465-95-2

Usage

Uses

Used in Pharmaceutical Industry:
Primulagenin is used as a bioactive compound for its potential therapeutic effects. Its chemical structure allows it to interact with various biological targets, making it a candidate for the development of new drugs. The presence of hydroxy groups at specific positions may contribute to its pharmacological properties, such as anti-inflammatory, anticancer, or antimicrobial activities.
Used in Cosmetic Industry:
In the cosmetic industry, Primulagenin is used as an active ingredient for its potential skin health benefits. The triterpenoid's ability to modulate biological processes may lead to applications in anti-aging, skin regeneration, or protection against environmental stressors. Its incorporation into cosmetic formulations could provide consumers with skincare products that promote healthier and more resilient skin.
Used in Nutraceutical Industry:
Primulagenin's potential health-promoting properties also make it a candidate for use in the nutraceutical industry. It could be incorporated into dietary supplements or functional foods to support overall health and well-being. The triterpenoid's bioactivity may contribute to immune system support, antioxidant activity, or other health benefits when consumed as part of a balanced diet.
Used in Agricultural Industry:
In agriculture, Primulagenin could be utilized as a natural compound to enhance crop protection or improve plant health. Its potential antimicrobial or antifungal properties might be harnessed to develop eco-friendly pesticides or to promote plant growth and resistance against diseases.
Overall, Primulagenin's unique structure and biological activities position it as a versatile compound with applications in various industries, ranging from pharmaceuticals and cosmetics to nutraceuticals and agriculture. Further research and development will be essential to fully explore and harness its potential for these diverse applications.

InChI:InChI=1/C30H50O3/c1-25(2)14-15-30(18-31)20(16-25)19-8-9-22-27(5)12-11-23(32)26(3,4)21(27)10-13-28(22,6)29(19,7)17-24(30)33/h8,20-24,31-33H,9-18H2,1-7H3/t20-,21?,22-,23+,24-,27+,28-,29-,30-/m1/s1

Upstream product

• 67-63-0 isopropyl alcohol 
• 39701-83-2 (4aS)-5t,10c-diacetoxy-2,2,6at,6bc,9,9,12ac-heptamethyl-4ar-hydroxymethyl-(8atH,12btH,14bcH)-Δ¹⁴-eicosahydro-picene 
• 67-56-1 methanol 
• 84897-08-5 androseptoside D₁ 
• 77537-98-5 androseptoside F 
• 2749-23-7 3β-hydroxy-13β:17-methyleneoxy-16-oxooleanane 
• 901783-39-9 3β.16α-diacetoxy-oleanen-(12)-al-(28) 
• 141-52-6 sodium ethanolate 
• 7803-57-8 hydrazine hydrate 
• 1318934-22-3 16α,28-dihydroxyolean-12-ene-3-O-β-[6''-O-gallolylglucopyranosyl-(1''->2')][β-glucopyranosyl-(1'''->6')]-β-glucopyranoside 
• 61846-58-0 Corchorusin A 
• 897960-45-1 3β.16α-diacetoxy-oleanene-(12)-thioic acid-(28)-S-methyl ester 
• 78285-88-8 echinocystic acid 3-O-β-D-xylopyranosyl-(1->2)-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside 
• 2651-51-6 3β-O-Acetyl-16α,28-diacetoxy-30β-oxo-β-amyrin 

Relevant academic research and scientific papers

Triterpene saponins of Maesa lanceolata leaves

Chemical investigation of Maesa lanceolata leaves aqueous MeOH extract has led to the isolation of eight new triterpene glycosides identified as 16-oxo-28-hydroxyolean-12-ene 3-O-β-glucopyranosyl-(1''→6')-β- glucopyranoside 1, 16α, 28-dihydroxyolean-12-ene 3-O-β-[(6"-O- galloylglucopyranosyl-(1"→2')][β-glucopyranosyl-(1'''→6')] -β-glucopyranoside 2, 16α, 22α, 28-trihydroxyolean-12-ene 3-O-[β-glucopyranosyl-(1"→2')] [α-rhamnopyranosyl- (1'''→6']-β-glucopyranoside 3, 22α-acetyl-16α- hydroxyolean-12-en-28-al 3-O-[α-rhamnopyranosyl- (1""→6"')-β-glucopyranosyl-(1"'→3')] [β-glucopyranosyl-(1"→2')]-β-arabinopyranoside 4, 22α-acetyl-16α,21 β-dihydroxyoleanane-13β:28-olide 3-O-[β-glucopyranosyl-(1'''→6')] [6''-O-coumaroylglucopyranosyl- (1''→2')]-β-glucopyranoside 5, 16α,22α-diacetyl-21β- angeloyloleanane-13β:28-olide 3 β-O-[β-glucopyranosyl- (1''→2')][β-glucopyranosyl-(1'''→4')]-β-glucopyranoside 6, 16α, 22α, 28-trihydroxy-21β-angeloyloleanan-12-ene 3 β-O-[α-rhamnopyranosyl-(1'''→6'')][β-glucopyranosyl- (1''→2')]-β-xylopyranoside 7, 16α, 28-dihydroxy-22α- acetyl-21β-angeloylolean-12-ene 3-O-[β-galactopyranosyl- (1"→2')] [α-rhamnopyranosyl-(1'"→4')]-α- arabinopyranoside 8. Together with these were known compounds quercetin, myricetin, quercetin 3-O-rhamnopyranoside, myricetin 3-O-β-glucopyranoside, gallic acid, sistosterol 3-O-β-glucopyranoside, rutin, myricetin 3-O-α-rhamnopyranosyl-(1"→3')-β-glucopyranoside and quercetin 3,7-O-β-diglucopyranoside. Their structures were determined using spectroscopic methods as well as comparison with data from known compounds. The in vitro antibacterial activity of aqueous MeOH extract of the leaves of M. lanceolata was also investigated and zones of inhibition ranging from 28±0.1 to 10±0.2 mm were observed. The minimum inhibitory concentration (MIC) for the extract ranged between 100 to 1000 μg/ml with the highest activity being observed with Vibro cholerae. Among the pure isolates, compound 6 was the most active and its highest recorded MIC value was 62.5 μg/ml against V. cholerae. ARKAT-USA, Inc.

SAPONINS IN CYCLAMEN SPECIES: CONFIGURATION OF CYCLAMIRETIN C AND STRUCTURE OF ISOCYCLAMIN

Five sapogenins and three saponins were identified in bulbs of 14 cytologically defined Cyclamen species and their structures were determined by means of mass, 1H and 13C NMR spectroscopy.In addition to the known products of hydrolysis, primulagenin A was found, and cyclamiretin C was shown to be identical with cyclamigenin C.The new saponin isocyclamin was identified as 3β--O-β-D-glucopyranosyl-(1-4)--α-L-arabinopyranosyl>-16α-hydroxy-13β,28-epoxy-olean-30-al. - Key Word Index - Cyclamen; Primulaceae; saponin; sapogenin; chemotaxonomy.

Triterpenoid Glycosides of Corchorus acutangulus Lam.

Four new triterpenoid glycosides, corchorusins A,B,C, and D, isolated from the aerial part of Corchorus acutangulus Lam. were respectively defined as longispinogenin 3-O-β-D-galactopyranoside (1), saikogenin F 3-O-β-D-galactopyranoside (12), 23-hydroxylongispinogenin 3-O-β-D-galactopyranoside (6), and saikogenin E 3-O-β-D-glucopyranosyl(12)-β-D-galactopyranoside (15) based on their spectral properties and some chemical transformations.

THE STRUCTURE OF PROSAPOGENIN OBTAINED FROM THE SAPONIN OF GLEDITSIA JAPONICA

Key Word Index - Gleditsia japonica; Leguminosae; saponins; bisdesmoside; echinocystic acid derivatives; Gleditsia saponin C. Prosapogenin was obtained by alkaline hydrolysis of Gleditsia saponin GS-C (echinocystic acid 3,28-O-bisdesmoside), a new triterpenoid saponin isolated from Gleditsia japonica.Prosapogenin was shown on the basis of chemical and physicochemical data to be echinocystic acid 3-O-β-D-xylopyranosyl-(1-2)-α-L-arabinopyranosyl-(1-6)-β-D-glucopyranoside.