7432-28-2 Usage
Description
Schizandrin, a dibenzocyclooctadiene lignan, is a significant constituent of Schisandra chinensis, commonly known as the schisandra berry. It exhibits a wide range of biological activities, including cell cycle arrest, cytotoxicity prevention, and neuroprotective effects. Schizandrin is characterized by its ability to modulate various cellular processes and protect against oxidative stress, making it a valuable compound for research and potential therapeutic applications.
Uses
Used in Oxidative Stress-Related Cell Signaling Studies:
Schizandrin is utilized as a research compound for oxidative stress-related cell signaling studies. It demonstrates protective effects against glutamate-induced cytotoxicity, inhibits the production of nitric oxide (NO) and reactive oxygen species (ROS), and preserves the mitochondrial membrane potential in isolated rat cortical cells. This makes Schizandrin a promising candidate for understanding and potentially treating conditions associated with oxidative stress.
Used in Cancer Research:
Schizandrin is used as an experimental compound in cancer research, particularly for its ability to induce cell cycle arrest at the G0/G1 phase and inhibit the growth of T47D and MDA-MB-231 breast cancer cells at concentrations of 100 μM. This suggests that Schizandrin may have potential applications in the development of novel cancer treatments.
Used in Neuroprotection:
Schizandrin is employed as a neuroprotective agent, as it has been shown to reduce apoptosis induced by cisplatin in HK-2 human kidney cells. Additionally, it reverses scopolamine-induced impairment of spatial memory and the passive avoidance response in rats, indicating its potential use in the treatment of neurodegenerative diseases and conditions related to cognitive decline.
Used in Allergy Research:
Schizandrin is used as a research compound in allergy studies, as it has been shown to reduce serum levels of IgE, IgG1, IL-4, and IFN-γ in an ovalbumin-sensitized mouse model of allergy. This suggests that Schizandrin may have potential applications in the development of treatments for allergic reactions and related conditions.
Biochem/physiol Actions
Schizandrin is a natural product with several biological properties involved with antioxidant and anti-inflammatory activities. It reduces the formation of ROS, inhibits the mitochondrial pathway of the apoptotic process and oxidative stress. Schizandrin has been reported to have hepatoprotective, antitumor, antiviral, and antiamnesic effects, and has neuroprotective activity against glutamate induced neurotoxicity.
Check Digit Verification of cas no
The CAS Registry Mumber 7432-28-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,4,3 and 2 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 7432-28:
(6*7)+(5*4)+(4*3)+(3*2)+(2*2)+(1*8)=92
92 % 10 = 2
So 7432-28-2 is a valid CAS Registry Number.
InChI:InChI=1/C24H32O7/c1-13-9-14-10-16(26-3)20(28-5)22(30-7)18(14)19-15(12-24(13,2)25)11-17(27-4)21(29-6)23(19)31-8/h10-11,13,25H,9,12H2,1-8H3/t13-,24-/m0/s1
7432-28-2Relevant articles and documents
Extracts with liver-X-receptor modulators, compounds and their use in weight control and treatment of disorders of lipid metabolism
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, (2009/03/07)
The invention relates to the use, or methods (especially with regard to animals, especially human, that are in need of such treatment) comprising the use, of an extract and/or one or more natural compounds from plants or parts of plants, respectively, from a genus selected from the group consisting of Schisandra, Illicium, Kadsura, Steganotaenia and Magnolia, alone or as supplement, as active ingredient in the regulation of body weight and/or fat loss and/or for the management of obesity, either in humans or in animals, to the use of said extract and/or natural compound(s) or mixtures in the manufacture of a pharmaceutical or nutraceutical formulation for the regulation of body weight and/or fat loss and/or for the management of obesity either in humans or in animals. The above extract and/or compound(s) can further be used to reduce one or more adverse metabolic parameters in a subject, such as the blood cholesterol level, especially the "bad" low density lipid (LDL) cholesterol. The invention relates also to said extract and/or compound(s) for use in the treatment or in the preparation of a medicament for the treatment of obesity and/or elevated blood cholesterol, as well as their preparation. It also relates to pharmaceutical or nutraceutical formulations comprising said extract and/or natural compound(s) which are useful in the regulation of body weight and/or fat loss and/or for the management of obesity.
Total Synthesis of (+)-Isoschizandrin Utilizing a Samarium(II) Iodide-Promoted 8-Endo Ketyl-Olefin Cyclization
Molander, Gary A.,George, Kelly M.,Monovich, Lauren G.
, p. 9533 - 9540 (2007/10/03)
The 13-step synthesis of (+)-isoschizandrin reported herein features a samarium(II) iodide-promoted 8-endo ketyl-olefin coupling to assemble the eight-membered ring present in the target concomitantly with the required functionality and stereochemistry. In constructing (+)-isoschizandrin as a single atropisomer, the synthesis utilizes a kinetic resolution of a seven-membered lactone using a CBS-oxazaborolidine.
Non-enzymic and enzymic oxygenations of a dibenzocyclooctadiene lignan, (±)-deoxyschizandrin: Implications for biosynthesis of the corresponding lignans
Takeya,Nakagawa,Ohguchi,Tobinaga
, p. 1694 - 1696 (2007/10/02)
Non-enzymic and enzymic oxygenation reactions of (±)-dibenzocyclooctadiene lignan, (±)-deoxyschizandrin (1) using a simple model system for mono-oxygenases Fe(MeCN)62+-Ac2O-H2O2 and rat liver S9 mix were investigated in connection with mammalian and plant metabolisms of the corresponding lignans. The non-enzymic reaction of 1 gave the two phenol acetates 4a and 5a and a quinone 6, and the enzymic reaction of 1 afforded several compounds for which three compounds characterized as 7, 8 and 9 were isolated. The latter results has implications for biosynthesis of these lignans.