The synthesis of (7 R ,8 S )-epoxy-(13 R ,17 R )-trioxolane abietic acid was carried out and its structure was established by X-ray diffraction. The antineoplastic activity and the ability to induce apoptosis that were predicted by a PASS computer system, correlate well with the experimentally found cytotoxic activity towards the MeWo malignant cell line. The results of tests on animals showed that abietic acid and its (7 R ,8 S )-epoxy-(13 R ,17 R )-trioxolane derivative have anti-inflammatory and antiulcer activities in the absence of side effects.

Осуществлен синтез (7R,8S)-эпокси-(13R,17R)-триоксоланабиетиновой кислоты и методом рентгеноструктурного анализа установлена ее структура. Прогнозируемые с помощью компьютерной системы PASS антинеопластическая активность и способность индуцировать апоптоз, коррелируют с экспериментально показанной цитотоксической активностью по отношению к злокачественным клеткам линии MeWo. Результаты испытаний на животных показали, что абиетиновая кислота и ее (7R,8S)-эпокси-(13R,17R)-триоксолановое производное обладают противовоспалительной и противоязвенной активностью при отсутствии побочных эффектов.

The synthesis of a new group of maleopimaric acid amides containing fragments of methyl ethers of amino acids, aliphatic amines, imidazole, and N -methylpiperazine was carried out. The ozonolysis of methylmaleopimarate occurs via the cleavage of the double bond C18(19) and the opening of an anhydrous ring with the formation of secotriacid. As a result of the screening of the anti-inflammatory and antiulcer activity of maleopimaric acid derivatives, new effective compounds such as maleopimaric acid and its methyl ether, a product of ozonolysis—diterpenic secotriacid—and maleopimaric acid amide with L -leucine were found. An important advantage of the studied compounds is the low toxicity and the presence of bidirectional activity in the absence of adverse effects on the animal.

Under the action of PCl 5 , the Beckman rearrangement of a 3: 1 mixture of Z - and E -isomeres of 18β-hydro-xydihydroquinopimaric acid resulted in 5′-caprolactam and isomeric caprolactams containing fragments of cyclic ether. Z - and E -ketoximes were separated as acetates. Using a carrageenan inflammation model, we demonstrated that the anti-inflammatory activity of quinopimaric acid derivatives was comparable with that of diclofenac.

New cysteine-containing derivatives of glycyrrhizic acid were synthesized by its coupling with Cys(Bzl) esters or the Cys(Bzl)-Val-OBu t dipeptide by the active ester method (DCC/HOSu) or by Woodward's reagent K. The derivatives with Cys(Bzl) and Cys(Bzl)-Val residues attached to the carbohydrate part of the molecule stimulated the primary immune response and the reaction of delayed-Type hypersensitivity in mice at a dose of 2 mg/kg.

Triterpene saponins, glycoside analogues of glycyrrhizic acid with a modified carbohydrate chain containing monosaccharide residues attached through ester bonds, were synthesized. To this end, peracetylated glycyrrhizic acid or its 30-methyl ester were glycosylated by 2,3,4,6-tetra- O -acetyl-α- D -gluco- or -α- D -galactopyranosyl bromide in dichloroethane in the presence of Ag 2 CO 3 . Glycerrhetinic acid saponin with D -Gal p residues exhibited a higher antiulcer activity than glycyrrhizic acid in rats at a dose of 25 mg/kg.

ChemInformVolume 34, Issue 52 Natural Products Complexes of Glycyrrhizinic Acid with Antimicrobial Substances. R. M. Kondratenko, R. M. Kondratenko Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorL. A. Baltina, L. A. Baltina Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorS. R. Mustafina, S. R. Mustafina Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorA. F. Ismagilova, A. F. Ismagilova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorF. S. Zarudii, F. S. Zarudii Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorV. A. Davydova, V. A. Davydova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorG. V. Bazekin, G. V. Bazekin Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorG. F. Suleimanova, G. F. Suleimanova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorG. A. Tolstikov, G. A. Tolstikov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this author R. M. Kondratenko, R. M. Kondratenko Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorL. A. Baltina, L. A. Baltina Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorS. R. Mustafina, S. R. Mustafina Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorA. F. Ismagilova, A. F. Ismagilova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorF. S. Zarudii, F. S. Zarudii Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorV. A. Davydova, V. A. Davydova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorG. V. Bazekin, G. V. Bazekin Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorG. F. Suleimanova, G. F. Suleimanova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorG. A. Tolstikov, G. A. Tolstikov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this author First published: 04 December 2003 https://doi.org/10.1002/chin.200352229AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat No abstract is available for this article. Volume34, Issue52December 30, 2003 RelatedInformation

ChemInformVolume 34, Issue 51 Natural Products Synthesis and Pharmacological Properties of (E)-9-Oxodec-2-enoic Acid (I). G. Yu. Ishmuratov, G. Yu. Ishmuratov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorA. F. Ismagilova, A. F. Ismagilova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorA. A. Sharipov, A. A. Sharipov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorO. N. Gerasyuta, O. N. Gerasyuta Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorR. Ya. Kharisov, R. Ya. Kharisov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorN. M. Ishmuratova, N. M. Ishmuratova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorG. A. Tolstikov, G. A. Tolstikov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this author G. Yu. Ishmuratov, G. Yu. Ishmuratov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorA. F. Ismagilova, A. F. Ismagilova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorA. A. Sharipov, A. A. Sharipov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorO. N. Gerasyuta, O. N. Gerasyuta Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorR. Ya. Kharisov, R. Ya. Kharisov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorN. M. Ishmuratova, N. M. Ishmuratova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorG. A. Tolstikov, G. A. Tolstikov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this author First published: 26 November 2003 https://doi.org/10.1002/chin.200351203Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume34, Issue51December 23, 2003 RelatedInformation

ChemInformVolume 33, Issue 39 p. 213-213 Natural Products Synthesis and Pharmacological Activity of Novel Acyclonucleoside Derivatives (III), (IV). V. P. Krivonogov, V. P. Krivonogov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorG. G. Kozlova, G. G. Kozlova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorG. A. Sivkova, G. A. Sivkova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorI. R. Kil'metova, I. R. Kil'metova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorA. E. Belov, A. E. Belov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorI. B. Abdrakhmanov, I. B. Abdrakhmanov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorA. F. Ismagilova, A. F. Ismagilova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorL. V. Spirikhin, L. V. Spirikhin Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorI. Yu. Kochurova, I. Yu. Kochurova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this author V. P. Krivonogov, V. P. Krivonogov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorG. G. Kozlova, G. G. Kozlova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorG. A. Sivkova, G. A. Sivkova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorI. R. Kil'metova, I. R. Kil'metova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorA. E. Belov, A. E. Belov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorI. B. Abdrakhmanov, I. B. Abdrakhmanov Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorA. F. Ismagilova, A. F. Ismagilova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorL. V. Spirikhin, L. V. Spirikhin Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this authorI. Yu. Kochurova, I. Yu. Kochurova Inst. org. khim. Ural. otd. Ross. Akad. nauk, Ufa 450054, RussiaSearch for more papers by this author First published: 19 May 2010 https://doi.org/10.1002/chin.200239213Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume33, Issue39October 1, 2002Pages 213-213 RelatedInformation

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.