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  1. Article: Pharmaceutical Compounding: The Oldest, Most Symbolic, and Still Vital Part of Pharmacy.

    Kochanowska-Karamyan, Anna J

    International journal of pharmaceutical compounding

    2016  Volume 20, Issue 5, Page(s) 367–374

    Abstract: Historically, compounding has been always an integral part of pharmacy. Medications were prepared by pharmacists for individual patients and compounding was the only source of drugs before mass production by pharmaceutical companies. This trend started ... ...

    Abstract Historically, compounding has been always an integral part of pharmacy. Medications were prepared by pharmacists for individual patients and compounding was the only source of drugs before mass production by pharmaceutical companies. This trend started diminishing around the middle of the 20th century due to more drugs being produced by mass manufacturers. Shortly after, clinical pharmacy was introduced and many schools of pharmacy reorganized their curricula to address that change. As a result, many compounding courses have been removed and emphasis was shifted towards clinical classes. Currently, however, compounding is on the rise again, gaining more importance mainly due to the fact that it can provide an individualized approach to patient care. This review is aimed to discuss the challenges of compounding education and the main areas of growth for compounding, as well as advantages and disadvantages of compounded medications.
    MeSH term(s) Animals ; Curriculum ; Drug Compounding/history ; Education, Pharmacy ; History, Ancient ; Humans ; Pharmacists ; Pharmacy/history ; Veterinary Drugs
    Chemical Substances Veterinary Drugs
    Language English
    Publishing date 2016-09
    Publishing country United States
    Document type Historical Article ; Journal Article ; Review
    ISSN 1092-4221
    ISSN 1092-4221
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  2. Article ; Online: Isolation and Synthesis of Veranamine, an Antidepressant Lead from the Marine Sponge

    Kochanowska-Karamyan, Anna J / Araujo, Hugo C / Zhang, Xiong / El-Alfy, Abir / Carvalho, Paulo / Avery, Mitchell A / Holmbo, Stephen D / Magolan, Jakob / Hamann, Mark T

    Journal of natural products

    2020  Volume 83, Issue 4, Page(s) 1092–1098

    Abstract: The natural product veranamine was isolated from the marine ... ...

    Abstract The natural product veranamine was isolated from the marine sponge
    MeSH term(s) Animals ; Antidepressive Agents/chemistry ; Antidepressive Agents/isolation & purification ; Antidepressive Agents/pharmacology ; Molecular Structure ; Porifera/chemistry
    Chemical Substances Antidepressive Agents
    Language English
    Publishing date 2020-03-31
    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 304325-3
    ISSN 1520-6025 ; 0163-3864
    ISSN (online) 1520-6025
    ISSN 0163-3864
    DOI 10.1021/acs.jnatprod.9b01107
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  3. Article: Mechanism of irreversible inhibition of Mycobacterium tuberculosis shikimate kinase by ilimaquinone.

    Simithy, Johayra / Fuanta, Ngolui Rene / Hobrath, Judith V / Kochanowska-Karamyan, Anna / Hamann, Mark T / Goodwin, Douglas C / Calderón, Angela I

    Biochimica et biophysica acta. Proteins and proteomics

    2018  Volume 1866, Issue 5-6, Page(s) 731–739

    Abstract: Ilimaquinone (IQ), a marine sponge metabolite, has been considered as a potential therapeutic agent for various diseases due to its broad range of biological activities. We show that IQ irreversibly inactivates Mycobacterium tuberculosis shikimate kinase ...

    Abstract Ilimaquinone (IQ), a marine sponge metabolite, has been considered as a potential therapeutic agent for various diseases due to its broad range of biological activities. We show that IQ irreversibly inactivates Mycobacterium tuberculosis shikimate kinase (MtSK) through covalent modification of the protein. Inactivation occurred with an apparent second-order rate constant of about 60 M
    MeSH term(s) Adenosine Triphosphate/metabolism ; Antitubercular Agents/metabolism ; Antitubercular Agents/pharmacology ; Bacterial Proteins/antagonists & inhibitors ; Bacterial Proteins/metabolism ; Binding Sites ; Catalytic Domain ; Chromatography, Liquid ; Kinetics ; L-Lactate Dehydrogenase/antagonists & inhibitors ; L-Lactate Dehydrogenase/metabolism ; Molecular Docking Simulation ; Mycobacterium tuberculosis/drug effects ; Mycobacterium tuberculosis/enzymology ; Phosphotransferases (Alcohol Group Acceptor)/antagonists & inhibitors ; Phosphotransferases (Alcohol Group Acceptor)/metabolism ; Protein Binding ; Protein Kinase Inhibitors/metabolism ; Protein Kinase Inhibitors/pharmacology ; Quinones/metabolism ; Quinones/pharmacology ; Sesquiterpenes/metabolism ; Sesquiterpenes/pharmacology ; Tandem Mass Spectrometry
    Chemical Substances Antitubercular Agents ; Bacterial Proteins ; Protein Kinase Inhibitors ; Quinones ; Sesquiterpenes ; ilimaquinone (5U0WAN3N8Q) ; Adenosine Triphosphate (8L70Q75FXE) ; L-Lactate Dehydrogenase (EC 1.1.1.27) ; Phosphotransferases (Alcohol Group Acceptor) (EC 2.7.1.-) ; shikimate kinase (EC 2.7.1.71)
    Language English
    Publishing date 2018-04-12
    Publishing country Netherlands
    Document type Journal Article ; Research Support, N.I.H., Intramural ; Research Support, Non-U.S. Gov't
    ZDB-ID 60-7
    ISSN 1879-2596 ; 1879-260X ; 1872-8006 ; 1879-2642 ; 1879-2618 ; 1879-2650 ; 1570-9639 ; 0006-3002 ; 0005-2728 ; 0005-2736 ; 0304-4165 ; 0167-4838 ; 1388-1981 ; 0167-4889 ; 0167-4781 ; 0304-419X ; 0925-4439 ; 1874-9399
    ISSN (online) 1879-2596 ; 1879-260X ; 1872-8006 ; 1879-2642 ; 1879-2618 ; 1879-2650
    ISSN 1570-9639 ; 0006-3002 ; 0005-2728 ; 0005-2736 ; 0304-4165 ; 0167-4838 ; 1388-1981 ; 0167-4889 ; 0167-4781 ; 0304-419X ; 0925-4439 ; 1874-9399
    DOI 10.1016/j.bbapap.2018.04.007
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  4. Article ; Online: Marine indole alkaloids: potential new drug leads for the control of depression and anxiety.

    Kochanowska-Karamyan, Anna J / Hamann, Mark T

    Chemical reviews

    2010  Volume 110, Issue 8, Page(s) 4489–4497

    MeSH term(s) Animals ; Anti-Anxiety Agents/therapeutic use ; Antidepressive Agents/therapeutic use ; Anxiety/drug therapy ; Depression/drug therapy ; Humans ; Indole Alkaloids/chemistry ; Indole Alkaloids/pharmacology ; Indole Alkaloids/therapeutic use ; Oceans and Seas ; Receptors, Serotonin/metabolism ; Seawater ; Serotonin Receptor Agonists/pharmacology ; Serotonin Receptor Agonists/therapeutic use ; Tryptamines/pharmacology ; Tryptamines/therapeutic use
    Chemical Substances Anti-Anxiety Agents ; Antidepressive Agents ; Indole Alkaloids ; Receptors, Serotonin ; Serotonin Receptor Agonists ; Tryptamines ; tryptamine (422ZU9N5TV)
    Language English
    Publishing date 2010-04-08
    Publishing country United States
    Document type Journal Article ; Research Support, N.I.H., Extramural ; Review
    ZDB-ID 207949-5
    ISSN 1520-6890 ; 0009-2665
    ISSN (online) 1520-6890
    ISSN 0009-2665
    DOI 10.1021/cr900211p
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    In stock of ZB MED Bonn / Germany

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  5. Article ; Online: Marine Inspired 2-(5-Halo-1H-indol-3-yl)-N,N-dimethylethanamines as Modulators of Serotonin Receptors: An Example Illustrating the Power of Bromine as Part of the Uniquely Marine Chemical Space.

    Ibrahim, Mohamed A / El-Alfy, Abir T / Ezel, Kelly / Radwan, Mohamed O / Shilabin, Abbas G / Kochanowska-Karamyan, Anna J / Abd-Alla, Howaida I / Otsuka, Masami / Hamann, Mark T

    Marine drugs

    2017  Volume 15, Issue 8

    Abstract: In previous studies, we have isolated several marine indole alkaloids and evaluated them in the forced swim test (FST) and locomotor activity test, revealing their potential as antidepressant and sedative drug leads. Amongst the reported metabolites to ... ...

    Abstract In previous studies, we have isolated several marine indole alkaloids and evaluated them in the forced swim test (FST) and locomotor activity test, revealing their potential as antidepressant and sedative drug leads. Amongst the reported metabolites to display such activities was 5-bromo-
    MeSH term(s) Acetamides/chemical synthesis ; Acetamides/chemistry ; Acetamides/pharmacology ; Animals ; Antidepressive Agents/chemistry ; Hydrocarbons, Brominated/chemistry ; Indole Alkaloids/pharmacology ; Indoles/chemical synthesis ; Indoles/chemistry ; Indoles/pharmacology ; Marine Biology ; Mice ; N,N-Dimethyltryptamine/analogs & derivatives ; N,N-Dimethyltryptamine/chemistry ; N,N-Dimethyltryptamine/pharmacology ; Receptors, Serotonin/drug effects
    Chemical Substances 2-(1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide ; Acetamides ; Antidepressive Agents ; Hydrocarbons, Brominated ; Indole Alkaloids ; Indoles ; Receptors, Serotonin ; serotonin 5 receptor ; 5-bromo-N,N-dimethyltryptamine (2F81I6UW8C) ; N,N-Dimethyltryptamine (WUB601BHAA)
    Language English
    Publishing date 2017-08-09
    Publishing country Switzerland
    Document type Journal Article
    ZDB-ID 2175190-0
    ISSN 1660-3397 ; 1660-3397
    ISSN (online) 1660-3397
    ISSN 1660-3397
    DOI 10.3390/md15080248
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  6. Article: A novel natural phenyl alkene with cytotoxic activity.

    Hwang, In Hyun / Oh, Joonseok / Kochanowska-Karamyan, Anna / Doerksen, Robert J / Na, MinKyun / Hamann, Mark T

    Tetrahedron letters

    2013  Volume 54, Issue 29, Page(s) 3872–3876

    Abstract: A novel phenyl alkene ( ...

    Abstract A novel phenyl alkene (
    Language English
    Publishing date 2013-07-17
    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.2013.05.032
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    Zs.A 2837: Show issues Location:
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  7. Article ; Online: Marine Inspired 2-(5-Halo-1H-indol-3-yl)-N,N-dimethylethanamines as Modulators of Serotonin Receptors

    Mohamed A. Ibrahim / Abir T. El-Alfy / Kelly Ezel / Mohamed O. Radwan / Abbas G. Shilabin / Anna J. Kochanowska-Karamyan / Howaida I. Abd-Alla / Masami Otsuka / Mark T. Hamann

    Marine Drugs, Vol 15, Iss 8, p

    An Example Illustrating the Power of Bromine as Part of the Uniquely Marine Chemical Space

    2017  Volume 248

    Abstract: In previous studies, we have isolated several marine indole alkaloids and evaluated them in the forced swim test (FST) and locomotor activity test, revealing their potential as antidepressant and sedative drug leads. Amongst the reported metabolites to ... ...

    Abstract In previous studies, we have isolated several marine indole alkaloids and evaluated them in the forced swim test (FST) and locomotor activity test, revealing their potential as antidepressant and sedative drug leads. Amongst the reported metabolites to display such activities was 5-bromo-N,N-dimethyltryptamine. Owing to the importance of the judicious introduction of halogens into drug candidates, we synthesized two series built on a 2-(1H-indol-3-yl)-N,N-dimethylethanamine scaffold with different halogen substitutions. The synthesized compounds were evaluated for their in vitro and in vivo antidepressant and sedative activities using the mouse forced swim and locomotor activity tests. Receptor binding studies of these compounds to serotonin (5-HT) receptors were conducted. Amongst the prepared compounds, 2-(1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide (1a), 2-(5-bromo-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide (1d), 2-(1H-indol-3-yl)-N,N-dimethylethanamine (2a), 2-(5-chloro-1H-indol-3-yl)-N,N-dimethylethanamine (2c), 2-(5-bromo-1H-indol-3-yl)-N,N-dimethylethanamine (2d), and 2-(5-iodo-1H-indol-3-yl)-N,N-dimethylethanamine (2e) have been shown to possess significant antidepressant-like action, while compounds 2c, 2d, and 2e exhibited potent sedative activity. Compounds 2a, 2c, 2d, and 2e showed nanomolar affinities to serotonin receptors 5-HT1A and 5-HT7. The in vitro data indicates that the antidepressant action exerted by these compounds in vivo is mediated, at least in part, via interaction with serotonin receptors. The data presented here shows the valuable role that bromine plays in providing novel chemical space and electrostatic interactions. Bromine is ubiquitous in the marine environment and a common element of marine natural products.
    Keywords serotonin receptors ; psychiatric disorders ; 5-Halo N,N-dimethyltryptamine ; Biology (General) ; QH301-705.5
    Subject code 540
    Language English
    Publishing date 2017-08-01T00:00:00Z
    Publisher MDPI AG
    Document type Article ; Online
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  8. Article: A novel natural phenyl alkene with cytotoxic activity

    Hwang, In Hyun / Oh, Joonseok / Kochanowska-Karamyan, Anna / Doerksen, Robert J / Na, MinKyun / Hamann, Mark T

    Tetrahedron letters. 2013 July 17, v. 54, no. 29

    2013  

    Abstract: A novel phenyl alkene (1) was isolated from a mixture of three Florida sponges, Smenospongia aurea, Smenospongia cerebriformis, and Verongula rigida. Unlike terpenoids or amino acid derivatives, which are commonly known classes of secondary metabolites ... ...

    Abstract A novel phenyl alkene (1) was isolated from a mixture of three Florida sponges, Smenospongia aurea, Smenospongia cerebriformis, and Verongula rigida. Unlike terpenoids or amino acid derivatives, which are commonly known classes of secondary metabolites from these genera, the chemical structure of 1 showed an unprecedented linear phenyl alkene skeleton. Through comprehensive analyses of NMR and MS data, the gross structure of 1 was determined to be (E)-10-benzyl-5,7-dimethylundeca-1,5,10-trien-4-ol. The absolute configuration at C-4 was established as R by a modified Mosher’s method. Based on the relative configuration between C-4 and C-7, the absolute configuration at C-7 was assigned as S. Compound 1 showed in vitro cytotoxic activity against HL-60 human leukemia cancer cells with an IC₅₀ value of 8.1μM. Molecular docking study suggests that the structure of compound 1 matches the pharmacophore of eribulin required to display cytotoxic activity through the inhibition of microtubule activity.
    Keywords amino acid derivatives ; chemical reactions ; chemical structure ; cytotoxicity ; humans ; inhibitory concentration 50 ; leukemia ; microtubules ; molecular models ; neoplasm cells ; nuclear magnetic resonance spectroscopy ; pharmacology ; secondary metabolites ; terpenoids ; Florida
    Language English
    Dates of publication 2013-0717
    Size p. 3872-3876.
    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.2013.05.032
    Database NAL-Catalogue (AGRICOLA)

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