2955-23-9

Usage

Uses

Used in Pharmaceutical Industry:
2-Methoxy-4-[[(2S)-3β-(hydroxymethyl)-4α-hydroxy-4-(3-methoxy-4-hydroxybenzyl)tetrahydrofuran]-2α-yl]phenol is used as a pharmaceutical agent for its potential antioxidant and anti-inflammatory properties. Its natural origin and bioactivity make it a promising candidate for the development of new drugs targeting various health conditions.
Used in Cosmetic Industry:
In the cosmetic industry, 2-Methoxy-4-[[(2S)-3β-(hydroxymethyl)-4α-hydroxy-4-(3-methoxy-4-hydroxybenzyl)tetrahydrofuran]-2α-yl]phenol is used as an active ingredient for its antioxidant properties. It can help protect the skin from oxidative stress and environmental damage, promoting a healthier and more youthful appearance.
Used in Food Industry:
2-Methoxy-4-[[(2S)-3β-(hydroxymethyl)-4α-hydroxy-4-(3-methoxy-4-hydroxybenzyl)tetrahydrofuran]-2α-yl]phenol is used as a natural preservative in the food industry. Its antioxidant properties can help extend the shelf life of food products by preventing oxidation and spoilage.
Used in Nutraceutical Industry:
In the nutraceutical industry, 2-Methoxy-4-[[(2S)-3β-(hydroxymethyl)-4α-hydroxy-4-(3-methoxy-4-hydroxybenzyl)tetrahydrofuran]-2α-yl]phenol is used as a dietary supplement for its potential health benefits. Its antioxidant and anti-inflammatory properties may contribute to overall wellness and support the body's natural defense mechanisms.

InChI:InChI=1/C20H24O7/c1-25-17-7-12(3-5-15(17)22)9-20(24)11-27-19(14(20)10-21)13-4-6-16(23)18(8-13)26-2/h3-8,14,19,21-24H,9-11H2,1-2H3/t14-,19-,20-/m1/s1

Upstream product

• 76880-93-8 (+)-8'-hydroxyariciresinol 4'-O-β-D-glucopyranoside 
• 99633-10-0 (-)-olivil 4',4''-di-O-β-D-glucopyranoside 
• 56440-73-4 (-)-olivil 4'-O-β-D-glucopyranoside 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 

Downstream Products

• 107783-49-3 (-)-olivil tetraacetate 
• 10569-15-0 olivil dimethyl ether 
• 114847-46-0 lignan 8'-acetyl olivil 
• 114829-83-3 (-)-olivil diacetate 
• 58139-12-1 7-hydroxysecoisolariciresinol 

Relevant academic research and scientific papers

Total Synthesis and Stereochemical Confirmation of (-)-Olivil, (+)-Cycloolivil, (-)-Alashinols F and G, (+)-Cephafortin A, and Their Congeners: Filling in Biosynthetic Gaps

For the first time, we describe the stereocontrolled total syntheses of olivil, cephafortin A, 4-des-O-methyl-4-O-rhamnosyl cephafortin A, and alashinol F from a common precursor using a combination of chemoenzymatic and biomimetic methods for the systematic introduction of functional groups on three vicinal stereogenic carbon atoms. We revised the previously assigned stereochemistry of (+)-cephafortin A, which was reported as the enantiomer. Natural and unnatural congeners provide insights into the biogenetic interrelations of members of this family.

Secoiridoid glycosides from the twigs of Ligustrum obtusifolium possess anti-inflammatory and neuroprotective effects

Two new secoiridoid glycosides, obtusifolisides A and B (1, 2), together with 7 known secoiridoid glycosides (3-9) were isolated from the twigs of Ligustrum obtusifolium. The chemical structures of new compounds were determined by a spectroscopic data analysis, including one and two dimensional (1D-, 2D)- NMR, High resolution-MS, and experiments involving chemical reactions. The isolated secoiridoid glycosides were evaluated for their anti-inflammatory effects in lipopolysaccharide (LPS)-stimulated BV-2 murine microglia cells. Compounds 2, 5, 6, 8, and 9 significantly reduced the production of nitric oxide (NO), with IC50 values of 5.45, 11.17, 14.62, 15.45, and 14.96 μM, respectively. None of the compounds were toxic to the cells. Additionally, we evaluated the neuroprotective effects of compounds 1-9 on nerve growth factor (NGF) induction in a C6 rat glioma cell line. Compounds 2 and 6 upregulated NGF secretion to 155.56±7.16%, and 139.35±11.65%, respectively, without significant cell toxicity.

LIGNANS OF THE BARK OF Syringa volgaris

Two lignans have been isolated from the bark of Syringa vulgaris and identified: (+)-lariciresinol 4-β-D-glucopyranoside (I) and -olivil 4-β-D-glucopyranoside (II).This is the first time that glycoside (9) has been described.

Lignans Related to Olivil from Genus Cerbera (Cerbera. VI)

Three olivil dimers, 5',5'''-bis-olivil, 5',5''-bis-olivil, and 5,5''-bis-olivil, were isolated from the stems of Cerbera manghas and C. odollam together with (-)-olivil and (+)-cycloolivil, and their structures were determined on the basis of spectral evidence.Olivil 4-O-glucoside and 4'-O-glucoside were also obtained from the leaves of C. manghas.Keywords-Apocynaceae; Cerbera manghas; Cerbera odollam; lignan; olivil; cycloolivil; olivil-O-glucoside; olivil dimer.