Synthetic analogs of natural flavolignans. II. A new synthesis of benzodioxepane analogs of silandrin and hydnocarpin

Benzodioxepane analogs of chalcones have been obtained from which analogs of natural flavolignans — silandrin and hydnocarpin — have been synthesized. The PMR spectra of the new substances are given and are discussed.KIEN, Karakalpak Division, Academy of Sciences of the Republic of Uzbekistan, Nukus. Taras Shevchenko Kiev University, Ukraine. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 480–483, July–August, 1994.     

Synthetic analogs of natural flavolignans. V. A new synthesis of 6-halogeno-1,3-benzodioxane analogs of silandrin and hydnocarpin

6-Halogeno-1,3-benzodioxane analogs of chalcones have been synthesized by various methods. Flavanone and flavone analogs of silandrin and hydnocarpin have been obtained from them. The structures of the new flavonoids have been shown by their PMR spectra.KIEN Karakalpak Division, Academy of Sciences of the Republic of Uzbekistan, Nukus. Taras Shevchenko Kiev University, Ukraine. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 494–498, July–August, 1994.     

Synthetic and modified isoflavonoids. VII. Synthesis of benzodioxocane analogs of pseudobaptigenin

Benzodioxocane analogs of pseudobaptigenin have been synthesized, and their structures have been shown by chemical transformations and PMR spectra.Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 223–226, March–April, 1994.     

Chemistry of isoflavone heteroanalogs. 11. Benzodioxane analogs of chalcone,flavone, and isoflavone

Benzodioxane analogs of chalcones and their epoxides have been prepared. Different types of analogs of natural flavonolignan — silibin — have been synthesized from these compounds. The PMR spectra of the new compounds and the results of the preliminary biological testings are reported and discussed.For article 10, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 192–198, February, 1986.     

Synthesis of analogs of natural isoflavones from 2,4-dihydroxydeoxybenzoins

A number of analogs of natural isoflavones have been synthesized. The starting materials were 2,4-dihydroxydeoxybenzoins obtained under modified conditions of the Houben-Hoesch reaction. The yields of the isoflavones synthesized were 63–69%. All the analogs of natural flavones possess a pronounced hypolipidemic action.Pyatigorsk Pharmaceutical Institute. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 781–784, November–December, 1985.     

Synthetic and modified isoflavonoids XVIII. Synthesis of 7-isopropoxy-substituted analogs of pseudobaptigenin

7-Isopropoxy derivatives of isoflavones have been synthesized from 1,3-benzodioxole, 1,4-benzodioxane, and 1,4-benzodioxepane analogs of pseudobaptigenin. Their structures have been confirmed by PMR.Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 365–369, May–June, 1997.     

Synthetic and modified isoflavonoids. VI. Synthesis of analogs of pseudobaptigenin with ester groups

Derivatives of pseudopbaptigenin and of its benzodioxane and benzodioxepane analogs containing an ethoxycarbonyl group in position 2 have been synthesized.Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 220–223, March–April, 1994.     

Synthetic analogs of natural flavolignans VIII. Synthesis of 6-chloro-1,3-benzodioxane, 1,4-benzodioxane, 1,5-benzodioxepane, and 1,6-benzodioxocane analogs of 4-thioflavone

1,3-Benzodioxane, 1,4-benzodioxane, 1,5-benzodioxepane, and 1,6-benzodioxocane analogs of 4-thioflavone have been synthesized.Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 375–378, May–June, 1997.     

Synthetic analogs of natural flavolignans. III. Synthesis of 6-carboxy-1,3-benzodioxane analogs of silandrin and hydnocarpin

Chalcones containing a 6-carboxy-1,3-benzodioxane fragment and, from them, flavanone and flavone analogs of silandrin and hydnocarpin have been synthesized. The structures of the compounds obtained were confirmed by their PMR spectra.KIEN, Karakalpak Division, Academy of Sciences of the Republic of Uzbekistan, Nukus. Taras Shevchenko Kiev University, Ukraine. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 484–489, July–August, 1994.     

Synthetic analogs of natural flavolignans VII. Synthesis of 1,3-benzodioxane analogs of dehydrosilybin

Structural analogs of dehydrosilbyn have been obtained from 1,3-benzodioxane derivatives of chalcones. Their structures have been confirmed by their PMR spectra.Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 623–625, September–October, 1994.     

Synthesis and investigation of the antitumoral activity of shortened analogs of luliberin

With the aim of obtaining antitumoral drugs possessing a binary action mechanism, we have synthesized a series of shortened analogs of luliberin, including some containing a 1-carboxymethyl-5-fluorouracil residue. Their antitumoral and hormonal activities have been investigated.Institute of High-Molecular-Mass Compounds, Russian Academy of Sciences, St. Petersburg. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 655–662, September–October, 1994.     

Synthesis of pyridine and quinoline analogs of chalcone. Study of their structure by the PMR method

Substituted pyridine and 2-quinoline analogs of chalcone have been synthesized. The homonuclear Overhauser effect has been used to assign the PMR signals of the olefinic protons of the indicated pyridine derivatives and to elucidate their steric orientation.Taras Shevchenko State University, Kiev 252033, Ukraine. Translated from Khimiya Geterotsiklicheskikh soedinenii, No. 5, pp. 666–670, May, 1998.     

Synthetic analogs of natural flavolignans. XII. Synthesis of 3,5-diarylsubstituted pyrazolines based on 1,3-benzodioxane and 1,4-benzodioxane chalcone analogs

3,5-Diarylsubstituted pyrazolines were synthesized by reaction of 1,3-benzodioxane and 1,4-benzodioxane chalcone analogs with hydrazine hydrate. The structures of the products were confirmed by PMR spectroscopy.Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 446–447, November–December, 2004.For part XI, see [6].This revised version was published online in April 2005 with a corrected cover date.     

Synthetic analogs of natural flavolignans. IV. Synthesis of benzodioxocane analogs of silandrin and hydnocarpin

1,6-Benzodioxocane analogs of chalcones have been synthesized. From them have been obtained benzodioxocane analogs of silandrin and hydnocarpin. The PMR spectra of the substances synthesized are given and are discussed. Taras Shevchenko Kiev University, Ukraine. KIEN, Karakalpak Division, Academy of Sciences of the Republic of Uzbekistan, Nukus. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 490–493, July–August, 1994.     

Interaction with cholinesterases and conformational analysis of analogs of acetylcholine containing the alkaloids ephedrine and pseudoephedrine

Acetyl--methylcholine analogs of ephedrine and pseudoephedrine have been synthesized. The kinetics of their interaction with cholinesterases have been studied. To explain the differences in the sensitivity of the enzymes to conformers, a conformational analysis of the compounds synthesized has been made by the NMR method.A. S. Sadykov Institute of Bioorganic Chemistry, Uzbek SSR Academy of Sciences, Tashkent. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 654–658, September–October, 1988.     

Synthesis of new analogs of valinomycin and their properties. I

Conclusions 1. The synthesis of five valinomycin analogs differing by the configurations of the amino-acid and hydroxy-acid residues and also by the volumes of the radicals of the hydroxy-acid residues has been effected.2. The stability constants of the complexes of these analogs with potassium ions in ethanol solution have been determined.3. The antimicrobial activities of the compounds obtained have been studied and a correlation has been found between the degree of activity and stability of the complexes with K⁺.M. M. Shemyakin Institute of the Chemistry of Natural Compounds, Academy of Sciences of the USSR. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 233–240, March–April, 1974.     

Synthetic analogs of natural flavolignans IX. Synthesis of 3-amino-substituted analogs of hydnocarpin

New 3-amino-substituted chromones with 1,3-benzodioxan and 1,4-benzodioxan nuclei in position 2 have been synthesized. The structures of the compounds obtained have been confirmed by their PMR spectra.Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 178–181, March–April, 1999.     

Synthesis and spectral luminescent properties of certain pyridine and quinoline analogs of isomeric distyrylnaphthalenes and styryl- and distyrylanthracenes

A series of pyridine and quinoline analogs of isomeric distyrylnaphthalenes and styryl- and distyrylanthracenes has been synthesized. Their spectral-luminescent properties were studied. Compounds whose structures are sterically hindered in the ground state have the highest Stokes' shift.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 820–823, June, 1987.     

Thiazole analogs of chalcone and flavone

New thiazole analogs of chalcones and their epoxides were obtained. Thiazole analogs of flavone and isoflavone were synthesized for the first time on the basis of these compounds. It is shown that o-hydroxyphenylpyrazole derivatives are formed by the action of hydrazine hydrate on 2-(4-thiazolyl)chromones. The PMR spectra of the new substances are presented and discussed.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1202–1208, September, 1981.     

Studies on riboflavin analogs

New trifluoromethyl analogs of riboflavin have been synthesized for biological tests. The synthesis of the intermediate products — 5-chloro-2-methyl-4-nitrobenzotrifluoride and 3-chloro-6-methyl-2-nitrobenzotrifluoride — has been developed.For part V, see [1].