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1.
Volcho K. P. Tatarova L. E. Suslov E. V. Korchagina D. V. Salakhutdinov N. F. Barkhash V. A. 《Russian Journal of Organic Chemistry》2001,37(10):1418-1429
Reactions of camphene, -fenchene, limonene, caryophyllene, - and -pinenes, verbenol, walterol, and verbenone with acylating agents in the presence of clay K-10 and wide-porous -zeolite were studied. Presumable schemes and rules of the occurring processes were considered. 相似文献
2.
I. V. Il’ina K. P. Volcho D. V. Korchagina N. F. Salakhutdinov V. A. Barkhash 《Russian Journal of Organic Chemistry》2004,40(10):1432-1436
Transformations of epoxide derived from nopol in the presence of natural askanite-bentonite clay were studied. The major products of the isomerization in the cold are diols possessing a p-menthane skeleton, which are readily converted into bicyclic ethers when the reaction is carried out at room temperature.Translated from Zhurnal Organicheskoi Khimii, Vol. 40, No. 10, 2004, pp. 1483–1487.Original Russian Text Copyright © 2004 by Ilina, Volcho, Korchagina, Salakhutdinov, Barkhash. 相似文献
3.
Irina V. Il'ina Konstantin P. Volcho Dina V. Korchagina Vladimir A. Barkhash Nariman F. Salakhutdinov 《Helvetica chimica acta》2007,90(2):353-368
The reactivity of allyl alcohols of the pinane series and of their epoxides in the presence of montmorillonite clay in intra‐ and intermolecular reactions was studied. Mutual transformations of (+)‐trans‐pinocarveol ((+)‐ 2 ) and (?)‐myrtenol ((?)‐ 3a ) were major reactions of these compounds on askanite–bentonite clay (Schemes 1 and 2). However, the two reactions gave different isomerization products, indicating that the reactivity of the starting alcohol (+)‐ 2 or (?)‐ 3a was different from that of the same compound (+)‐ 2 or (?)‐ 3 formed in the course of the reactions. (?)‐cis‐ and (+)‐trans‐Verbenol ((?)‐ 16 and (+)‐ 12 , resp.), as well as (?)‐cis‐verbenol epoxide ((?)‐ 20 ) reacted with both aliphatic and aromatic aldehydes on askanite–bentonite clay giving various heterocyclic compounds (Schemes 4, 5 and 7); the reaction path depended on the structure of both the terpenoid and the aldehyde. 相似文献
4.
Il’ina I. V. Korchagina D. V. Morozova E. A. Tolstikova T. G. Volcho K. P. Salakhutdinov N. F. 《Russian Chemical Bulletin》2019,68(5):1061-1066
Russian Chemical Bulletin - A series of compounds with a hydrogenated 2H-chromene skeleton was synthesized by the reaction of ketones and available para-menthane monoterpenoid (—)-isopulegol.... 相似文献
5.
V. I. Anikeev V. P. Sivcev I. V. Il’ina D. V. Korchagina O. B. Statsenko K. P. Volcho N. F. Salakhutdinov 《Russian Journal of Physical Chemistry A, Focus on Chemistry》2013,87(3):382-387
The reactivity of verbenol epoxide and isopulegol in supercritical solvents in the presence of aromatic aldehydes was studied using a flow type reactor and a heterogeneous catalyst (Al2O3) or no catalyst. The intramolecular transformations or interactions of reagents with the solvent prevailed in all cases; the yield of the products of intermolecular reactions of terpenoids with aldehydes was up to 1%. The aldehydes did not interact with verbenol epoxide but produced a considerable effect on the distribution of its isomerization products. 相似文献
6.
V. I. Anikeev V. P. Sivcev K. P. Volcho N. F. Salakhutdinov 《Russian Journal of Physical Chemistry A, Focus on Chemistry》2013,87(11):1940-1942
The reactivity of α- and β-ionones under the supercritical conditions in a flow type reactor in the presence of Al2O3 at 200–230°C was studied. α-Ionone was reduced to α-ionol, while β-ionol was unstable already at 200°C and underwent dehydration. The secondary reaction products were the corresponding megastigmatrienes. 相似文献
7.
Elizaveta D. Gladkova Arina A. Chepanova Ekaterina S. Ilina Alexandra L. Zakharenko Jhannes Reynisson Olga A. Luzina Konstantin P. Volcho Olga I. Lavrik Nariman F. Salakhutdinov 《Molecules (Basel, Switzerland)》2021,26(7)
A new type of berberine derivatives was obtained by the reaction of berberrubine with aliphatic sulfonyl chlorides. The new polycyclic compounds have a sultone ring condensed to C and D rings of a protoberberine core. The reaction conditions were developed to facilitate the formation of sultones with high yields without by-product formation. Thus, it was shown that the order of addition of reagents affects the composition of the reaction products: when sulfochlorides are added to berberrubine, their corresponding 9-O-sulfonates are predominantly formed; when berberrubine is added to pre-generated sulfenes, sultones are the only products. The reaction was shown to proceed stereo-selectively and the cycle configuration was confirmed by 2D NMR spectroscopy. The inhibitory activity of the synthesized sultones and their 12-brominated analogs against the DNA-repair enzyme tyrosyl-DNA phosphodiesterase 1 (Tdp1), an important target for a potential antitumor therapy, was studied. All derivatives were active in the micromolar and submicromolar range, in contrast to the acyclic analogs and 9-O-sulfonates, which were inactive. The significance of the sultone cycle and bromine substituent in binding with the enzyme was confirmed using molecular modeling. The active inhibitors are mostly non-toxic to the HeLa cancer cell line, and several ligands show synergy with topotecan, a topoisomerase 1 poison in clinical use. Thus, novel berberine derivatives can be considered as candidates for adjuvant therapy against cancer. 相似文献
8.
Aldar A. Munkuev Evgenii S. Mozhaitsev Arina A. Chepanova Evgeniy V. Suslov Dina V. Korchagina Olga D. Zakharova Ekaterina S. Ilina Nadezhda S. Dyrkheeva Alexandra L. Zakharenko Jhannes Reynisson Konstantin P. Volcho Nariman F. Salakhutdinov Olga I. Lavrik 《Molecules (Basel, Switzerland)》2021,26(11)
Tyrosyl-DNA phosphodiesterase 1 (Tdp1) is a promising target for anticancer therapy due to its ability to counter the effects topoisomerase 1 (Top1) poison, such as topotecan, thus, decreasing their efficacy. Compounds containing adamantane and monoterpenoid residues connected via 1,2,4-triazole or 1,3,4-thiadiazole linkers were synthesized and tested against Tdp1. All the derivatives exhibited inhibition at low micromolar or nanomolar concentrations with the most potent inhibitors having IC50 values in the 0.35–0.57 µM range. The cytotoxicity was determined in the HeLa, HCT-116 and SW837 cancer cell lines; moderate CC50 (µM) values were seen from the mid-teens to no effect at 100 µM. Furthermore, citral derivative 20c, α-pinene-derived compounds 20f, 20g and 25c, and the citronellic acid derivative 25b were found to have a sensitizing effect in conjunction with topotecan in the HeLa cervical cancer and colon adenocarcinoma HCT-116 cell lines. The ligands are predicted to bind in the catalytic pocket of Tdp1 and have favorable physicochemical properties for further development as a potential adjunct therapy with Top1 poisons. 相似文献
9.
V. I. Anikeev I. V. Il’ina K. P. Volcho N. F. Salakhutdinov 《Russian Journal of Physical Chemistry A, Focus on Chemistry》2012,86(12):1917-1919
The reactivity of citronellal under supercritical solvent conditions in a flow reactor in the presence of Al2O3 is examined. It is shown that at 160°C, the main transformation product of citronellal is isopulegol, and when the temperature is increased to 190°C, they are monoterpenes with a para-menthane framework and myrcene. 相似文献
10.
Fomenko V. V. Volcho K. P. Korchagina D. V. Salakhutdinov N. F. Barkhash V. A. 《Russian Journal of Organic Chemistry》2002,38(3):370-373
Reactions of (+)--fenchene and (-)-camphene with acetone and benzaldehyde over -zeolite lead to formation of tricyclic ethers. Possible reaction mechanisms and solvent effect on these processes are discussed. 相似文献