Osthenol

Osthenol
Product Name Osthenol
CAS No.: 484-14-0
Catalog No.: CFN91058
Molecular Formula: C14H14O3
Molecular Weight: 230.3 g/mol
Purity: >=98%
Type of Compound: Coumarins
Physical Desc.: Powder
Targets: Antifection | MAO-A | 5alpha-reductase | COX-1
Source: The herbs of Glehnia littoralis
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Price: $298/10mg
Osthenol shows antitumor-promoting activity, it also has antifungal and antibacterial activities.Osthenol potently and selectively inhibited recombinant human monoamine oxidase-A (hMAO-A) with an IC50 value of 0.74 µM; it exhibited a highly potent inhibitory activity on 5alpha-reductase type I in LNCaP cells with an IC50 value of 0.1 microg/ml; it also exhibited inhibitory activity on COX-1 with the IC50 value of 64.3 microM.
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Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
  • J Chromatogr Sci.2015 Feb 5. pii: bmu231.
  • Biomed Chromatogr. 2016 Mar 23.
  • Plant Cell Physiol.2018 Jan 1;
  • J Pharm Biomed Anal.2018 Mar 20;
  • J Sep Sci. 2017 Dec 27.
  • Acta Physiologiae PlantarumJanuary 2016, 38:7
  • Korean j.of Pharm.Dec.2017;
  • Phytomedicine.2018 Jan 1;
  • Phytomedicine.2018 Jan 1;
  • Chem Biol Interact. 2016 Dec 25
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    Zhongguo Zhong Yao Za Zhi. 2015 Sep;40(18):3594-7.
    Studies on coumarins from fruit of Cnidium monnieri and their cytotoxic activities.[Pubmed: 26983206]
    This study is to study is to investigate the coumarins from Fruit of Cnidium monnieri and their cytotoxic activities.
    METHODS AND RESULTS:
    The constituents were separated by column chromatography, and their structures were elucidated by spectroscopic data analyses. The isolated compounds were evaluated for their cytoxic activities by MTT method. Eleven compounds were isolated and identified as osthole (1), bergaptan (2), xanthotoxol (3), xanthotoxin (4), imperatorin (5), isopimpinellin (6), Osthenol (7), psoralen (8), 5,7-dimethoxycoumarin (9), oxypeucedaninhydrate (10), and swietenocoumarin F (11). Compounds 7, 9-11 were isolated from the Cnidium genus for the first time.
    CONCLUSIONS:
    Compounds 1,5,10 and 11 showed significant cytotoxic activities against L1210 cell lines at a concentration of 1 x 10(-5) mol x L(-1) with inhibitory rates of were 70.13, 63.10, 55.77, and 75.08% respectively.
    Z Naturforsch C. 2008 Jan-Feb;63(1-2):21-8.
    Antifungal activity of coumarins.[Pubmed: 18386483 ]

    METHODS AND RESULTS:
    The antifungal activity of 40 coumarins was tested against the fungal strains: Candida albicans (ATCC 14053), Aspergillus fumigatus (ATCC 16913) and Fusarium solani (ATCC 36031), using the broth microdilution method.
    CONCLUSIONS:
    Osthenol showed the most effective antifungal activity among all the compounds tested, with a MIC value of 125 microg/ml for Fusarium solani and 250 micro/ml for Candida albicans and Aspergillus fumigatus. The antifungal potential of this prenylated coumarin can be related to the presence of an alkyl group at C-8 position.
    Z Naturforsch C. 2005 Sep-Oct;60(9-10):693-700.
    Antibacterial activity of coumarins.[Pubmed: 16320610 ]

    METHODS AND RESULTS:
    The antibacterial activity of coumarin per se and other 45 coumarin derivatives was tested against strains of Bacillus cereus MIP 96016, Escherichia coli ATCC 25922, Pseudomonas aeruginosa ATCC 27853, and Staphylococcus aureus ATCC 25923. The inhibitory effects of coumarins were affected by their substitution patterns. Osthenol (44) showed the most effective antibacterial activity against Gram-positive bacteria with MIC values ranging between 125 and 62.5 microg/ml.
    CONCLUSIONS:
    These results suggested that the prenyl chain of 44 at position 8 and the presence of OH at position 7 of the benzenic ring are required for the antibacterial activity against these strains.
    Bioorg Med Chem Lett. 2019 Mar 15;29(6):839-843.
    Osthenol, a prenylated coumarin, as a monoamine oxidase A inhibitor with high selectivity.[Pubmed: 30686752]

    METHODS AND RESULTS:
    Osthenol (6), a prenylated coumarin isolated from the dried roots of Angelica pubescens, potently and selectively inhibited recombinant human monoamine oxidase-A (hMAO-A) with an IC50 value of 0.74 µM and showed a high selectivity index (SI > 81.1) for hMAO-A versus hMAO-B. Compound 6 was a reversible competitive hMAO-A inhibitor (Ki = 0.26 µM) with a potency greater than toloxatone (IC50 = 0.93 µM), a marketed drug. Isopsoralen (3) and bakuchicin (1), furanocoumarin derivatives isolated from Psoralea corylifolia L., showed slightly higher IC50 values (0.88 and 1.78 µM, respectively) for hMAO-A than 6, but had low SI values (3.1 for both). Other coumarins tested did not effectively inhibit hMAO-A or hMAO-B. A structural comparison suggested that the 8-(3,3-dimethylallyl) group of 6 increased its inhibitory activity against hMAO-A compared with the 6-methoxy group of scopoletin (4). Molecular docking simulations revealed that the binding affinity of 6 for hMAO-A (-8.5 kcal/mol) was greater than that for hMAO-B (-5.6 kcal/mol) and that of 4 for hMAO-A (-7.3 kcal/mol). Docking simulations also implied that 6 interacted with hMAO-A at Phe208 and with hMAO-B at Ile199 by carbon hydrogen bondings.
    CONCLUSIONS:
    Our findings suggest that Osthenol, derived from natural products, is a selective and potent reversible inhibitor of MAO-A, and can be regarded a potential lead compound for the design of novel reversible MAO-A inhibitors.
    Planta Med. 2002 Feb;68(2):162-3.
    Inhibitors of 5alpha -reductase type I in LNCaP cells from the roots of Angelica koreana.[Pubmed: 11859469]

    METHODS AND RESULTS:
    A prenylated coumarin, Osthenol (1) and a sesquiterpene, bisabolangelone (2) have been isolated as active principles with 5alpha-reductase type I inhibitory effects in LNCaP cells from the roots of Angelica koreana Max. by bioassay-guided chromatographic fractionation.
    METHODS AND RESULTS:
    Osthenol exhibited a highly potent inhibitory activity on 5alpha-reductase type I in LNCaP cells with an IC50 value of 0.1 microg/ml, which is about 200 times more potent than the positive control, finasteride (IC50 = 19.8 microg/ml). Bisabolangelone also inhibited the activity of 5alpha-reductase type I in LNCaP cells (IC50 = 11.6 microg/ml), indicating that these compounds are possible candidates for the development of new drugs to treat human endocrine disorders associated with overproduction of DHT by 5 alpha-reductase type I. In addition, four compounds isooxypeucedanin, oxypeucedanin hydrate, oxypeucedanin and isoimperatorin were also isolated and found to be inactive in the 5alpha-reductase assay systems used in the present study.
    Planta Med. 1998 Aug;64(6):525-9.
    Inhibitory effects of Angelica pubescens f. biserrata on 5-lipoxygenase and cyclooxygenase.[Pubmed: 9741298 ]

    METHODS AND RESULTS:
    Linoleic acid, osthol, Osthenol and two polyacetylenes, falcarindiol and 11(S),16(R)-dihydroxyoctadeca-9Z,17-diene-12,14-diyn-1 -yl acetate were found to be the most active compounds responsible for the inhibitory activity of the dichloromethane extract of the roots of Angelica pubescens f. biserrata on 5-lipoxygenase (5-LO) and cyclooxygenase (COX-1) in vitro.
    CONCLUSIONS:
    They showed prominent inhibitory effect on 5-LO with IC50 values of 27.9 microM, 36.2 microM, 43.1 microM, 9.4 microM and 24.0 microM, respectively. Linoleic acid, Osthenol, falcarindiol and 11(S), 16(R)-dihydroxyoctadeca-9Z,17-diene-12,14-diyn-1-yl acetate exhibited inhibitory activity on COX-1 with IC50 values of 13.3 microM, 64.3 microM, 66.0 microM and 73.3 microM.
    Planta Med. 2005 Jan;71(1):84-7.
    Antitumor-promoting activity of coumarins from citrus plants.[Pubmed: 15678381]

    METHODS AND RESULTS:
    In order to identify antitumor-promoting agents, we performed primary in vitro screening of 31 coumarins isolated from 11 plants of the Citrus species (Rutaceae), examining their possible inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12- O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells. Some of the 8-substituted coumarins, 8-formyl-7-hydroxycoumarin (5), Osthenol (7), demethylauraptenol (8), osthenon (9) and dihydroosthenon (10), were found to significantly inhibit EBV-EA activation (IC50: 129-207 mol ratio/32 pmol TPA).
    CONCLUSIONS:
    Osthenol (7) exhibited a marked inhibitory effect on mouse skin tumor promotion in an in vivo two-stage carcinogenesis test.
    Zhongguo Zhong Yao Za Zhi. 2017 Jun;42(11):2102-2109.
    Chemical constituents from lipophilic parts in roots of Angelica dahurica cv.Yubaizhi.[Pubmed: 28822155 ]
    The chemical constituents from lipophilic parts in the roots of Angelica dahurica cv. Yubaizhi were studied in this paper.
    METHODS AND RESULTS:
    The compounds were separated and purified by repeated column chromatographic methods on silica gel and HPLC, and the chemical structures of compounds were determined by spectral data analyses. Thirty-three compounds were obtained and identified as isoimperatorin (1), imperatorin (2), stigmasterol (3), isooxypeucedanin (4), pabulenol (5), psoralen (6), bergapten (7), isodemethylfuropinarine (8), phellopterin (9), Osthenol (10), alloimperatorin (11), xanthotoxin (12), xanthotoxol (13), isopimpinellin (14), alloisoimperatorin (15), β-sitosterol (16), oxyalloimperatorin (17), pabularinone (18), 5-hydroxy-8-methoxypsoralen (19), columbianetin (20), heracol (21), isogosferol (22), 2″R-neobyakangelicol (23), byakangelicin ethoxide (24), byakangelicin (25), oxypeucedanin hydrate (26), uracil (27), umbelliferone (28), bergaptol (29), demethylfuropinarine (30), isobyakangelicol (31), oxypeucedanin ethanolate (32), heraclenol (33).
    CONCLUSIONS:
    Among them, compounds 8, 10, 17, 21, and 30 were obtained from the roots of title plant for the first time.
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