5957-80-2Relevant articles and documents
Preparation method of miltirone
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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
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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
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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.