80563-2. PMID 9988218.
- ↑ 5.0 5.1 "Antioxidant Activity of Maslinic Acid, a Triterpene Derivative Obtained from Olea europaea" (in en). Planta Medica 69 (5): 472–474. 2003. doi:10.1055/s-2003-39698. ISSN 0032-0943. PMID 12802735.
- ↑ Nierding, Axel. "Acide Maslinique: Propriétés Et Bienfaits" (in fr). https://polyvalents.fr/acide-maslinique/.
- ↑ "Supressive effect of maslinic acid from pomace olive oil on oxidative stress and cytokine production in stimulated murine macrophages" (in en). Free Radical Research 40 (3): 295–302. 2006. doi:10.1080/10715760500467935. ISSN 1071-5762. PMID 16484046.
- ↑ "Pentacyclic triterpenes. Part 1: The first examples of naturally occurring pentacyclic triterpenes as a new class of inhibitors of glycogen phosphorylases". Bioorganic & Medicinal Chemistry Letters 15 (22): 4944–4948. 2005-11-15. doi:10.1016/j.bmcl.2005.08.026. ISSN 0960-894X. PMID 16169219.
- ↑ "Plant-Derived Leading Compounds for Chemotherapy of Human Immunodeficiency Virus (HIV) Infection" (in en). Planta Medica 64 (02): 97–109. 1998. doi:10.1055/s-2006-957384. ISSN 0032-0943. PMID 9525100. https://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2006-957384.pdf.
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