1415323-67-9Relevant academic research and scientific papers
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.
Formation of the compounds with an epoxychromene framework: Role of the methoxy groups
Mikhalchenko, Oksana S.,Korchagina, Dina V.,Volcho, Konstantin P.,Salakhutdinov, Nariman F.
, p. 1406 - 1421 (2015/01/09)
Earlier, it was found that the reaction of para-mentha-6,8-diene-2,3-diol with 2,4,5-trimethoxybenzaldehyde in the presence of Montmorillonite K 10 clay led to the formation of a compound with an unusual epoxychromene framework among other products. In the current work, systematic studies of the effect of the number and position of MeO groups in the aromatic ring of the aldehyde on the reaction route were performed to reveal the structural parameters, which favor the formation of compounds with an epoxychromene framework. Compounds with an epoxychromene framework were shown to be formed if the benzaldehyde contained MeO substituents in o- and p-position. The highest yield was achieved in the case of 2,4,5-trimethoxybenzaldehyde.
Synthesis and analgesic activity of new heterocyclic compounds derived from monoterpenoids
Mikhalchenko, Oksana,Il'Ina, Irina,Pavlova, Alla,Morozova, Ekaterina,Korchagina, Dina,Tolstikova, Tat'Yana,Pokushalov, Evgeny,Volcho, Konstantin,Salakhutdinov, Nariman
, p. 3026 - 3034 (2013/07/26)
A set of new heterocyclic compounds with different types of framework, including a new type of framework, were synthesized by reactions of verbenol epoxide and (1R,2R,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol with aromatic aldehydes containing three methoxy groups. The analgesic activity of these substances was studied. Three compounds possessed considerable activity in vivo in the acetic acid-induced writhing test. (2S,4R,4aR,8S,8aR)-4,7-Dimethyl- 2-(2,4,5-trimethoxyphenyl)-3,4,4a,5,8,8a-hexahydro-2H-4,8-epoxychromene exhibited high analgesic activity in both acetic acid-induced writhing and hot plate tests; its selectivity index IS50 exceeded 60.
