CAS 62201-71-2 12-O-Methylcarnosic acid

12-O-Methylcarnosic acid - CAS 62201-71-2

Catalog number: 62201-71-2

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Molecular Formula:
Molecular Formula	C21H30O4
Molecular Weight:
Molecular Weight	346.461
COA:
COA	Inquire
Chemical Family:
Chemical Family	Diterpenoids
Description:
Description	12-O-Methylcarnosic acid is a natural diterpenoid compound found in several plants.

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Purity:
Purity	>98%
Appearance:
Appearance	Powder
Synonyms:
Synonyms	Carnosic acid 12-methyl ether;12-Methoxycarnosic acid
MSDS:
MSDS	Inquire
Quality Standard:
Quality Standard	Enterprise Standard

Quantity:
Quantity	Milligrams-Grams
Density:
Density	1.1±0.1 g/cm3

1.Supercritical fluid extracts of rosemary leaves exhibit potent anti-inflammation and anti-tumor effects.

Peng CH;Su JD;Chyau CC;Sung TY;Ho SS;Peng CC;Peng RY Biosci Biotechnol Biochem. 2007 Sep;71(9):2223-32. Epub 2007 Sep 7.

Supercritical fluid SF-CO2 treatment of Rosemarinus officinalis L. fresh leaves under optimum conditions (80 degrees C at 5,000 psi) yielded 5.3% of extract supercritical fluid extraction (SFE)-80, in which five major active principles were identified by liquid chromatography/mass spectrometry (LC/MS), viz., rosmarinic acid, carnosol, 12-methoxycarnosic acid, carnosic acid, and methyl carnosate. Total phenolic content was 155.8 mg/ gallic acid equivalent (GAE)/g in SFE-80, which showed 1,1-diphenyl-2-picrylhydrazyl (DPPH) scavenging of 81.86% at 0.01 mg/ml. When treated in RAW 264.7, apparent dose-dependent NO inhibition occurred at dosages of 1.56 to 6.25 microg/ml, and more drastically at 12.5 and 25 microg/ml. At 0.5 to 5.0 microg/ml, SFE-80 exhibited dose-dependent viability suppression and significant tumor necrosis factor alpha (TNF-alpha) production in Hep 3B, whereas no effect was found in Chang liver cells. Furthermore, no effect was observed in RAW 264.7 at dosages of 3.13 to 25 microg/ml, indicating that SFE-80 exhibited a noncytotoxic character. Conclusively, rosemary can be considered an herbal anti-inflammatory and anti-tumor agent.

2.Low-density lipoprotein, collagen, and thrombin models reveal that Rosemarinus officinalis L. exhibits potent antiglycative effects.

Hsieh CL;Peng CH;Chyau CC;Lin YC;Wang HE;Peng RY J Agric Food Chem. 2007 Apr 18;55(8):2884-91. Epub 2007 Mar 27.

Using the low-density lipoprotein (LDL), collagen, and thrombin models, we report here that the rosemary extracts (REs), either the aqueous (REw) or the acetonic (REA), all possessed many antiglycation-related features, and the effective concentrations required were as follows: 0.1 mg/mL for suppressing the relative electrophoretic mobility, 1.3 microg/mL for anticonjugated diene induction, 0.5 mg/mL for inhibition of thiobarbituric acid reactive substances production, 0.1 mg/mL for AGEs (advanced glycation end products) formation, 0.1 mg/mL to block glucose incorporation, and 0.05 mg/mL as an effective anti-antithrombin III. Using high-performance liquid chromatography/mass spectrometry, we identified five major constituents among eight major peaks, including rosmarinic acid, carnosol, 12-methoxycarnosic acid, carnosic acid, and methyl carnosate. In the LDL model, REA was proven to be more efficient than REw; yet, the reverse is true for the collagen and the thrombin III models, the reason of which was ascribed to the higher lipid-soluble antioxidant content (such as rosmarinic acid, carnosol, carnosic acid, 12-methoxycarnosic acid and methyl carnosate) in REA than in REw and the different surface lipid characteristics between LDL and collagen; although to act as anti-AGEs, both extracts were comparable.

3.Constituents of Salvia microphylla.

Aydogmuş Z;Yeşilyurt V;Topcu G Nat Prod Res. 2006 Jul 10;20(8):775-81.

A new phenolic ester 2-( p-hydroxyphenyl)ethyl eicosaheptanoic acid ester (1) and a known one hexacosylferulate (2) were isolated from the acetone extract of Salvia microphylla. In addition, two sesquiterpenes beta-eudesmol (3) and 8alpha-hydroxy-beta-eudesmol (4), a diterpene carnosic acid 12-methyl ether (12-methoxycarnosic acid) (5), three triterpenes erithrodiol 3-acetate, oleanolic acid, lupeol and beta-sitosterol were obtained as known compounds from this plant extract. The structures of the isolated compounds were elucidated by spectroscopic methods, including one- and two- dimensional 1H- and 13C-NMR and MS spectroscopies. The selected compounds were tested for antimicrobial activity against standard bacterial strains, and only carnosic acid 12-methyl ether showed antimicrobial activity against S. aureus at 78 microg mL(-1).

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