1292847-75-6Relevant academic research and scientific papers
Synthesis and Analgesic Activity of 4,7-Dimethyl-3,4,4a,5,8,8a-Hexahydro-2-Chromen-4,8-Diols Containing Alkyl-Substituted Aromatic Moieties
Patrusheva,Pavlova,Korchagina,Tolstikova,Volcho,Salakhutdinov
, p. 1066 - 1071 (2017)
A series of new heterocyclic compounds with the hexahydro-2H-chromene skeleton were prepared by reacting the monoterpenoid para-mentha-1,8-diene-5,6-diol with 4-alkyl-substituted aromatic aldehydes. Adding small alkyl substituents (methyl and ethyl) to the aldehyde aromatic ring increased the yields of hexahydrochromenes as compared with the analogous reaction with benzaldehyde. However, adding a branched substituent (isopropyl) and longer butyl and octyl moieties reduced the yields of the target compounds. The stereoselectivity of the reaction changed as the alkyl substituent lengthened. The analgesic activity of the obtained products was studied.
Anti-influenza activity of monoterpene-derived substituted hexahydro-2H-chromenes
Patrusheva, Oksana S.,Zarubaev, Vladimir V.,Shtro, Anna A.,Orshanskaya, Yana R.,Boldyrev, Sergey A.,Ilyina, Irina V.,Kurbakova, Svetlana Yu.,Korchagina, Dina V.,Volcho, Konstantin P.,Salakhutdinov, Nariman F.
, p. 5158 - 5161 (2016/10/22)
The antiviral activity of 4-hydroxy-hexahydro-2H-chromenes and 4-fluorine-hexahydro-2H-chromenes with an aromatic substituent, synthesized from monoterpene (?)-verbenone, was studied for the first time. Five of 11 (45 per cent) of 4-hydroxy-hexahydro-2H-chromene-type compounds have been found to exhibit antiviral activity against influenza A virus of subtype H1N1pdm09. Although a portion of active compounds among 4-fluorine-containing series was fewer, just compound 5i that contains a fluorine substituent exhibited more potent anti-influenza activity along with low cytotoxicity. Thus two new promising types of antiviral compounds were identified.
Reactions of verbenol epoxide with aromatic aldehydes containing hydroxy or methoxy groups in the presence of montmorillonite clay
Il'ina, Irina V.,Volcho, Konstantin P.,Mikhalchenko, Oksana S.,Korchagina, Dina V.,Salakhutdinov, Nariman F.
experimental part, p. 502 - 513 (2011/04/25)
The reactions of (-)-cis-verbenol epoxide with a number of aromatic aldehydes containing OH and/or MeO groups in the presence of montmorillonite K10 clay have been studied. Several new O-containing heterocyclic compounds with different frameworks, including compounds with a previously unknown octahydro-2H-4,6-(epoxymethano)chromene framework, have been synthesized. Introduction of one donor substituent in the benzaldehyde molecule led to a decrease in the total yield of intermolecular by formed products, while the introduction of two and more substituents led to an increase in the yield of these products.
