41743-71-9

Usage

Uses

Used in Pharmaceutical Industry:
Ruizgenin is used as an anti-inflammatory agent for its ability to provide antioxidant benefits and promote cardiovascular health. It is derived from chlorogenic acid and is obtained from garlic, which is known for its various health-promoting properties.
Used in Antioxidant Applications:
Ruizgenin is utilized as an antioxidant in the pharmaceutical and nutraceutical industries due to its ability to neutralize free radicals and protect cells from oxidative stress. This application can be beneficial in the development of supplements and medications aimed at promoting overall health and well-being.
Used in Drug Delivery Systems:
In the field of drug delivery, ruizgenin can be employed as a component in the design of novel drug delivery systems. Its unique chemical properties may allow for improved targeting and release of therapeutic agents, enhancing the efficacy and bioavailability of medications.
Used in Cosmetics Industry:
Ruizgenin may also find applications in the cosmetics industry, where its antioxidant and anti-inflammatory properties can be harnessed to develop products that promote skin health and protect against environmental stressors.

InChI:InChI=1/C27H44O4/c1-15-5-10-27(30-14-15)16(2)24-23(31-27)13-20-18-12-22(29)21-11-17(28)6-8-25(21,3)19(18)7-9-26(20,24)4/h15-24,28-29H,5-14H2,1-4H3/t15-,16+,17+,18-,19+,20+,21-,22-,23+,24+,25-,26+,27?/m1/s1

Upstream product

• 555-31-7 aluminum isopropoxide 
• 67-63-0 isopropyl alcohol 
• 3514-59-8 (25R)-5α-spirostan-3,6-dione 
• 111372-85-1 (25R)-6α-hydroxy-5α-spirostan-3-one 
• 512-04-9 diosgenin 
• 7647-01-0 hydrogenchloride 
• 511-91-1 neochlorogenin acetate 
• 64-17-5 ethanol 
• 562-33-4 (25R)-5α,20αH-Spirostan-3β,6α-diol 
• 72994-87-7 (25R,5α)-spirostan-3β,6β-diol 3-O-β-D-glucopyranosyl-(1>2)-[β-D-glucopyranosyl-(1>3)]-β-D-glucopyranosyl-(1>4)-β-D-galactopyranoside 
• 20470-24-0 (25R)-3β-hydroxy-5α-spirostan-6-one 
• 511-91-1 chlorogenin 

Downstream Products

• 6057-65-4 Di-O-benzoyl-chlorogenin 
• 1672-65-7 (1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.0^2,9.0^4,8.0^13,18]icosa-16,18-diene-6,2'-oxane] 
• 20470-24-0 (25R)-3β-hydroxy-5α-spirostan-6-one 
• 334491-30-4 (23S,25R)-5α-spirostan-3β,6β,23-triol 

Relevant academic research and scientific papers

Steroidal Glycosides from the Flowers of Allium leucanthum

Furostanol and spirostanol glycosides 1 and 2 were isolated from the flowers of Allium leucanthum, a Caucasian endemic species that grows in Georgia. The structures were established on the base of chemical evidence and spectral analyses ( 1 H, 13 C NMR, 1 H- 1 H COSY, 1 H- 13 C COSY, HMBC, and HR-MS) data. Compound 1 (leucofuranoside A) was reported for the first time and was identified as 26-O-β-Dglucopyranosyl-(25R)-5α-furostane-3β,6β-diol-3-O-β-D-glucopyranosyl-(1→2)-O-β-D-xylopyranosyl-(1→3)-O-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside. Compound 2 was identified as (25R)-5α-spirostane-3β,6β-diol-3-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside and described for the first time in the genus Allium.

Trans -Hydroboration-oxidation products in ?5-steroids via a hydroboration- retro -hydroboration mechanism

Herein, we report for the first time a trans-hydroboration-oxidation product isolated and characterized under traditional hydroboration-oxidation conditions using cholesterol and diosgenin as substrates. These substrates are excellent starting materials because of the rigidity and different structural environments around the double bond. Further investigations based on experimental evidence, in conjunction with theoretical studies, indicate that the formation of this trans-species occurs via a retro-hydroboration of the major product to generate the corresponding ?6-structure and the subsequent hydroboration by the ?-face. Besides, the corresponding Markovnikov type products have been isolated in synthetically useful yields. The behavior of the reaction under a range of temperatures is also investigated.

Novel steroid -based amphiphiles and uses thereof

The present invention relates to a newly developed steroid-based amphiphilic compound, a preparation method thereof and a method for extracting, solubilizing, stabilizing, crystallizing or analyzing membrane proteins using the same. In addition, the compound, compared to the conventional compounds, can efficiently extract membrane proteins having various structures and properties from cell membranes and store the same in an aqueous solution for a long time, and thus can be used for functional analysis and structural analysis. Membrane protein structure and function analysis thereof is one of the areas of greatest interest in current biology and chemistry by being closely related to drug development.COPYRIGHT KIPO 2020

TIMOSAPONIN COMPOUNDS

Provided herein are timosaponin compounds of Frmula I, II, IIΙ, I', II' and IIΙ', pharmaceutical compositions comprising the coumpounds, and processes of preparation thereof. Also provided are uses of said timosaponin compounds for preparing medicament for the treatment of diseases associated with beta-amyloid in hosts or subjects in need thereof.

A new steroidal saponin with antiinflammatory and antiulcerogenic properties from the bulbs of Allium ampeloprasum var. porrum

A new steroidal saponin was isolated from the bulbs of Allium ampeloprasum var. porrum L. On the basis of chemical evidence, comprehensive spectroscopic analyses and comparison of known compounds, its structure was established as (3β,5α,6β,25R)-6-[(β-d-glucopyranosyl)oxy]-spirostan-3-yl O-β-d-glucopyranosyl-(1→2)-O-[β-D-glucopyranosyl-(1→3)] -β-d-galactopyranoside (1). Results of the present study indicated that the steroidal saponin showed haemolytic effects in the in vitro assays and demonstrated antiinflammatory activity and gastroprotective property using in vivo models.

The convergent synthesis of novel cytotoxic certonardosterol D2 from diosgenin

Certonardosterol D2, a polyhydroxysterol isolated from starfish Certonardoa semiregularis with exceptionally potent antitumor activity, was stereoselectively synthesized from natural rich diosgenin via the protocol of Julia olefination and Evan

New chlorogenin hexasaccharide isolated from Agave fourcroydes with cytotoxic and cell cycle inhibitory activities

A new chlorogenin hexasaccharide (1) was isolated from leaves of Agave fourcroydes (Agavaceae). The structure of the new saponin was elucidated as chlorogenin 3-O-[α-L-rhamnopyranosyl-(1→4)-β-D-glucopyranosyl- (1→3)-{β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl- (1→2)}-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside] (1) by spectroscopic analysis and the result of acidic hydrolysis. The new saponin (1) as well as known hexasaccharides (3 and 5) isolated here showed cytotoxicity against HeLa cells, and 1 exhibited a cell cycle inhibitory effect at the G2/M stage at the concentration of 7.5 and 10μg/mL.

Spirostanic analogues of teasterone. Synthesis, characterisation and biological activity of laxogenin, (23S)-hydroxylaxogenin and 23-ketolaxogenin (23-oxolaxogenin)

The synthesis and characterization of the naturally occurring steroid sapogenin laxogenin and its derivatives 23-ketolaxogenin and (23S)-hydroxylaxogenin were described. Compounds reported have shown plant-growth-stimulating activity in tests and field trials. The effect consisted of an increase of the length of the treated hypocotyls compared with that of the non-treated plants. Results showed that when the same solutions were applied to the seeds of orange tree, a strong promotion of the germination was observed.

Steroidal glycosides from the aerial parts of Polianthes tuberosa

A chemical investigation of the aerial parts of Polianthes tuberosa resulted in the isolation of a new bisdesmosidic cholestane glycoside (1) and three new spirostanol saponins (2-4), along with a known cholestane glycoside. The structures of new glycosides were determined bY spectroscopic analysis, including 2D NMR spectroscopic data, and the results of hydrolytic cleavage. The isolated compounds were evaluated for their cytotoxic activity on HL-60 human promyelocytic leukemia cells.

Synthesis of (22R, 25R)-3β,26-dihydroxy-5α-furostan-6-one

The synthesis of a plant growth promoter furostanol which bears the characteristic functionality of teasterone on rings A and B is described.