1292847-83-6Relevant academic research and scientific papers
Effect of chiral polyhydrochromenes on cannabinoid system
Li-Zhulanov, Nikolai S.,Il’ina, Irina V.,Chicca, Andrea,Schenker, Patricia,Patrusheva, Oksana S.,Nazimova, Ekaterina V.,Korchagina, Dina V.,Krasavin, Mikhail,Volcho, Konstantin P.,Salakhutdinov, Nariman F.
, p. 450 - 464 (2019/02/09)
A set of chiral polyhydrochromenes was synthesized by clay-catalyzed reactions of monoterpenoids (?)-isopulegol, (+)-neoisopulegol and (1R,2R,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol 5 with aromatic and heteroaromatic aldehydes. These compou
Synthesis and analgesic activity of stereoisomers of 2-(3(4)-hydroxy-4(3)-methoxyphenyl)-4,7-dimethyl-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diols
Pavlova, Alla,Mikhalchenko, Oksana,Rogachev, Artem,Il'Ina, Irina,Korchagina, Dina,Gatilov, Yuriy,Tolstikova, Tat'Yana,Volcho, Konstantin,Salakhutdinov, Nariman
, p. 3821 - 3830 (2015/10/06)
2-(3(4)-Hydroxy-4(3)-methoxyphenyl)-4,7-dimethyl-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diols were found recently to possess high analgesic activity and low acute toxicity. Stereoisomers of these compounds with high optical purity were synthesized from (+)- and (-)-α-pinenes for the first time in this work. The structure of (4S)-4b isomer was confirmed by the XRD data. Studies of analgesic activity of the resulting products demonstrated that neither the absolute configuration nor cis- or trans-arrangement of vicinal oxygen atoms plays a significant role in manifestation of analgesic effect by these isomers, while only (4S)-4b isomer, but not (4R)-4b demonstrated the analgesic effect.
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.
, 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.
