Rinderidine and oblongifolidine new pyrrolizidine alkaloids from Rindera oblongifolia M. Popov and their absolute configurations.

The alkaloid composition of Rindera oblongifolia was studied, in which the pyrrolizidine alkaloids echinatine and trachelanthamine N-oxide, as well as two new quaternary salts namely rinderidine and the oblongifolidine were isolated. The structures of the isolated new alkaloids were elucidated by NMR spectroscopy. The absolute configuration of lindelofine, trachelanthamine N-oxide, rinderidine and oblongifolidine was established by single crystal X-ray diffraction as: 1 R, 4 R, 8 R, 2'S, 3'R; 1 R, 4S, 8S, 2'S, 3'R; 4 R, 7S, 8 R, 2'S, 3'S; 4 R, 7S, 8 R, 2'S, 3'S (7''S, 8''R) respectively. Both new pyrrolizidine alkaloids showed no cytotoxicity against four cancer cell lines such as HeLa, НEр-2, HBL-100 and CCRF-CEM.

Guaianolides from Tanacetopsis karataviensis (Kovalevsk.) Kovalevsk.

In continuation of our phytochemical study on the aerial part of Tanacetopsis karataviensis (Kovalevsk.) Kovalevsk, three new guaiane-type sesquiterpene lactones were isolated namely karatanolide (1), 11,13ß-dihydrokaratanolide (2) and 11,13α-dihydrokaratanolide (3), in addition to the two known sesquiterpene lactones 1ß,10α-dihydroxyarglabin (4) and artefin (5). The structures of the isolated sesquiterpene lactones were elucidated by IR and NMR spectroscopy. Single crystal X-ray diffraction allowed to unambiguously confirm the structure of the isolated sesquiterpene lactones. Quantum chemical calculations of the guaianolides 1-3 suggested the existence of two conformations for the seven-membered cycle. All sesquiterpene lactones from Tanacetopsis karataviensis were isolated for the first time.

[STEROIDAL GENINS AND GLYCOSIDES OF SPIROSTAN AND FUROSTAN SERIES AS ANTHELMINTHIC AGENTS].

It was established that steroidal genins and their glycosides of the spirostan series and (especially) furostan series show anticestodal activity against Hymeiolepis nana species. Search for anthelminthic agents in the indicated series of compounds is a promising direction of research.

[Estimation of the hypoglycemic effect of phytoecdysteroids].

A series of phytoecodysteroids, including alpha-ecdysone, 2-deoxy-alpha-ecdysone, and 2-deoxyecdysterone isolated from Silene praemixta, integristerone A and ecdysterone isolated from Rhaponticum carthamoides and 22-acetylcyasterone and turkesterone isolated from Ajuga turkestanica, exhibit a pronounced hypoglycemic effect in experiments on intact male rats. The most active compounds--ecdysteron and turkesterone--also produce an expressed hypoglycemic effect in animals with model hyperglycemia induced by the administration of glucose, adrenalin and alloxan. Phytoecdysteroids are substances possessing protein-anabolic activity and are somewhat similar to steranobols in this aspect. Phytoecdysteroids exhibit unidirectional effect and are well comparable with steranabol actionon the carbohydrate metabolism.

AM1/CI, CNDO/S and ZINDO/S computations of absorption bands and their intensities in the UV spectra of some 4(3H)-quinazolinones.

A detailed analysis of both frontier MOs and electronic transitions in UV spectra of 16 4-quinazolinone derivatives has been carried out in MO terms, by semiempirical methods AM1/CI, CNDO/S and ZINDO/S. On the basis of experimental and theoretical investigations by the ZINDO/S and CNDO/S methods the long-wavelength bands of 4(3H)-quinazolinone and its derivatives have been assigned to n-->pi(*) transition of the CO fragment and to the transition caused by intramolecular charge transfer from Ph and NCN fragments to CO group. It was shown that theoretically obtained electronic transitions applying method AM1/CI are not in agreement with experimental data observed for the 4(3H)-quinazolinone and 2,4(1H,3H)-quinazolinedione. Good correlation of theoretical and experimental data has been obtained by the method ZINDO/S for the wavelengths and the molar extinction coefficients of the compounds studied. Satisfactory correlation of theoretical and experimental data has also been obtained by the method CNDO/S with singly and doubly excited configurations, for the wavelengths only. Such correlations on experimental and theoretical wavelength and molar absorption coefficients of 4-quinazolinone derivatives are carried out for the first time.

[Glabrizoflavone--a novel isoflavone from Glycyrrhiza glabra L]. / Glabrizoflavon--novyi izoflavon iz Glycyrrhiza glabra L..

7-O-Methylglabranin, 6-C-prenylpinocembrin, glabranin, pinocembrin, galangin, and a novel isoflavonoid, (E)-5,7,4'-trihydroxy-6-(3-hydroxymethyl-2-butenyl)isoflavone (glabrisoflavone) were isolated from the aerial parts of Glycyrrhiza glabra L. The structure of the novel isoflavonoid was elucidated on the basis of chemical transformations and spectral data.