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Triterpene sapogenins with oleanene skeleton: chemotypes and biological activities

100%
Jatczak K., Grynkiewicz G.
Acta Biochimica Polonica
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2014
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vol. 61
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issue 2
227-243
EN
Critical survey of a selected class of pentacyclic triterpenes - the oleanane family, is presented based on current literature in order to underline their value for medicinal chemistry and drug development potential. Oleanenes may be considered as a renewable resource of valuable research materials which are structurally diverse, inherently biocompatible and have built-in affinity for many categories of functional proteins. Although availability of particular compounds from natural sources may be very low, synthetic methods elaborated by generations of chemists, secure a way to obtaining desirable structures from commercial starting materials.
2
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Curcumin and curcuminoids in quest for medicinal status

100%
Grynkiewicz G., Ślifirski P.
Acta Biochimica Polonica
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2012
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vol. 59
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issue 2
201-212
EN
Curcumin, known for thousands of years as an Ayurvedic medicine, and popular as a spice in Asian cuisine, has undergone in recent times remarkable transformation into a drug candidate with prospective multipotent therapeutic applications. Characterized by high chemical reactivity, resulting from an extended conjugated double bond system prone to nucleophilic attack, curcumin has been shown to interact with a plethora of molecular targets, in numerous experimental observations based on spectral, physicochemical or biological principles. The collected preclinical pharmacological data support traditional claims concerning the medicinal potential of curcumin and its congeners but at the same time point to their suboptimal properties in the ADME (absorption, distribution, metabolism and excretion) area.
3
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Preparation of selectively protected protoescigenin derivatives for synthesis of escin analogs and neoglycoconjugates

71%
Jatczak K., Gruza M., Filip K., Cmoch P., Grynkiewicz G.
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|
issue 12
1222-1231
EN
Protoescigenin, the main aglycone of horse chestnut saponin mixture known as escin, was selected as substrate for exploratory chemistry towards selective protection, followed by propargyl ether formation and subsequent condensation with azido-monosaccharides, to obtain novel triazole linked conjugates of the triterpene.
4
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Synthetic derivatives of genistein, their properties and possible applications

61%
Rusin A., Krawczyk Z., Grynkiewicz G., Gogler A., Zawisza-Puchałka J., Szeja W.
Acta Biochimica Polonica
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2010
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vol. 57
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issue 1
23-34
EN
Genistein, the principal isoflavone constituent of soybean, attracts much attention as a natural molecule with significant affinity towards targets of potential medicinal interest, but also as a food supplement or prospective chemopreventive agent. Since its physicochemical properties are considered suboptimal for drug development, much effort has been invested in designing its analogs and conjugates in hope to obtain compounds with improved efficacy and selectivity. The aim of this article is to summarize current knowledge about the properties of synthetic genistein derivatives and to discuss possible clinical application of selected novel compounds. Some basic information concerning chemical reactivity of genistein, relevant to the synthesis of its derivatives, is also presented.
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