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  1. Article: Development of non-sedating antischistosomal benzodiazepines.

    Mian, Md Yeunus / Sharmin, Dishary / Mondal, Prithu / Belayet, Jawad Bin / Hossain, M Mahmun / McCusker, Paul / Ryan, Kaetlyn T / Fedorov, Alexander Y / Green, Heather A / Ericksen, Spencer S / Zamanian, Mostafa / Tiruveedhula, V V N Phani Babu / Cook, James M / Chan, John D

    bioRxiv : the preprint server for biology

    2024  

    Abstract: The neglected tropical disease schistosomiasis infects over 200 million people worldwide and is treated with just one broad spectrum antiparasitic drug (praziquantel). Alternative drugs are needed in the event of emerging praziquantel resistance or ... ...

    Abstract The neglected tropical disease schistosomiasis infects over 200 million people worldwide and is treated with just one broad spectrum antiparasitic drug (praziquantel). Alternative drugs are needed in the event of emerging praziquantel resistance or treatment failure. One promising lead that has shown efficacy in animal models and a human clinical trial is the benzodiazepine meclonazepam, discovered by Roche in the 1970's. Meclonazepam was not brought to market because of dose-limiting sedative side effects. However, the human target of meclonazepam that causes sedation (GABA
    Language English
    Publishing date 2024-01-29
    Publishing country United States
    Document type Preprint
    DOI 10.1101/2024.01.26.577323
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  2. Article: Synthetic Scope of Brønsted Acid-Catalyzed Reactions of Carbonyl Compounds and Ethyl Diazoacetate

    Rahaman, Mizzanoor / Ali, M. Shahnawaz / Jahan, Khorshada / Hinz, Damon / Belayet, Jawad Bin / Majinski, Ryan / Hossain, M. Mahmun

    Journal of organic chemistry. 2021 Apr. 12, v. 86, no. 9

    2021  

    Abstract: The comprehensive study of the reactions of carbonyl compounds and ethyl diazoacetate in the presence of a Brønsted acid catalyst is described. In result, a broad range of 3-oxo-esters were synthesized from a variety of ketones and aliphatic aldehydes by ...

    Abstract The comprehensive study of the reactions of carbonyl compounds and ethyl diazoacetate in the presence of a Brønsted acid catalyst is described. In result, a broad range of 3-oxo-esters were synthesized from a variety of ketones and aliphatic aldehydes by 1,2-aryl/alkyl/hydride shift. Aryl–methyl ketones produced only aryl-migrated products, whereas other ketones yielded a mixture of products. For diaryl ketones, the identity of two inseparable migrated products was confirmed by two-dimensional NMR spectroscopy.
    Keywords catalysts ; hydrides ; nuclear magnetic resonance spectroscopy ; organic chemistry
    Language English
    Dates of publication 2021-0412
    Size p. 6138-6147.
    Publishing place American Chemical Society
    Document type Article
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.0c02972
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    In stock of ZB MED Bonn / Germany

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  3. Article: First Example of Intermolecular Palladium-Catalyzed Asymmetric Allylic Alkylation of Hydroxyacrylates: Synthesis of All-Carbon α-Aryl Quaternary Carbonyl Compounds

    Asad, Sharif A. / Hossain, M. Mahmun

    Synthesis

    2017  Volume 49, Issue 03, Page(s) 704–704

    Language English
    Publishing date 2017-01-17
    Publisher © Georg Thieme Verlag
    Publishing place Stuttgart ; New York
    Document type Article
    ZDB-ID 2033062-5
    ISSN 1437-210X ; 0039-7881
    ISSN (online) 1437-210X
    ISSN 0039-7881
    DOI 10.1055/s-0036-1589480
    Database Thieme publisher's database

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  4. Article ; Online: A Concise Synthesis of Potential COX Inhibitor BRL-37959 and Analogs Involving Bismuth(III) Catalyzed Friedel-Crafts Acylation.

    Ahmed, Shamsul Arefin / Hinz, Damon J / Jellen, Marcus J / Hossain, M Mahmun

    Chemistry & biodiversity

    2018  Volume 15, Issue 12, Page(s) e1800334

    Abstract: We report the development of a concise method of synthesizing possible cyclooxygenase (COX) inhibitor BRL-37959, which is believed to be a potent nonsteroidal anti-inflammatory drug (NSAID). The four-step synthesis greatly increased the efficiency of ... ...

    Abstract We report the development of a concise method of synthesizing possible cyclooxygenase (COX) inhibitor BRL-37959, which is believed to be a potent nonsteroidal anti-inflammatory drug (NSAID). The four-step synthesis greatly increased the efficiency of compound production from commercially available salicylaldehydes. The synthesis involved an optimized, bismuth(III) trifluoromethanesulfonate catalyzed benzoylation of a benzofuran ring.
    MeSH term(s) Acylation ; Aldehydes/chemistry ; Anti-Inflammatory Agents, Non-Steroidal/chemical synthesis ; Anti-Inflammatory Agents, Non-Steroidal/chemistry ; Benzofurans/chemistry ; Bismuth/chemistry ; Catalysis ; Cyclooxygenase Inhibitors/chemical synthesis ; Cyclooxygenase Inhibitors/chemistry ; Microwaves ; Temperature
    Chemical Substances Aldehydes ; Anti-Inflammatory Agents, Non-Steroidal ; Benzofurans ; Cyclooxygenase Inhibitors ; salicylaldehyde (17K64GZH20) ; benzofuran (LK6946W774) ; Bismuth (U015TT5I8H)
    Language English
    Publishing date 2018-11-22
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 2139001-0
    ISSN 1612-1880 ; 1612-1872
    ISSN (online) 1612-1880
    ISSN 1612-1872
    DOI 10.1002/cbdv.201800334
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  5. Article ; Online: Synthetic Scope of Brønsted Acid-Catalyzed Reactions of Carbonyl Compounds and Ethyl Diazoacetate.

    Rahaman, Mizzanoor / Ali, M Shahnawaz / Jahan, Khorshada / Hinz, Damon / Belayet, Jawad Bin / Majinski, Ryan / Hossain, M Mahmun

    The Journal of organic chemistry

    2021  Volume 86, Issue 9, Page(s) 6138–6147

    Abstract: The comprehensive study of the reactions of carbonyl compounds and ethyl diazoacetate in the presence of a Brønsted acid catalyst is described. In result, a broad range of 3-oxo-esters were synthesized from a variety of ketones and aliphatic aldehydes by ...

    Abstract The comprehensive study of the reactions of carbonyl compounds and ethyl diazoacetate in the presence of a Brønsted acid catalyst is described. In result, a broad range of 3-oxo-esters were synthesized from a variety of ketones and aliphatic aldehydes by 1,2-aryl/alkyl/hydride shift. Aryl-methyl ketones produced only aryl-migrated products, whereas other ketones yielded a mixture of products. For diaryl ketones, the identity of two inseparable migrated products was confirmed by two-dimensional NMR spectroscopy.
    MeSH term(s) Aldehydes ; Catalysis ; Diazonium Compounds ; Ketones ; Stereoisomerism
    Chemical Substances Aldehydes ; Diazonium Compounds ; Ketones ; diazoacetic ester (N84B835FMR)
    Language English
    Publishing date 2021-04-12
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ZDB-ID 123490-0
    ISSN 1520-6904 ; 0022-3263
    ISSN (online) 1520-6904
    ISSN 0022-3263
    DOI 10.1021/acs.joc.0c02972
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.A 4473: 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)

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  6. Article: [No title information]

    Asad, Sharif A. / Hossain, M. Mahmun

    Synthesis

    2015  Volume 48, Issue 02, Page(s) 200–209

    Language English
    Publishing date 2015-11-05
    Publisher © Georg Thieme Verlag
    Publishing place Stuttgart ; New York
    Document type Article
    ZDB-ID 2033062-5
    ISSN 1437-210X ; 0039-7881
    ISSN (online) 1437-210X
    ISSN 0039-7881
    DOI 10.1055/s-0035-1560727
    Database Thieme publisher's database

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  7. Article ; Online: Development of a Novel, Small-Molecule Brain-Penetrant Histone Deacetylase Inhibitor That Enhances Spatial Memory Formation in Mice.

    Belayet, Jawad B / Beamish, Sarah / Rahaman, Mizzanoor / Alanani, Samer / Virdi, Rajdeep S / Frick, David N / Rahman, A F M Towheedur / Ulicki, Joseph S / Biswas, Sreya / Arnold, Leggy A / Roni, M S Rashid / Cheng, Eric Y / Steeber, Douglas A / Frick, Karyn M / Hossain, M Mahmun

    Journal of medicinal chemistry

    2022  Volume 65, Issue 4, Page(s) 3388–3403

    Abstract: Histone acetylation is a prominent epigenetic modification linked to the memory loss symptoms associated with neurodegenerative disease. The use of existing histone deacetylase inhibitor (HDACi) drugs for treatment is precluded by their weak blood-brain ... ...

    Abstract Histone acetylation is a prominent epigenetic modification linked to the memory loss symptoms associated with neurodegenerative disease. The use of existing histone deacetylase inhibitor (HDACi) drugs for treatment is precluded by their weak blood-brain barrier (BBB) permeability and undesirable toxicity. Here, we address these shortcomings by developing a new class of disulfide-based compounds, inspired by the scaffold of the FDA-approved HDACi romidepsin (FK288). Our findings indicate that our novel compound MJM-1 increases the overall level of histone 3 (H3) acetylation in a prostate cancer cell line. In mice, MJM-1 injected intraperitoneally (i.p.) crossed the BBB and could be detected in the hippocampus, a brain region that mediates memory. Consistent with this finding, we found that the post-training i.p. administration of MJM-1 enhanced hippocampus-dependent spatial memory consolidation in male mice. Therefore, MJM-1 represents a potential lead for further optimization as a therapeutic strategy for ameliorating cognitive deficits in aging and neurodegenerative diseases.
    MeSH term(s) Animals ; Brain/metabolism ; Cell Line, Tumor ; Histone Deacetylase Inhibitors/chemical synthesis ; Histone Deacetylase Inhibitors/pharmacokinetics ; Histone Deacetylase Inhibitors/pharmacology ; Mice ; Mice, Inbred BALB C ; Spatial Memory/drug effects
    Chemical Substances Histone Deacetylase Inhibitors
    Language English
    Publishing date 2022-02-08
    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.
    ZDB-ID 218133-2
    ISSN 1520-4804 ; 0022-2623
    ISSN (online) 1520-4804
    ISSN 0022-2623
    DOI 10.1021/acs.jmedchem.1c01928
    Database MEDical Literature Analysis and Retrieval System OnLINE

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    In stock of ZB MED Cologne/Königswinter

    Zs.B 151: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
    bis Jg. 2021: Bestellungen von Artikeln über das Online-Bestellformular
    ab Jg. 2022: Lesesaal (EG)
    Zs.MB 1: Show issues

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  8. Article ; Online: Total Synthesis of Tryprostatin B: Synthesis and Asymmetric Phase-Transfer-Catalyzed Reaction of Prenylated Gramine Salt.

    Huisman, Matthew / Rahaman, Mizzanoor / Asad, Sharif / Oehm, Sarah / Novin, Sherwin / Rheingold, Arnold L / Hossain, M Mahmun

    Organic letters

    2018  Volume 21, Issue 1, Page(s) 134–137

    Abstract: A concise and efficient total synthesis of microtubule inhibitor tryprostatin B (1) is described. The key step is the preparation of a diprenylated gramine salt 9a. In this step, the prenyl group is incorporated at the 2-position of the indole moiety by ... ...

    Abstract A concise and efficient total synthesis of microtubule inhibitor tryprostatin B (1) is described. The key step is the preparation of a diprenylated gramine salt 9a. In this step, the prenyl group is incorporated at the 2-position of the indole moiety by direct lithiation of the Boc-protected gramine. We also developed and optimized the asymmetric phase-transfer-catalyzed reaction with salt 9a to provide the C2-prenyl tryptophan intermediate 2 resulting in 93% enantiomeric excess (ee) and 65% yield. The total synthesis of 1 is done in six steps with 35% overall yield.
    MeSH term(s) Catalysis ; Indole Alkaloids/chemical synthesis ; Indole Alkaloids/chemistry ; Molecular Structure ; Piperazines/chemical synthesis ; Piperazines/chemistry ; Salts/chemistry ; Stereoisomerism
    Chemical Substances Indole Alkaloids ; Piperazines ; Salts ; tryprostatin B ; gramine (FGQ8A78L14)
    Language English
    Publishing date 2018-12-18
    Publishing country United States
    Document type Journal Article ; Research Support, Non-U.S. Gov't
    ISSN 1523-7052
    ISSN (online) 1523-7052
    DOI 10.1021/acs.orglett.8b03593
    Database MEDical Literature Analysis and Retrieval System OnLINE

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  9. Article: [No title information]

    Todd, Robert / Hossain, M. Mahmun

    Synthesis

    2009  Volume 2009, Issue 11, Page(s) 1846–1850

    Abstract: A large number of biologically active compounds consist of an indole scaffolding. Because of this, chemists are continually searching for more efficient means through which to successfully synthesize the required alkaloids. In our recent effort to ... ...

    Abstract A large number of biologically active compounds consist of an indole scaffolding. Because of this, chemists are continually searching for more efficient means through which to successfully synthesize the required alkaloids. In our recent effort to synthesize indole-based p38 inhibitors and gramines, we found that a series of indole-based indole-3-carboxamides could be efficiently synthesized from various indole-3-carboxylates using an amidoaluminum-mediated strategy. The treatment of ethyl indole-3-carboxylates bearing a range of substitution patterns on the indole ring with various amidoaluminum complexes, led to the corresponding 1H-indole-3-carboxamides in yields up to 75%. Reduction by diisobutylaluminum hydride afforded the corresponding gramines in 63-85% yield. This is the first reported example of amidoaluminum complexes of type Al 2 (CH 3 4 (NR 2 2 promoting facile amidation of relatively inert indole esters. This particularly promising approach has resulted in the first strategy for generating medicinally important alkaloids of this type.
    Keywords indoles ; amination ; aluminum ; esters ; alkaloids
    Language English
    Publishing date 2009-04-27
    Publishing place Stuttgart ; New York
    Document type Article
    ZDB-ID 2033062-5
    ISSN 1437-210X ; 0039-7881
    ISSN (online) 1437-210X
    ISSN 0039-7881
    DOI 10.1055/s-0028-1088071
    Database Thieme publisher's database

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  10. Article: Brønsted acid-catalyzed C–C bond forming reaction for one step synthesis of oxazinanones

    Uddin, Nazim / Ulicki, Joseph S / Foersterling, F. Holger / Hossain, M. Mahmun

    Tetrahedron letters. 2011 Aug. 17, v. 52, no. 33

    2011  

    Abstract: An efficient Brønsted acid-catalyzed synthesis of oxazinanones (2) from corresponding Boc-imines (1) in one-step has been developed. Oxazinanones are obtained via an unprecedented tandem elimination-cycloaddition reaction. The reaction is remarkably ... ...

    Abstract An efficient Brønsted acid-catalyzed synthesis of oxazinanones (2) from corresponding Boc-imines (1) in one-step has been developed. Oxazinanones are obtained via an unprecedented tandem elimination-cycloaddition reaction. The reaction is remarkably significant given its novelty, mild reaction conditions, simplicity and low cost of the catalyst system.
    Keywords catalysts ; chemical reactions ; chemical structure ; organic compounds
    Language English
    Dates of publication 2011-0817
    Size p. 4353-4356.
    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.2011.06.054
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    In stock of ZB MED Cologne/Königswinter

    Zs.A 2837: Show issues Location:
    Je nach Verfügbarkeit (siehe Angabe bei Bestand)
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