Draft:Sarmentosin

• Comment: Although there are medical review articles listed as references (ref 2,4,5,6), these are just on the topic of MAO inhibitors, and do not mention "Sarmentosin". So most of this article appears as a synthesis or original research. One important aspect, the toxicity is missing from this page. reference 4 used to reference the cancer statement does not mention cancer. So more suitable references will beed to be used to support most of this draft. Graeme Bartlett (talk) 22:18, 6 October 2024 (UTC)

• Comment: An infobox with the CAS number would be helpful. Robert McClenon (talk) 05:04, 1 October 2024 (UTC)

• Comment: Add links to related articles, including plant species. Add a link to and a comment about Sedum lanceolatum. Robert McClenon (talk) 04:26, 1 October 2024 (UTC)

• Comment: The DOIs are broken. Many of these are medical claims that require additional scrutiny per WP:MEDRS before they can be published. Remsense ‥ 论 09:02, 23 August 2024 (UTC)

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Sarmentosin

Names
IUPAC name (E)-2-(hydroxymethyl)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enenitrile
Identifiers
CAS Number	71933-54-5
3D model (JSmol)	Interactive image
ChEBI	CHEBI:9033
ChemSpider	4444567
KEGG	C08340
PubChem CID	5281123
InChI InChI=1S/C11H17NO7/c12-3-6(4-13)1-2-18-11-10(17)9(16)8(15)7(5-14)19-11/h1,7-11,13-17H,2,4-5H2/b6-1+/t7-,8-,9+,10-,11-/m1/s1 Key: FWAYDNJCBHNWQD-JBWLPIRVSA-N
SMILES C(/C=C(/CO)\C#N)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
Properties
Chemical formula	C11H17NO7
Molar mass	275.257 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Sarmentosin is a glycoside and a natural product primarily derived from several plant species, notably Ribes nigrum (blackcurrants): and Rhodiola sacra. It has gained attention for its potential therapeutic applications, including recently as an inhibitor of monoamine oxidase (MAO), an enzyme involved in the metabolism of neurotransmitters. Research has highlighted the ability of sarmentosin to inhibit MAO-B, a subtype of the enzyme, suggesting its role in managing conditions related to monoamine neurotransmitter levels.

Chemical Structure

Sarmentosin has a molecular formula of C₁₁H₁₇NO₇ and a molecular weight of 275.25 g/mol. Its IUPAC name is (E)-2-(hydroxymethyl)-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybut-2-enenitrile. The compound is typically encountered as a powder and can be analyzed using various techniques such as NMR and mass spectrometry.

Sources

Sarmentosin is primarily extracted from plants in the Rhodiola genus and blackcurrants. These plants are known for their medicinal properties and are found in temperate regions. The extraction process often involves solvent extraction and chromatographic techniques to isolate the compound in a pure form. Recent studies have specifically identified sarmentosin as a key bioactive compound in blackcurrants that contributes to its MAO inhibitory effects.

MAO Inhibition and other Biological Activity

Research has identified several significant biological activities associated with sarmentosin:

Research has demonstrated that sarmentosin exhibits significant inhibitory effects on MAO-B activity. A clinical study confirmed that consuming blackcurrant-derived sarmentosin significantly inhibited platelet MAO-B activity, with measurable effects observed two hours post-consumption. The inhibition was dose-dependent, with both 42 mg and 84 mg doses leading to significant reductions in MAO-B activity compared to baseline levels .In addition to its effects on MAO-B, sarmentosin has also been suggested to inhibit MAO-A, although further research is needed to clarify its activity against both isoforms. The ability of sarmentosin to inhibit these enzymes is particularly relevant, as MAO inhibitors are associated with various therapeutic effects, including the modulation of mood disorders and neurodegenerative diseases.

Therapeutic Potential

Given its MAO inhibitory properties, sarmentosin is being investigated for various therapeutic applications, particularly in:

• Mental Health: By inhibiting MAO-B, sarmentosin may help regulate neurotransmitter levels, potentially benefiting conditions such as depression and anxiety.
• Neuroprotection: The compound's ability to modulate MAO activity suggests a role in protecting against neurodegenerative diseases.

Research has also identified several other significant biological activities associated with sarmentosin

• Antimicrobial Properties: Sarmentosin has demonstrated effectiveness against various bacterial strains, making it a candidate for developing new antimicrobial agents.
• Antioxidant Activity: The compound exhibits antioxidant properties, which are vital for protecting cells from oxidative stress and related diseases.
• Anti-inflammatory Effects: Studies indicate that sarmentosin may possess anti-inflammatory properties, potentially aiding in the treatment of chronic inflammatory conditions.
• Cancer Research: Sarmentosin has been found to inhibit the mTOR signalling pathway and induce autophagy-dependent apoptosis in human hepatocellular carcinoma (HCC) cells, suggesting its potential role in cancer therapy.

Conclusion

Sarmentosin represents a significant area of interest within natural product chemistry and pharmacology. Its unique properties and potential health benefits warrant further investigation, and it may play an essential role in the development of new therapeutic agents in the future.