1415323-53-3Relevant academic research and scientific papers
Synthesis and cytotoxic activity of substituted hexahydro-2H-4,6-(epoxymethano)chromen-8(5H)-ones obtained from (–)-verbenone
Il’ina,Pokrovsky,Mikhalchenko,Korchagina,Volcho,Pokrovsky,Salakhutdinov
, p. 2257 - 2260 (2016/10/03)
A number of compounds with a substituted hexahydro-2H-4,6-(epoxymethano)chromen8(5H)-one framework was synthesized starting from monoterpenoid (–)-verbenone and aromatic aldehydes containing methoxy and hydroxy groups. Cytotoxic activity of these compounds on human tumor cell lines was studied for the first time. Compounds containing three methoxy groups in each aromatic ring were found to be the most promising for further studies.
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.
