5957-80-2 Usage
Description
Carnosol is a phytopolyphenol derived from Rosemary (Rosmarinus officinalis) that exhibits a wide range of biological activities, including antioxidant, antimicrobial, and anticarcinogenic properties. It is known for its ability to decrease nitric oxide production, scavenge peroxyl and hydroxyl radicals, inhibit lipid peroxidation, and suppress the synthesis of leukotrienes. Carnosol is a white powder with diverse applications in various industries.
Uses
Used in Anticancer Applications:
Carnosol is used as an anticarcinogen for its ability to reduce mammary DNA adduct formation and tumorigenesis in a rat model of DMBA-induced mammary tumorigenesis. It functions as a potent chemopreventive agent, protecting cells from the harmful effects of carcinogens and reducing the risk of cancer development.
Used in Pharmaceutical Industry:
Carnosol is used as an antioxidant for its ability to scavenge peroxyl and hydroxyl radicals, as well as inhibit lipid peroxidation in cell-free assays. This makes it a valuable compound for the development of pharmaceutical products aimed at preventing and treating various diseases associated with oxidative stress.
Used in Food Industry:
Carnosol is used as a natural preservative for its antimicrobial properties. It can help extend the shelf life of food products by inhibiting the growth of harmful microorganisms, ensuring the safety and quality of the products.
Used in Cosmetics Industry:
Carnosol is used as an active ingredient in cosmetics for its antioxidant and anti-aging properties. It can help protect the skin from environmental stressors, such as free radicals and UV radiation, and promote a healthier, more youthful appearance.
Used in Nutraceutical Industry:
Carnosol is used as a dietary supplement for its various health-promoting properties, including its antioxidant, antimicrobial, and anticarcinogenic activities. It can be incorporated into nutraceutical products to support overall health and well-being.
Cytotoxicity
IC50 (μg/mL): 65 (HL-60), 58 (K562), 50(Hep G2), 48 (MCF-7), 53 (MOLT-4)(Farimani et al. 2012)IC50 (μg/mL): 61.46 (AGS) (Areche et al.2009)IC50 (μg/mL): 2 (P388) (Aoyagi et al.2006)IC50 (μg/mL): 1.19 (A2780), 3.30(SW1573), 8.59 (WiDr), 7.93 (T-47D),1.29 (HBL-100) (Guerrero et al. 2006).
Check Digit Verification of cas no
The CAS Registry Mumber 5957-80-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,9,5 and 7 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 5957-80:
(6*5)+(5*9)+(4*5)+(3*7)+(2*8)+(1*0)=132
132 % 10 = 2
So 5957-80-2 is a valid CAS Registry Number.
InChI:InChI=1/C20H26O4/c1-10(2)11-8-12-13-9-14-19(3,4)6-5-7-20(14,18(23)24-13)15(12)17(22)16(11)21/h8,10,13-14,21-22H,5-7,9H2,1-4H3/t13?,14?,20-/m1/s1
5957-80-2Relevant articles and documents
Preparation method of miltirone
-
Paragraph 0030; 0032-0051, (2021/11/27)
The invention discloses a preparation method of miltirone. The method comprises the following steps: by taking carnosic acid as a raw material, peroxyacid salt or silver oxide as an oxidizing agent and salt formed by a fourth period element as a catalyst, carrying out oxidation reaction to obtain carnosol with high yield; then subjecting the carnosol to a heating reaction under catalysis of formate to obtain the miltirone in one step. The synthesis method disclosed by the invention is simple and convenient to operate and high in yield, avoids using relatively toxic dimethyl sulfate, boron tribromide and trimethylsilyl trifluoromethanesulfonate as reagents, and is suitable for industrial production.
PROCESS FOR PRODUCING CARNOSOL FROM CARNOSIC ACID USING HYDROGEN PEROXIDE OR PERACIDS
-
Page/Page column 9-10, (2010/04/03)
Catalytic processes for the production of carnosol from carnosic acid using hydrogen peroxide or a peracid are presented. The carnosic acid may be in pure form, in an impure form, part of a plant extract, or may be present in rosemary needles. The catalyst may be iron, iron salts, a minor amount of water, rosemary needles, or a mixture thereof.
Novel derivatives of carnosic acid
-
Page/Page column 2-3, (2008/06/13)
Incubations with Nocardia sp., NRRL 5646 were conducted to produce new derivatives of the abietane-diterpene chemoprotectant and antioxidant, carnosic acid. Reduction of the C-20 carboxylic acid functional group followed by methylation at the C-12 phenol afforded the novel compound 11,20-dihydroxy-12-methoxy-abiet-8,11,13-triene. Oxidative cyclization of carnosic acid to carnosol followed by dihydroxylation at the isopropyl moiety afforded the novel compound 11,12,16,17-tetrahydroxy-7-10-(epoxymethano)-abiet-8,11,13-triene-20-one. The metabolites are new carnosic acid derivatives whose structures were confirmed by mass spectrometry and NMR spectroscopic analysis. The radical quenching properties of the new metabolites using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) free-radical scavenging assay showed activities improved over that of mixed tocopherols and carnosic acid.
