25460-12-2

Upstream product

• 5957-80-2 carnosol 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 

Relevant academic research and scientific papers

Inhibition of squalene synthase of rat liver by abietane diterpenes derivatives

In the current study, chemical composition of cultivated Salvia canariensis L was determined. Carnosol was the main product isolated. We prepared more lipophilic derivatives from carnosol, and both isolated and semisynthetic abietane diterpenes were evaluated in?vitro as inhibitors of squalene synthase. Among the compounds tested, carnosol was the most potent inhibitor (IC50 = 17.6 μM). These results highlight the great potential of this species for the production of new ingredients in nutritional supplements for the treatment of hyperlipidemia.

Rearrangement of methyl 11,12-di-O-methyl-6,7-didehydrocarnosate in basic medium. Easy hemisynthesis of miltirone

Methyl 11,12-di-O-methyl-6,7-didehydrocarnosate 3, obtained from the abundant natural product carnosol 1, undergoes an interesting rearrangement when treated with potassium tert-butoxide in dimethyl sulfoxide to give 11,12-dimethoxy-20(10→7)abeo-abieta-5(10),8,11,13-tetraen-20-oic acid 4, in which an additional double bond is formed between C-5 and C-10 and the carboxylic acid group has migrated from C-10 to C-7. Deprotection of the two methyl ether moieties in 4 with BBr3 allows spontaneous air oxidation and decarboxylation of the catechol derivative to give the potent benzodiazepine agonist miltirone 10. The structure of 6 has been unequivocally elucidated by X-ray diffraction analysis and indirect chemical correlation between 4 and 6 has been established.

Isolation, structure determination, and absolute configuration of barbatusol: A new bioactive diterpene with a rearranged abietane skeleton from the labiate Coleus barbatus

Barbatusol, isolated from the Labiate Coleus barbatus Bentham, is shown to be a new phenolic diterpene with a rearranged abietane skeleton. Absolute configuration is established by hemisynthesis of barbatusol dimethyl-ether from the known carnosol. Barbatusol is endowed with biological activity.

Application of dimethyl carnosol in preparation of medicine for treating cachexia disease

The invention innovatively provides the application of the carnosol compound in preparation of medicine for treating cachexia for the first time. The carnosol compound comprises a carnosol compound shown as a formula X, dimethyl deuterated carnosol shown as a formula 1, dimethyl carnosol shown as a formula 2 and the like. The invention further provides a novel compound, namely the dimethyl deuterated carnosol shown in the formula 1 and a preparation method thereof. The invention also provides a pharmaceutical composition for treating cachexia diseases. The invention further provides application of the compound in preparation of the medicine for treating the tumor cachexia, including muscle atrophy caused by tumor tissue, lipopenia caused by tumor tissue, appetite reduction caused by tumor tissue, inflammatory response caused by tumor tissue and tumor cachexia caused by digestive tract related cancer, liver cancer, lung cancer and colon cancer. The invention also provides application of the compound in preparation of medicines or inhibitors for treating or inhibiting muscle atrophy, medicines or inhibitors for inhibiting or relieving fat cell lipolysis, and medicines or inhibitors for inhibiting or relieving weight loss or reduction. The dimethyl carnosol provided by the invention has a wide application prospect.

Application of carnosol compounds in preparation of medicines for treating cachexia diseases

The invention innovatively provides application of carnosol compounds in preparation of medicines for treating cachexia for the first time. The carnosol compound comprises a carnosol compound shown as a formula X, dimethyl deuterated carnosol shown as a formula 1, dimethyl carnosol shown as a formula 2 and the like. The invention further provides a novel compound, namely the dimethyl deuterated carnosol shown in the formula 1 and a preparation method thereof. The invention also provides pharmaceutical compositions for treating cachexia diseases. The invention further provides application of the carnosol compounds in preparation of the medicines for treating tumor cachexia, including amyotrophy caused by tumor tissue, adipopenia caused by the tumor tissue, appetite reduction caused by the tumor tissue, inflammatory response caused by the tumor tissue and tumor cachexia caused by digestive tract related cancers, liver cancer, lung cancer and colon cancer. The invention also provides the application in preparation of medicines or inhibitors for treating or inhibiting amyotrophy, drugs or inhibitors for inhibiting or relieving lipolysis of fat cells, and drugs or inhibitors for inhibiting or relieving weight loss or decrease. The carnosol compounds and medicines have a wide application prospect.

Dimethyl deuterated carnosol, preparation method thereof and application of dimethyl deuterated carnosol in preparation of medicine for treating cachexia

The invention innovatively provides application of a carnosol compound in preparing a medicine for treating cachexia for the first time. The carnosol compound comprises a carnosol compound shown as a formula X, dimethyl deuterated carnosol shown as a formula 1, dimethyl carnosol shown as a formula 2 and the like. The invention further provides a novel compound, namely the dimethyl deuterated carnosol shown in the formula 1 and a preparation method of the dimethyl deuterated carnosol. The invention also provides a pharmaceutical composition for treating cachexia diseases. The invention further provides application of the medicine in preparation of the medicine for treating the tumor cachexia, including muscle atrophy caused by tumor tissue, adipopenia caused by the tumor tissue, appetite reduction caused by the tumor tissue, inflammatory response caused by the tumor tissue and tumor cachexia caused by digestive tract related cancer, liver cancer, lung cancer and colon cancer. The invention also provides an application in preparation of drugs or inhibitors for treating or inhibiting amyotrophy, drugs or inhibitors for inhibiting or relieving fat cell lipolysis, and drugs or inhibitors for inhibiting or relieving weight loss or loss. A wide application prospect is achieved.

Oxidative C-ring opening of abietane diterpenes with ammonium cerium(IV) nitrate

The oxidation reaction of 11,12-di-O-methylcarnosol with ammonium cerium(IV) nitrate (CAN) gave an abietane diterpene with the C-ring opened and a diester function. The structure of this diester was established by spectroscopic analysis and by chemical means. The reaction of 11,12-di-O-dimethylgaldosol with CAN gave a similar result, yielding a δ-lactone which structure was established as 7-hydroxy-11,12-seco-8,13- abietadien-12,7:20,6β-dilacton-11-oic acid methyl ester by spectroscopic analysis and chemical means. These results could be useful to accede to other natural products like rosmic acid Georg Thieme Verlag Stuttgart.

A New Diterpene Lactone, Rosmadial, from Rosemary (Rosmarinus officinalis L.)

A new type of phenolic diterpene lactone, named rosmadial (1), was isolated from the leaves of rosemary (Rosmarinus officinalis L.), one of the herb spices belonging to the Family Labiatae.The structure has been determined to be 12-hydroxy-6,7-seco-11,10-epoxymethano-20-oxo-abieta-8,11,13-triene-6,7-dial by chemical and spectroscopic methods.The structure and stereochemistry were confirmed by synthesis from carnosol.

Antioxidative Effect of the Constituents of Rosemary (Rosmarinus officinalis L.) and Their Derivatives

Antioxidative activity was measured on extracts of rosemary (Rosmarinus officinalis L.), one of the herb spices belongs to the Family Labiatae, using different solvents.Strong activity was observed in the weakly acidic fraction of the n-hexane extract, which was further fractionated and purified to afford several active compounds.An odorless and colorless compound, named rosmanol, showed high antioxidative activity in both lard and linoleic acid, and particularly in lard, was about four times more active than synthetic antioxidants, such as BHT and BHA.Furthermore, the antioxidant activities of the derivatives of rosmanol and carnosol were measured by the ferric thiocyanate method and the TBA method, to observe the correlation between chemical structure and activity as an antioxidant.