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Search for "polyamine" in Full Text gives 19 result(s) in Beilstein Journal of Organic Chemistry.
Synthesis of a new water-soluble hexacarboxylated tribenzotriquinacene derivative and its competitive host–guest interaction for drug delivery
Beilstein J. Org. Chem. 2022, 18, 539–548, doi:10.3762/bjoc.18.56
- TBTQ-CB6DOX. Spermine (SM), an aliphatic polyamine overexpressed in some cancer cells, was expected to exhibit a higher binding affinity to the negatively charged TBTQ-CB6 host, because it exists mainly in a four positively charged form at physiological pH (about 7) [30][31]. Thus, SM was chosen as a
Menadione: a platform and a target to valuable compounds synthesis
Beilstein J. Org. Chem. 2022, 18, 381–419, doi:10.3762/bjoc.18.43
Cationic oligonucleotide derivatives and conjugates: A favorable approach for enhanced DNA and RNA targeting oligonucleotides
Beilstein J. Org. Chem. 2021, 17, 1828–1848, doi:10.3762/bjoc.17.125
- phosphorus atom which, however, is beyond the scope of this summary. For a more in-depth account of cationic backbone modifications, we direct the reader to a recent review by Meng and Ducho [125]. Conclusion Cationic amine- and polyamine-conjugates/derivatives have the potential to improve the properties of
Total synthesis of ent-pavettamine
Beilstein J. Org. Chem. 2021, 17, 1440–1446, doi:10.3762/bjoc.17.99
- 1995, was previously identified as a polyamine with C2 symmetry and a 1,3-syn-diol moiety on a C10 carbon backbone – one of very few substituted polyamines to be isolated from nature. Its absolute configuration was later established by our first reported total synthesis in 2010. Herein we report the
- ; pavettamine; polyamine; Introduction The identification and first reported synthesis of pavettamine (1) heralded the arrival of a novel and uniquely hydroxylated polyamine (PA) (Figure 1) [1]. In general, polyamines are described as aliphatic organic compounds with two or more primary amine substituents
- substituted methylene linkage. Biological studies have shown that this toxin is responsible for “quick disease” (gousiekte) in ruminant animals, which causes inhibition of protein synthesis in the cardiovascular organs [13]. The unique structure coupled with the biological effects of this polyamine prompted
Au(III) complexes with tetradentate-cyclam-based ligands
Beilstein J. Org. Chem. 2021, 17, 186–192, doi:10.3762/bjoc.17.18
- ) forms square planar complexes. This allows for greater steric control around the reaction center by using polydentate ligands. An interesting group of ligands which may coordinate to all the four coordination sites of gold(III), are represented by polyamine ligands, such as cyclam (1,4,8,11
Nocarimidazoles C and D, antimicrobial alkanoylimidazoles from a coral-derived actinomycete Kocuria sp.: application of 1JC,H coupling constants for the unequivocal determination of substituted imidazoles and stereochemical diversity of anteisoalkyl chains in microbial metabolites
Beilstein J. Org. Chem. 2020, 16, 2719–2727, doi:10.3762/bjoc.16.222
- genomic information suggests the presence of biosynthetic genes for nonribosomal peptide synthetase and type III polyketide synthase in some Kocuria strains [18], which leaves a hope for new secondary metabolites. At present, only a few limited structural types of metabolites, including polyamine-derived
Fabclavine diversity in Xenorhabdus bacteria
Beilstein J. Org. Chem. 2020, 16, 956–965, doi:10.3762/bjoc.16.84
- ]. Fabclavines are hexapeptide/polyketide hybrids derived from nonribosomal peptide synthetases (NRPS) and a polyketide synthase (PKS), which are connected to an unusual polyamine derived from polyunsaturated fatty acid (PUFA) synthases [20]. Beside full-length fabclavines, also shortened derivatives were
- also produce the same fabclavine derivatives [26]. The BGC of X. bovienii encodes only the genes responsible for the polyamine biosynthesis as well as the transporter genes. A cryptic homologue of the NRPS fclJ in combination with the overall BGC structure suggested that the fcl BGC of X. bovienii
- (Ala) and the sixth position (R2/R3) between proline (Pro), valine (Val) and threonine (Thr). The polyamine can differ in the length from three to five amine units (m) and is connected via one to three partially reduced polyketide C2 units (n) with the NRPS part. In this work, 22 yet unknown
Hyper-reticulated calixarene polymers: a new example of entirely synthetic nanosponge materials
Beilstein J. Org. Chem. 2018, 14, 1498–1507, doi:10.3762/bjoc.14.127
- . For instance, increased porosity of the CyNS obtained has been recently claimed by the use of a rigid terephthalonitrile unit as the linker [13]. On the other hand, it has been recently shown that polyamine linkers give rise to pH-sensitive materials with tunable adsorption abilities [12]. In order to
Binding abilities of polyaminocyclodextrins: polarimetric investigations and biological assays
Beilstein J. Org. Chem. 2017, 13, 2751–2763, doi:10.3762/bjoc.13.271
- indicate that binding inside the host cavity is mainly affected by interplay between Coulomb interactions and conformational restraints. Moreover, simultaneous interaction of the cationic polyamine pendant bush at the primary rim was positively assessed. Insights on quantitative aspects of the interaction
- our materials to exploit both the cavity and the polycationic branches, thus functioning as bimodal ligands. Keywords: aminocyclodextrins; binding properties; nitroanilines; pDNA; polarimetry; supramolecular chemistry; Introduction Polyamine macromolecules have attracted a widespread interest for
- reacting a heptakis(6-deoxy-6-halo)-β-CD with an excess of a suitable polyamine [37]. The reaction leads to the exhaustive nucleophilic displacement of the halogen atoms on the starting material [38][39]. However, the products obtained constitute complex mixtures of various inseparable derivatives, having
A journey in bioinspired supramolecular chemistry: from molecular tweezers to small molecules that target myotonic dystrophy
Beilstein J. Org. Chem. 2016, 12, 125–138, doi:10.3762/bjoc.12.14
- sequestration. However, 27 did not appear to enter cells easily and was poorly soluble and cytotoxic. Amin Jahromi recognized that acridine-containing compounds had been previously induced to enter cells and cell nuclei by attaching amino groups that take advantage of a polyamine transporting system [84][85
Cu(I)-catalyzed N,N’-diarylation of natural diamines and polyamines with aryl iodides
Beilstein J. Org. Chem. 2015, 11, 2297–2305, doi:10.3762/bjoc.11.250
- known di- and polyamine derivatives possess alkyl or benzyl substituents at the nitrogen atoms [3][4][5][6][7][8], however, the synthesis and investigation of N-aryl derivatives of polyamines have been addressed only recently [9][10][11]. For example, some N,N’-diphenyl-α,ω-diaminoalkanes have been
- , it has been found that to obtain a good result, the reaction conditions (ligand, solvent, temperature) should be adjusted for a certain aryl halide/polyamine pair. In the present study we decided to undertake a thorough investigation of the Cu(I)-catalyzed N,N’-diarylation of natural diamines and
Atherton–Todd reaction: mechanism, scope and applications
Beilstein J. Org. Chem. 2014, 10, 1166–1196, doi:10.3762/bjoc.10.117
Polyglycerol-functionalized nanodiamond as a platform for gene delivery: Derivatization, characterization, and hybridization with DNA
Beilstein J. Org. Chem. 2014, 10, 707–713, doi:10.3762/bjoc.10.64
- case of ND, for example, basic polypeptides [16], polyamine polymer [17], primary and tertiary amines [17][18], and quaternary ammonium salts [19] were employed to coat ND covalently or noncovalently as positively charged ligands for DNA immobilization. Although the functionalized ND is proven to
Total synthesis of (+)-grandiamide D, dasyclamide and gigantamide A from a Baylis–Hillman adduct: A unified biomimetic approach
Beilstein J. Org. Chem. 2014, 10, 127–133, doi:10.3762/bjoc.10.9
- ; dasyclamide; gigantamide A; (+)-grandiamide D; natural products; putrescine bisamides; Introduction Putrescine bisamides are one of the important naturally occurring polyamine alkaloids found in open chain and cyclic forms. The genera Aglaia are the richest source of putrescine bisamides. The cyclic 2
Peptoids and polyamines going sweet: Modular synthesis of glycosylated peptoids and polyamines using click chemistry
Beilstein J. Org. Chem. 2013, 9, 56–63, doi:10.3762/bjoc.9.7
- , better yields as well as upscaling was possible. With these sugar building blocks, functionalization of polyamine derivatives was possible directly on solid supports by using copper-catalyzed alkyne azide cycloaddition conditions. In addition to that, the functionalization of a peptoid-hexaalkyne was
Volatile organic compounds produced by the phytopathogenic bacterium Xanthomonas campestris pv. vesicatoria 85-10
Beilstein J. Org. Chem. 2012, 8, 579–596, doi:10.3762/bjoc.8.65
- levels lead to increased polyamine levels in E. coli with consequences for the membrane permeability and increased antibiotic resistance. Other volatiles such as CO, CH4, CH2O and NO were not detectable with the applied methods. However, the PTR provides evidence for the emission of sulfur-containing
Thermodynamic and kinetic stabilization of divanadate in the monovanadate/divanadate equilibrium using a Zn-cyclene derivative: Towards a simple ATP synthase model
Beilstein J. Org. Chem. 2012, 8, 81–89, doi:10.3762/bjoc.8.8
- . catalyzed the condensation of acetyl phosphate and phosphate to pyrophosphate using a protonated macrocyclic polyamine [17][18][19]. Results and Discussion Investigation of the thermodynamic effect To investigate the fundamental thermodynamic and kinetic effects of metal coordination in inorganic
Olefin metathesis in nano-sized systems
Beilstein J. Org. Chem. 2011, 7, 94–103, doi:10.3762/bjoc.7.13
- ][20] and Leitner [20] had demonstrated the metathesis activity of cis-bis-phosphine ruthenium benzylidene catalysts. We therefore used Reetz’s bis-phosphines derived from the commercial polyamine DSM dendrimers [21]. These dendritic bis-phosphines are useful and versatile in metallodendritic catalysis
Molecular recognition. 1. Crystal structures of hexaazamacrocyclic amines containing p-xylylene spacers and their adducts with acids
Beilstein J. Org. Chem. 2005, 1, No. 16, doi:10.1186/1860-5397-1-16
- rise to environmental, industrial or health-related potential applications.[2] Macrocyclic molecules containing two polyamine chains linked by different spacers are also capable to form complexes with metal ions in close proximity which is considered to be an important factor in increasing the
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