27738-46-1Relevant articles and documents
[3,3] Sigmatropic rearrangements of benzyl vinyl ethers. Model studies directed toward the total synthesis of cephalotaxine
Raucher,Jones,Stenkamp
, p. 4523 - 4526 (1985)
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Structure-activity relationships, biological evaluation and structural studies of novel pyrrolonaphthoxazepines as antitumor agents
Brindisi, Margherita,Ulivieri, Cristina,Alfano, Gloria,Gemma, Sandra,de Asís Balaguer, Francisco,Khan, Tuhina,Grillo, Alessandro,Chemi, Giulia,Menchon, Grégory,Prota, Andrea E.,Olieric, Natacha,Lucena-Agell, Daniel,Barasoain, Isabel,Diaz, J. Fernando,Nebbioso, Angela,Conte, Mariarosaria,Lopresti, Ludovica,Magnano, Stefania,Amet, Rebecca,Kinsella, Paula,Zisterer, Daniela M.,Ibrahim, Ola,O'Sullivan, Jeff,Morbidelli, Lucia,Spaccapelo, Roberta,Baldari, Cosima,Butini, Stefania,Novellino, Ettore,Campiani, Giuseppe,Altucci, Lucia,Steinmetz, Michel O.,Brogi, Simone
, p. 290 - 320 (2018/11/24)
Microtubule-targeting agents (MTAs) are a class of clinically successful anti-cancer drugs. The emergence of multidrug resistance to MTAs imposes the need for developing new MTAs endowed with diverse mechanistic properties. Benzoxazepines were recently identified as a novel class of MTAs. These anticancer agents were thoroughly characterized for their antitumor activity, although, their exact mechanism of action remained elusive. Combining chemical, biochemical, cellular, bioinformatics and structural efforts we developed improved pyrrolonaphthoxazepines antitumor agents and their mode of action at the molecular level was elucidated. Compound 6j, one of the most potent analogues, was confirmed by X-ray as a colchicine-site MTA. A comprehensive structural investigation was performed for a complete elucidation of the structure-activity relationships. Selected pyrrolonaphthoxazepines were evaluated for their effects on cell cycle, apoptosis and differentiation in a variety of cancer cells, including multidrug resistant cell lines. Our results define compound 6j as a potentially useful optimized hit for the development of effective compounds for treating drug-resistant tumors.
Method for preparing heliotropin
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Paragraph 0011, (2017/08/27)
The invention discloses a method for preparing heliotropin. The preparation method comprises the following steps: (a) preparing dilute sulfuric acid from concentrated sulfuric acid and water, adding the dilute sulfuric acid into a flask, adding glyoxylic acid, and cooling the mixed solution by using ice water; (b) adding benzodioxole into the mixed solution in a certain period of time, reacting for some time at the temperature of 0 DEG C, diluting by using water, separating out the precipitate, filtering, washing, drying in the shade, thereby obtaining white 3,4-methylenedioxymandelic acid; and (c) adding the 3,4-methylenedioxymandelic acid and dilute nitric acid into the three-neck flask, heating and stirring in a boiling water bath for some time, extracting by using diethyl ether, taking the organic phase, neutralizing and washing by using aqueous solution of sodium hydroxide, and finally, drying the organic phase by using anhydrous sodium sulfate, boiling off the organic solvent, cooling to obtain solids, recrystallizing by using methanol, thereby obtaining the heliotropin crystals. The method disclosed by the invention is fewer in preparation processes, low in input cost, good in yield effect and safe to operate, has excellent prospects and is suitable for large-scale industrial production.
Sesamol intermediate product process for preparing Piperonal and application
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Paragraph 0025 - 0027, (2017/02/09)
The invention belongs to the field of food additives and provides a preparation method of a sesamol intermediate heliotropin. The preparation method is convenient to use by taking nitric acid as a decarboxylating agent; the product, namely the sesamol intermediate heliotropin is good in purity; especially the decarboxylation efficiency is high, so that the decarboxylation reaction can be efficiently carried out to directly influence the synthesis yield of the overall preparation route; compared with other synthesis routes, the heliotropin synthesis route disclosed by the invention has considerable advantage on the cost, and the product competitiveness is relatively strong. The synthesis method disclosed by the invention has the advantages of cheap raw materials, simple reaction process and high yield and can be applied to large-scale synthesis of sesamol.