40 research outputs found

    Labrandine: A new pentacyclic proaporphine alkaloid from Roemeria hybrida

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    The pentacyclic phenolic proaporphine (-)-labrandine (1) has been isolated from Turkish Roemeria hybrida (L.) DC. (Papaveraceae). O-Methylation furnished (-)-misramine (2) which is also present in the plant. Acetylation of 1 afforded (-)-2,10-diacetyllabrandine (3), and selective deacetylation of the latter provided (-)-10-acetyllabrandine (4). © 1990

    Pavine and isopavine alkaloids

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    Pavines and isopavines are two relatively small subgroups of the isoquinoline alkaloids, represented by 22 and 11 compounds, respectively. This chapter describes the occurrence and structure elucidation, synthesis, unnatural pavines and isopavines, spectral properties, biosynthesis, chemotaxonomic considerations, homopavines and homoisopavines, aporphine–pavine dimers, and pharmacology of pavine and isopavine alkaloids. The homopavines and homoisopavines constitute a very small group of unnatural bases which have been synthesized by some of the routes designed for the synthesis of pavine and isopavine alkaloids. The intermediates in the synthetic processes are the properly substituted 1-phenethylisoquinolines. Various pharmacological activities are attributed to the pavine alkaloids, but no pavinoid species is claimed as a therapeutic agent. A number of naturally occurring pavines and some of their simple analogs show weak analgesic activity in mice. Alterations in aromatic substitution do not result in increased potency. © 1987, Elsevier Science & Technology. All rights reserved

    Vulcanine, a ß-carboline alkaloid from Haplophyllum vulcanicum

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    The isolation of a novel ß-carboline alkaloid, vulcanine (1-(2-methyl- 1-propenyl)-ß-carboline) from Haplophyllum vulcanicum marks the first occurrence of this skeleton in the genus.Acknowledgements--The authors gratefully acknowledge the financial support of the Swiss National Science Foundation and the Ege University Research Fund. Special thanks are extended to Dr D. Nanz and M D. Rentsch (University Zfirich) for technical assistance. -

    Quantitative and cytotoxic activity determinations on Galanthus nivalis subsp. cilicicus

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    PubMed ID: 15890464Aerial and underground parts of Galanthus nivalis subsp. cilicicus, a wild-growing species in Turkey, were collected during two different vegetation periods in flowering and fruiting seasons. Herba and bulbus Galanthi were prepared from each specimen. With the aim of collecting data for prospective monographs on this drug, contents of humidity, ash, sulphated ash and total alkaloids were determined according to DAB 10. The specimens were also analyzed quantitatively for two of the principal alkaloids of the genus, galanthamine and lycorine, by using a method based on spectrophotometry complemented with TLC. LC50 values were determined for the ethanolic and alkaloidal extracts of each of the specimens using brine shrimp lethality bioassay. © 2005 Elsevier B.V. All rights reserved.2001/BIL/019 SBAG-2194 99/ECZ/20The authors gratefully acknowledge the financial support of the Turkish Scientific and Technical Research Organization (TUBITAK) (Project No SBAG-2194), the Ege University Research Fund ( No 99/ECZ/20) and the Ege Science and Technology Centre (EBILTEM) (Project No 2001/BIL/019). -

    (-)-Padocin: A novel epoxylignan from Haplophyllum cappadocicum

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    Haplophyllum cappadocicum (Rutaceae) of Turkish origin yielded a novel lignan, incorporating an unusual 6,9' fusion in a 9,9'-epoxylignan structure. Extensive 2D nmr experiments and catalytic hydrogenolysis are undertaken for the elucidation of structure with the relative configuration given in 1. © 1994

    A new cyclopentanol as a side product in the reduction of the chalcone

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    As a part of an ongoing study on the synthesis of 1,3-diphenylpropanones, as key intermediates in the total synthesis of 11,12-dihydro-10,5-(iminomethano) -5H,10H-dibenzo[a,d]cyclooctenes with potential Central Nervous System activity, 3-(3,4-dimethoxyphenyl)-1-(3-tolyl)-2-propenone is obtained by the Claisen-Schmidt reaction of 3,4-dimethoxybenzaldehyde and 3-methylacetophenone. At the second step, the reduction of the olefinic bond of chalcone was attempted by using Zn/acetic acid. Although the desired saturated ketone was obtained during this reduction, the major product was a new cyclopentanol, formed by cyclodimerization. The structure and the stereochemistry of this new compound was elucidated by ID and 2D NMR analyses
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