528-43-8 Usage
Description
Magnolol is a bioactive compound belonging to the lignan class, identified from the bark of Magnolia officinalis or M. grandiflora. It has been used in Asian traditional medicine for the treatment of anxiety, sleep disorders, and allergic diseases. Magnolol can act on the GABA receptor in vitro as a strong allosteric modulator and also has antifungal, anti-periodontal, osteoblast-stimulating, and osteoclast-inhibiting activities. Additionally, it can activate the cannabinoid (CB) receptors, behaving as a partial agonist with selectivity for the peripheral CB2 subtype.
Uses
Used in Pharmaceutical Industry:
Magnolol is used as a therapeutic agent for the treatment of anxiety, sleep disorders, and allergic diseases due to its ability to act on the GABA receptor and activate cannabinoid (CB) receptors.
Used in Dental Industry:
Magnolol is used as an antifungal and anti-periodontal agent for oral health care, thanks to its antifungal and anti-periodontal activities.
Used in Orthopedic Industry:
Magnolol is used to stimulate osteoblast activity and inhibit osteoclast activity, making it a potential candidate for bone health and treatment of related conditions.
Used in Cosmetics Industry:
Magnolol can be used as an active ingredient in cosmetics for its antifungal and anti-inflammatory properties, which may be beneficial for skin health and treatment of certain skin conditions.
References
https://en.wikipedia.org/wiki/Magnolol
https://www.caymanchem.com/product/14233
Hazard
Moderately toxic by ingestion.
Biological Activity
Magnolol, a natural lignan isolated from the stem bark of Magnolia officinalis, is a dual agonist of both RXRα and PPARγ, with EC50 values of 10.4 μM and 17.7 μM, respectively.
Mechanism of action
Magnolol (5,5’-diallyl-2,2’-dihydroxybiphenyl) is a polyphenolic binaphthalene compound and a structural isomer of honokiol. Both magnolol and honokiol are isolated from the stem bark of a traditional Chinese herbal medicine Magnolia officinalis, which has been used for management of nervous disturbance, abdominal distention or disorders, gastrointestinal food stagnancy, and coughing and dyspnea. Magnolol has showed a wide spectrum of beneficial activities, including anti-inflammation, antimicroorganism, antioxidation, antiangiogenesis, anticancer, neuroprotection, cardiovascular protection, and lipolysis activities.
Safety Profile
Moderately toxic by ingestion.When heated to decomposition it emits acrid smoke andirritating vapors.
in vitro
Magnolol is a bioactive lignin found in the bark of the Houpu magnolia (Magnolia officinalis) which shows antifungal properties. Magnolol preferentially increases (3)H-muscimol binding to hippocampus compared to cortex and cerebellum in vitro. Magnolol has a more potent enhancing effect on GABAA receptor alpha2 subunit. Magnolol shows significant inhibitory activities against Trichophyton mentagrophytes, Microsporium gypseum, Epidermophyton floccosum, Aspergillus niger, Cryptococcus neoformans, and Candida albicans with minimum inhibitory concentrations (MIC) in a range of 25-100 μg/ml.
in vivo
Magnolol (5-15 mg/kg, p.o.) significantly attenuates the phenotypic severity of dextran sulfate sodium (DSS)-induced colitis in mice. Magnolol (10, 15 mg/kg, p.o.) attenuates histopathological changes and myeloperoxidase activity in the colon of DSS-treated mice, decreases DSS-induced high levels of proinflammatory cytokines TNF-α, IL-1β and IL-6 in the colonic tissues. Magnolol (10 mg/kg, p.o.) also reverses abnormality of serum metabolome, and regulates tryptophan metabolic pathway in mice.
Check Digit Verification of cas no
The CAS Registry Mumber 528-43-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,2 and 8 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 528-43:
(5*5)+(4*2)+(3*8)+(2*4)+(1*3)=68
68 % 10 = 8
So 528-43-8 is a valid CAS Registry Number.
InChI:InChI=1/C18H18O2/c1-3-5-13-7-9-17(19)15(11-13)16-12-14(6-4-2)8-10-18(16)20/h3-4,7-12,19-20H,1-2,5-6H2
528-43-8Relevant articles and documents
Biomimetic Synthesis of Illicium Oligomeric Neolignans
Sy, Lai-King,Brown, Geoffrey D.
, p. 476 - 477 (1998)
Six products have been isolated from the oxidative coupling of 4-allylphenol in the presence of FeIII; the distribution of products suggests that oligomeric neolignans associated with the family Illicium may also be non-enzymic products of oxidative coupling.
Synthesis method of magnolol
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Paragraph 0020; 0022, (2019/01/16)
The invention relates to a synthesis method of magnolol. The synthesis method comprises the following steps: (1) performing reaction on 1,1'-biphenyl-2,2'-diphenol serving as a raw material and allylhalide under the existence of alkali to prepare 2,2'-diallyl-1,1'-biphenyl; (2) dissolving the 2,2'-diallyl-1,1'-biphenyl into a solvent and performing rearrangement reaction under the existence of columbium pentachloride to obtain the magnolol. Compared with the conventional reaction system, the synthesis method has the characteristics of simple route, simplicity and convenience in operation, mild condition and the like.
PROCESSES FOR MAKING MAGNOLOL AND DERIVATIVES THEREOF
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Paragraph 0022-0024, (2014/12/09)
Described herein are high yield methods for making magnolol (5,5′-diallyl-biphenyl-2,2′-diol) and tetrahydro-magnolol (5,5′-dipropyl-biphenyl-2,2′-diol).