LIVIVO - The Search Portal for Life Sciences

zur deutschen Oberfläche wechseln
Advanced search

Search results

Result 1 - 10 of total 18

Search options

  1. Article: Efficient tin-mediated synthesis of lysophospholipid conjugates of a TLR7/8-active imidazoquinoline.

    Mwakwari, Sandra C / Bess, Laura S / Bazin, Hélène G / Johnson, David A

    Tetrahedron letters

    2016  Volume 57, Issue 19, Page(s) 2093–2096

    Abstract: The chemical synthesis of lysophospholipids often involves multiple synthetic and chromatographic steps due to the incorporation of the fatty acyl group onto the glycerol scaffold early in the synthesis. We report herein a new protocol for the ... ...

    Abstract The chemical synthesis of lysophospholipids often involves multiple synthetic and chromatographic steps due to the incorporation of the fatty acyl group onto the glycerol scaffold early in the synthesis. We report herein a new protocol for the lysophosphatidylation of alcohols and its application to the synthesis of lysophospholipid conjugates of TLR7/8-active imidazoquinoline
    Language English
    Publishing date 2016-04-01
    Publishing country England
    Document type Journal Article
    ZDB-ID 204287-3
    ISSN 1873-3581 ; 0040-4039
    ISSN (online) 1873-3581
    ISSN 0040-4039
    DOI 10.1016/j.tetlet.2016.03.110
    Database MEDical Literature Analysis and Retrieval System OnLINE

    More links

    Kategorien

    In stock of ZB MED Cologne/Königswinter

    Zs.A 2837: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (2.OG)
    ab Jg. 2022: Lesesaal (EG)

    Order via subito

    This service is chargeable due to the Delivery terms set by subito. Orders including an article and supplementary material will be classified as separate orders. In these cases, fees will be demanded for each order.

  2. Article ; Online: Synthetic Toll-like Receptors 7 and 8 Agonists: Structure-Activity Relationship in the Oxoadenine Series.

    Evans, Jay T / Bess, Laura S / Mwakwari, Sandra C / Livesay, Mark T / Li, Yufeng / Cybulski, Van / Johnson, David A / Bazin, Hélène G

    ACS omega

    2019  Volume 4, Issue 13, Page(s) 15665–15677

    Abstract: Toll-like receptors 7 and 8 (TLR7/8) are broadly expressed on antigen-presenting cells, making TLR7/8 agonists likely candidates for the development of new vaccine adjuvants. We previously reported the synthesis of a new series of 8-oxoadenines ... ...

    Abstract Toll-like receptors 7 and 8 (TLR7/8) are broadly expressed on antigen-presenting cells, making TLR7/8 agonists likely candidates for the development of new vaccine adjuvants. We previously reported the synthesis of a new series of 8-oxoadenines substituted at the 9-position with a 4-piperidinylalkyl moiety and demonstrated that TLR7/8 selectivity and potency could be modulated by varying the length of the alkyl linker. In the present study, we broadened our initial structure-activity relationship study to further evaluate the effects of N-heterocycle ring size, chirality, and substitution on TLR7/8 potency, receptor selectivity, and cytokine (IFNα and TNFα) induction from human peripheral blood mononuclear cells (PBMCs). TLR7/8 activity correlated primarily to linker length and to a lesser extent to ring size, while ring chirality had little effect on TLR7/8 potency or selectivity. Substitution of the heterocyclic ring with an aminoalkyl or hydroxyalkyl group for subsequent conjugation to phospholipids or antigens was well tolerated with the retention of both TLR7/8 activity and cytokine induction from human PBMCs.
    Language English
    Publishing date 2019-09-10
    Publishing country United States
    Document type Journal Article
    ISSN 2470-1343
    ISSN (online) 2470-1343
    DOI 10.1021/acsomega.9b02138
    Database MEDical Literature Analysis and Retrieval System OnLINE

    More links

    Kategorien

    Order via subito

    This service is chargeable due to the Delivery terms set by subito. Orders including an article and supplementary material will be classified as separate orders. In these cases, fees will be demanded for each order.

    Inter-library loan at ZB MED

    Your chosen title can be delivered directly to ZB MED Cologne location if you are registered as a user at ZB MED Cologne.

  3. Article: Phospholipidation of TLR7/8-active imidazoquinolines using a tandem phosphoramidite method.

    Bazin, Hélène G / Bess, Laura S / Livesay, Mark T / Mwakwari, Sandra C / Johnson, David A

    Tetrahedron letters

    2016  Volume 57, Issue 19, Page(s) 2063–2066

    Abstract: A high-yielding and scalable phosphoramidite procedure was developed for the phospholipidation of TLR7/8-active imidazoquinolines. This method involves the reaction of a 1,2-diacyl- or dialkyl- ...

    Abstract A high-yielding and scalable phosphoramidite procedure was developed for the phospholipidation of TLR7/8-active imidazoquinolines. This method involves the reaction of a 1,2-diacyl- or dialkyl-
    Language English
    Publishing date 2016-04-01
    Publishing country England
    Document type Journal Article
    ZDB-ID 204287-3
    ISSN 1873-3581 ; 0040-4039
    ISSN (online) 1873-3581
    ISSN 0040-4039
    DOI 10.1016/j.tetlet.2016.03.091
    Database MEDical Literature Analysis and Retrieval System OnLINE

    More links

    Kategorien

    In stock of ZB MED Cologne/Königswinter

    Zs.A 2837: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (2.OG)
    ab Jg. 2022: Lesesaal (EG)

    Order via subito

    This service is chargeable due to the Delivery terms set by subito. Orders including an article and supplementary material will be classified as separate orders. In these cases, fees will be demanded for each order.

  4. Article: Efficient tin-mediated synthesis of lysophospholipid conjugates of a TLR7/8-active imidazoquinoline

    Mwakwari, Sandra C / David A. Johnson / Hélène G. Bazin / Laura S. Bess

    Tetrahedron letters. 2016 May 11, v. 57

    2016  

    Abstract: The chemical synthesis of lysophospholipids often involves multiple synthetic and chromatographic steps due to the incorporation of the fatty acyl group onto the glycerol scaffold early in the synthesis. We report herein a new protocol for the ... ...

    Abstract The chemical synthesis of lysophospholipids often involves multiple synthetic and chromatographic steps due to the incorporation of the fatty acyl group onto the glycerol scaffold early in the synthesis. We report herein a new protocol for the lysophosphatidylation of alcohols and its application to the synthesis of lysophospholipid conjugates of TLR7/8-active imidazoquinoline 3. This new procedure, which is based on the tin-mediated regioselective acylation of late-stage phosphoglycerol intermediate 17, overcomes many of the drawbacks of conventional lysophosphatidylation methods and allows introduction of different fatty acyl groups in the penultimate step.
    Keywords acylation ; chemical structure ; chromatography ; glycerol ; synthesis
    Language English
    Dates of publication 2016-0511
    Size p. 2093-2096.
    Publishing place Elsevier Ltd
    Document type Article
    ZDB-ID 204287-3
    ISSN 1873-3581 ; 0040-4039
    ISSN (online) 1873-3581
    ISSN 0040-4039
    DOI 10.1016/j.tetlet.2016.03.110
    Database NAL-Catalogue (AGRICOLA)

    More links

    Kategorien

    In stock of ZB MED Cologne/Königswinter

    Zs.A 2837: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (2.OG)
    ab Jg. 2022: Lesesaal (EG)

    Order via subito

    This service is chargeable due to the Delivery terms set by subito. Orders including an article and supplementary material will be classified as separate orders. In these cases, fees will be demanded for each order.

  5. Article: Gold nanoparticles: From nanomedicine to nanosensing.

    Chen, Po C / Mwakwari, Sandra C / Oyelere, Adegboyega K

    Nanotechnology, science and applications

    2008  Volume 1, Page(s) 45–65

    Abstract: Because of their photo-optical distinctiveness and biocompatibility, gold nanoparticles (AuNPs) have proven to be powerful tools in various nanomedicinal and nanomedical applications. In this review article, we discuss recent advances in the application ... ...

    Abstract Because of their photo-optical distinctiveness and biocompatibility, gold nanoparticles (AuNPs) have proven to be powerful tools in various nanomedicinal and nanomedical applications. In this review article, we discuss recent advances in the application of AuNPs in diagnostic imaging, biosensing and binary cancer therapeutic techniques. We also provide an eclectic collection of AuNPs delivery strategies, including assorted classes of delivery vehicles, which are showing great promise in specific targeting of AuNPs to diseased tissues. However, successful clinical implementations of the promised applications of AuNPs are still hampered by many barriers. In particular, more still needs to be done regarding our understanding of the pharmacokinetics and toxicological profiles of AuNPs and AuNPs-conjugates.
    Language English
    Publishing date 2008-11-02
    Publishing country New Zealand
    Document type Journal Article ; Review
    ZDB-ID 2494782-9
    ISSN 1177-8903
    ISSN 1177-8903
    DOI 10.2147/nsa.s3707
    Database MEDical Literature Analysis and Retrieval System OnLINE

    More links

    Kategorien

    Order via subito

    This service is chargeable due to the Delivery terms set by subito. Orders including an article and supplementary material will be classified as separate orders. In these cases, fees will be demanded for each order.

  6. Article ; Online: Synthetic Toll-like Receptors 7 and 8 Agonists

    Jay T. Evans / Laura S. Bess / Sandra C. Mwakwari / Mark T. Livesay / Yufeng Li / Van Cybulski / David A. Johnson / Hélène G. Bazin

    ACS Omega, Vol 4, Iss 13, Pp 15665-

    Structure–Activity Relationship in the Oxoadenine Series

    2019  Volume 15677

    Keywords Chemistry ; QD1-999
    Language English
    Publishing date 2019-09-01T00:00:00Z
    Publisher American Chemical Society
    Document type Article ; Online
    Database BASE - Bielefeld Academic Search Engine (life sciences selection)

    Full text online

    More links

    Kategorien

    Inter-library loan at ZB MED

    Your chosen title can be delivered directly to ZB MED Cologne location if you are registered as a user at ZB MED Cologne.

  7. Article ; Online: Macrocyclic histone deacetylase inhibitors.

    Mwakwari, Sandra C / Patil, Vishal / Guerrant, William / Oyelere, Adegboyega K

    Current topics in medicinal chemistry

    2010  Volume 10, Issue 14, Page(s) 1423–1440

    Abstract: Histone deacetylase inhibitors (HDACi) are an emerging class of novel anti-cancer drugs that cause growth arrest, differentiation, and apoptosis of tumor cells. In addition, they have shown promise as anti-parasitic, anti-neurodegenerative, anti- ... ...

    Abstract Histone deacetylase inhibitors (HDACi) are an emerging class of novel anti-cancer drugs that cause growth arrest, differentiation, and apoptosis of tumor cells. In addition, they have shown promise as anti-parasitic, anti-neurodegenerative, anti-rheumatologic and immunosuppressant agents. To date, several structurally distinct small molecule HDACi have been reported including aryl hydroxamates, benzamides, short-chain fatty acids, electrophilic ketones, and macrocyclic peptides. Macrocyclic HDACi possess the most complex cap-groups which interact with HDAC enzyme's outer rim and have demonstrated excellent HDAC inhibition potency and isoform selectivity. This review focuses on the recent progress and current state of macrocyclic HDACi.
    MeSH term(s) Animals ; Cell Differentiation ; Cell Proliferation ; Histone Deacetylase Inhibitors/chemistry ; Histone Deacetylases/metabolism ; Humans ; Hydroxamic Acids/chemistry ; Macrocyclic Compounds/chemistry
    Chemical Substances Histone Deacetylase Inhibitors ; Hydroxamic Acids ; Macrocyclic Compounds ; Histone Deacetylases (EC 3.5.1.98)
    Language English
    Publishing date 2010-06-03
    Publishing country United Arab Emirates
    Document type Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't ; Review
    ZDB-ID 2064823-6
    ISSN 1873-4294 ; 1568-0266
    ISSN (online) 1873-4294
    ISSN 1568-0266
    DOI 10.2174/156802610792232079
    Database MEDical Literature Analysis and Retrieval System OnLINE

    More links

    Kategorien

    In stock of ZB MED Cologne/Königswinter

    Zs.A 5572: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (2.OG)
    ab Jg. 2022: Lesesaal (EG)

    Order via subito

    This service is chargeable due to the Delivery terms set by subito. Orders including an article and supplementary material will be classified as separate orders. In these cases, fees will be demanded for each order.

  8. Article ; Online: Macrolide-peptide conjugates as probes of the path of travel of the nascent peptides through the ribosome.

    Washington, Arren Z / Benicewicz, Derek B / Canzoneri, Joshua C / Fagan, Crystal E / Mwakwari, Sandra C / Maehigashi, Tatsuya / Dunham, Christine M / Oyelere, Adegboyega K

    ACS chemical biology

    2014  Volume 9, Issue 11, Page(s) 2621–2631

    Abstract: ... probing assays, we find the exit tunnel has a relaxed preference for the directionality (N → C or C → N ...

    Abstract Despite decades of research on the bacterial ribosome, the ribosomal exit tunnel is still poorly understood. Although it has been suggested that the exit tunnel is simply a convenient route of egress for the nascent chain, specific protein sequences serve to slow the rate of translation, suggesting some degree of interaction between the nascent peptide chain and the exit tunnel. To understand how the ribosome interacts with nascent peptide sequences, we synthesized and characterized a novel class of probe molecules. These peptide-macrolide (or "peptolide") conjugates were designed to present unique peptide sequences to the exit tunnel. Biochemical and X-ray structural analyses of the interactions between these probes and the ribosome reveal interesting insights about the exit tunnel. Using translation inhibition and RNA structure probing assays, we find the exit tunnel has a relaxed preference for the directionality (N → C or C → N orientation) of the nascent peptides. Moreover, the X-ray crystal structure of one peptolide derived from a positively charged, reverse Nuclear Localization Sequence peptide, bound to the 70S bacterial ribosome, reveals that the macrolide ring of the peptolide binds in the same position as other macrolides. However, the peptide tail folds over the macrolide ring, oriented toward the peptidyl transferase center and interacting in a novel manner with 23S rRNA residue C2442 and His69 of ribosomal protein L4. These data suggest that these peptolides are viable probes for interrogating nascent peptide-exit tunnel interaction.
    MeSH term(s) Crystallography, X-Ray ; Macrolides/chemistry ; Peptides/chemistry ; Ribosomes/chemistry
    Chemical Substances Macrolides ; Peptides
    Language English
    Publishing date 2014-09-22
    Publishing country United States
    Document type Journal Article ; Research Support, N.I.H., Extramural ; Research Support, Non-U.S. Gov't ; Research Support, U.S. Gov't, Non-P.H.S.
    ISSN 1554-8937
    ISSN (online) 1554-8937
    DOI 10.1021/cb5003224
    Database MEDical Literature Analysis and Retrieval System OnLINE

    More links

    Kategorien

    Order via subito

    This service is chargeable due to the Delivery terms set by subito. Orders including an article and supplementary material will be classified as separate orders. In these cases, fees will be demanded for each order.

    Inter-library loan at ZB MED

    Your chosen title can be delivered directly to ZB MED Cologne location if you are registered as a user at ZB MED Cologne.

  9. Article: Phospholipidation of TLR7/8-active imidazoquinolines using a tandem phosphoramidite method

    Bazin, Hélène G / David A. Johnson / Laura S. Bess / Mark T. Livesay / Sandra C. Mwakwari

    Tetrahedron letters. 2016 May 11, v. 57

    2016  

    Abstract: A high-yielding and scalable phosphoramidite procedure was developed for the phospholipidation of TLR7/8-active imidazoquinolines. This method involves the reaction of a 1,2-diacyl- or dialkyl-sn-glycerol or 3-chlolesterylalkanol with 2-cyanoethyl N,N,N†...

    Abstract A high-yielding and scalable phosphoramidite procedure was developed for the phospholipidation of TLR7/8-active imidazoquinolines. This method involves the reaction of a 1,2-diacyl- or dialkyl-sn-glycerol or 3-chlolesterylalkanol with 2-cyanoethyl N,N,N′,N′-tetraisopropylphosphordiamidite in the presence of 1H-tetrazole followed by treatment of the resulting N,N′-diisopropylphosphoramidite lipid in situ with 1-imidazoquinolinylalkanols. The resulting phosphite can be purified or directly oxidized with t-butyl hydroperoxide. The cyanoethyl protecting group is then removed with triethylamine and the phospholipidated imidazoquinoline products isolated in good yield and purity by simple filtration.
    Keywords chemical reactions ; chemical structure ; filtration ; lipids ; triethylamine
    Language English
    Dates of publication 2016-0511
    Size p. 2063-2066.
    Publishing place Elsevier Ltd
    Document type Article
    ZDB-ID 204287-3
    ISSN 1873-3581 ; 0040-4039
    ISSN (online) 1873-3581
    ISSN 0040-4039
    DOI 10.1016/j.tetlet.2016.03.091
    Database NAL-Catalogue (AGRICOLA)

    More links

    Kategorien

    In stock of ZB MED Cologne/Königswinter

    Zs.A 2837: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
    bis Jg. 1994: Bestellungen von Artikeln über das Online-Bestellformular
    Jg. 1995 - 2021: Lesesall (2.OG)
    ab Jg. 2022: Lesesaal (EG)

    Order via subito

    This service is chargeable due to the Delivery terms set by subito. Orders including an article and supplementary material will be classified as separate orders. In these cases, fees will be demanded for each order.

  10. Article: Syntheses, properties and cellular studies of metalloisoporphyrins.

    Mwakwari, Sandra C / Wang, Haijun / Jensen, Timothy J / Vicente, M Graça H / Smith, Kevin M

    Journal of porphyrins and phthalocyanines

    2011  Volume 15, Issue 9-10, Page(s) 918–929

    Abstract: b-Bilene hydrochlorides are shown to be improved intermediates for the synthesis of metallo-isoporphyrins in enhanced yields (28% vs. 6%). Several new diamagnetic zinc(II) and a novel paramagnetic copper(II) isoporphyrin salts were also obtained using ... ...

    Abstract b-Bilene hydrochlorides are shown to be improved intermediates for the synthesis of metallo-isoporphyrins in enhanced yields (28% vs. 6%). Several new diamagnetic zinc(II) and a novel paramagnetic copper(II) isoporphyrin salts were also obtained using this approach. Metal-free isoporphyrins were also isolated. In vitro studies using human carcinoma HEp2 cells show that all metallo-isoporphyrins accumulate within cells and localize partially in the mitochondria. The zinc-isoporphyrins were found to be moderately phototoxic while the copper complex showed the lowest phototoxicity, maybe as a result of its paramagnetic nature.
    Language English
    Publishing date 2011-04-15
    Publishing country Singapore
    Document type Journal Article
    ISSN 1088-4246
    ISSN 1088-4246
    DOI 10.1142/S108842461100380X
    Database MEDical Literature Analysis and Retrieval System OnLINE

    More links

    Kategorien

    Order via subito

    This service is chargeable due to the Delivery terms set by subito. Orders including an article and supplementary material will be classified as separate orders. In these cases, fees will be demanded for each order.

    Inter-library loan at ZB MED

    Your chosen title can be delivered directly to ZB MED Cologne location if you are registered as a user at ZB MED Cologne.

To top