0000000000956806

AUTHOR

Lucie Rárová

showing 3 related works from this author

Polyamine conjugates of stigmasterol.

2012

Abstract Three new polyamine conjugates with stigmasterol [(3β,22 E )-stigmasta-5,22-dien-3-ol] were synthesized and subjected to basic antimicrobial and cytotoxic tests. The conjugate derived from spermine, (3β,22 E )-stigmasta-5,22-dien-3-yl 4(12-amino-4,9-diaza-dodecylamino)-4-oxobutanoate ( 5c ), displayed considerable antimicrobial activity on Staphylococcus aureus at low concentration (50 μg mL −1 ). The cytotoxic activity was tested on cells of human T-lymfoblastic leukemia (IC 50  = 35.8 ± 10.3 μM ( 5c ) and IC 50  = 35.9 ± 5.7 μM ( 5b )) and normal human fibroblasts (IC 50  = 38.0 ± 2.8 μM ( 5c ) and IC 50  = 45.5 ± 1.9 μM ( 5b )). Conjugate 5a displayed no activity in both tests.

Models MolecularStaphylococcus aureusChemical PhenomenaStereochemistryClinical BiochemistryCarboxylic AcidsMolecular ConformationStigmasterolSpermineAntineoplastic Agentsmedicine.disease_causeBiochemistrychemistry.chemical_compoundEndocrinologyAmideCell Line TumormedicinePolyaminesCytotoxic T cellHumansta116Molecular BiologyPharmacologyStigmasterolDose-Response Relationship DrugOrganic ChemistryAntimicrobialAnti-Bacterial AgentschemistryStaphylococcus aureusDrug DesignPolyamineConjugateSteroids
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Rapid Self-Healing and Thixotropic Organogelation of Amphiphilic Oleanolic Acid–Spermine Conjugates

2021

Natural and abundant plant triterpenoids are attractive starting materials for the synthesis of conformationally rigid and chiral building blocks for functional soft materials. Here, we report the rational design of three oleanolic acid-triazole-spermine conjugates, containing either one or two spermine units in the target molecules, using the Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition reaction. The resulting amphiphile-like molecules 2 and 3, bearing just one spermine unit in the respective molecules, self-assemble into highly entangled fibrous networks leading to gelation at a concentration as low as 0.5% in alcoholic solvents. Using step-strain rheological measurements, we show ra…

Thixotropy116 Chemical sciencesSpermine02 engineering and technologySurfaces and Interfaces010402 general chemistry021001 nanoscience & nanotechnologyCondensed Matter Physics01 natural sciencesCombinatorial chemistrySoft materials0104 chemical scienceschemistry.chemical_compoundTriterpenoidchemistrySelf-healingAmphiphileElectrochemistryGeneral Materials Science0210 nano-technologyOleanolic acidSpectroscopyConjugateLangmuir
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Rapid Self-Healing and Thixotropic Organogelation of Amphiphilic Oleanolic Acid–Spermine Conjugates

2021

Natural and abundant plant triterpenoids are attractive starting materials for the synthesis of conformationally rigid and chiral building blocks for functional soft materials. Here, we report the rational design of three oleanolic acid–triazole–spermine conjugates, containing either one or two spermine units in the target molecules, using the Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition reaction. The resulting amphiphile-like molecules 2 and 3, bearing just one spermine unit in the respective molecules, self-assemble into highly entangled fibrous networks leading to gelation at a concentration as low as 0.5% in alcoholic solvents. Using step-strain rheological measurements, we show ra…

geelitsupramolekulaarinen kemiatoiminnalliset materiaalittriterpeenitorgaaniset yhdisteet
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