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1Anthraquinones Related to Rhein Inhibit Glucose Uptake into Chondrocytes. A Mechanism for Anti-Osteoarthritis Drugs?

SL Carney,RJ Broadmore,R Tomlinson,A Kingston,PT Gallagher,WM Owton,MV Miles,M Brunavs,CW Smith, TA Hicks,DR Dobson,DJ Steggles,

Rhein has been shown to inhibit the uptake of glucose into Ehrlich Ascites tumor cells. In this paper we show that a wide range of antrhaquinones related to rhein can also inhibit glucose uptake into chondrocytes, many significantly more than the parent molecule.

1997Bioorganic & medicinal chemistry letters（1997）引用：6

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2ChemInform Abstract: Synthesis of 4,5,8‐trimethoxy‐9,10‐dioxo‐9,10‐dihydroanthracene‐2‐ Carboxylic Acid, an Analogue of Rhein with Improved Systemic Exposure in the Guinea Pig.

W. M. OWTON,M. BRUNAVS,M. V. MILES,D. R. DOBSON,D. J. STEGGLES

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

1995ChemInform（1995）引用：11

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3A Versatile Synthesis of Hydroxy-9,10-anthraquinone-2-carboxylic Acids.

CW SMITH,SJ AMBLER,DJ STEGGLES

Islandicin, a mould metabolite, can be synthesised in a few, robust, high yielding steps. This procedure can be further elaborated to give a variety of hydroxy-9,10-anthraquinone-2-carboxylic acids.

1994ChemInform（1994）引用：21

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4Novel Immunosuppressive Butenamides

CA AXTON,MEJ BILLINGHAM,PM BISHOP,PT GALLAGHER, TA HICKS,EA KITCHEN,GW MULLIER,WM OWTON,MG PARRY,S SCOTT,DJ STEGGLES

2-[4-(1,1-Dimethylethyl)phenyl]thiophene 12 was carboxylated using butyllithium and carbon dioxide to give 5-[4-(1,1-dimethylethyl)phenyl]thiophene-2-carboxylic acid 13. Conversion of the acid 13 using diphenyl phosphazidate and triethylamine gave 5-[4-(1,1-dimethylethyl)phenyl]thiophene-2-carbonyl azide 14, which was rearranged in toluene at 110-degrees-C with loss of nitrogen to give the isocyanate 15; this in turn was treated with sodium 1-cyanoprop-1-ene 2-oxide 16 in tetrahydrofuran to give 2-cyano-N-{5-[4-(1,1-dimethylethyl)phenyl]thiophen-2-yl}-3-hydroxybut-2-enamide 17. Analogous chemistry has been utilised to synthesize both phenylheteroarylbutenamides and phenylbutenamides which display immunosuppressive activity towards proliferating concanavalin A-stimulated T-lymphocytes.

1992JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1（1992）引用：21

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5ChemInform Abstract: Heteroarenobenzodiazepines. Part 6. Synthesis and Pharmacological Evaluation of CNS Activities of (1,2,3)triazolo(4,5‐b)(1,5)‐, Imidazolo‐(4,5‐b)(1,5)‐, and Pyrido(2,3‐b)(1,5)benzodiazepines. 10‐piperazinyl‐4h‐1,2,3‐triazolo(4,5‐b)(1,5)benzodiazepines with Neuroleptic Activity.

J. K. CHAKRABARTI,T. M. HOTTEN,I. A. PULLAR,D. J. STEGGLES

AbstractReaction of 2‐halonitrobenzenes such as (I) with the 4‐aminotriazole‐5‐carbonitrile (II) yields (nitroanilino)triazolecarbonitriles such as (III).

1990ChemInform（1990）

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6Heteroarenobenzodiazepines. 6. Synthesis and Pharmacological Evaluation of CNS Activities of [1,2,3]Triazolo[4,5-B][1,5]-, Imidazolo[4,5,-B][1,5]-, and Pyrido[2,3-B][1,5]benzodiazepines. 10-Piperazinyl-4h-1,2,3-triazolo[4,5-b][1,5]benzodiazepines with Neuroleptic Activity

JK CHAKRABARTI,TM HOTTEN,IA PULLAR,DJ STEGGLES

The synthesis of [1,2,3]triazolo[4,5-b][1,5]-, imidazolo[4,5-b][1,5]-, and pyrido[2,3-b][1,5]benzodiazepines is described. The antidopaminergic and anticholinergic activities of the compounds have been examined by the respective in vitro [3H]spiperone and [3H]QNB receptor binding assay. The neuroleptic potential has been further evaluated in terms of their ability to produce hypothermia and catalepsy in mice and a conditioned avoidance response in rats. Only compounds from the triazolobenzodiazepine series show antipsychotic potential. The lack of activity in the imidazolo- and pyridobenzodiazepine series indicates that the basicity of the heteroarene moiety may be determinant for activity.

1989Journal of Medicinal Chemistry（1989）引用：48

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7ChemInform Abstract: Rearrangement of 2-[1(3H)-Oxodihydrobenzo[c]furan-3-yl]quinuclidin-3-ones to Tetrahydrobenzo[b]quinolizines.

J. K. CHAKRABARTI,D. J. STEGGLES

Aus Chinuclidon (I) entstehen mit Phthalaldehydsäure (II) 81 die Phthalide (III), die sich mit P(III)‐halogeniden (IV) zu den Tricyclen (V) umlagern.

1986ChemInform

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8Rearrangement of 2-[1(3H)-oxodihydrobenzo[c]furan-3-yl] Quinuclidin-3-ones to Tetrahydrobenzo[b]quinolizines. A Novel Synthesis of Benzo[b]quinolizine Ring Systems.

JK CHAKRABARTI,DJ STEGGLES

A new two step synthesis of benzo[b]quinolizine ring systems via the rearrangement of 2-[1(3H)-oxodihydrobenzo[c]furan-3-yl] quinuclidin-3-ones is described.

1985Tetrahedron Letters（1985）引用：4

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9ChemInform Abstract: HETEROARENOBENZODIAZEPINES. 4. 10‐PIPERAZINYL‐4H‐THIENO(3,2‐B)(1,5)‐ AND ‐(3,4‐B)(1,5)BENZODIAZEPINES AS POTENTIAL NEUROLEPTICS

J. K. CHAKRABARTI,J. FAIRHURST,N. J. A. GUTTERIDGE,L. HORSMAN,I. A. PULLAR,C. W. SMITH,D. J. STEGGLES,D. E. TUPPER,F. C. WRIGHT

Chemischer InformationsdienstVolume 12, Issue 5 Heterocyclic Compounds ChemInform Abstract: HETEROARENOBENZODIAZEPINES. 4. 10-PIPERAZINYL-4H-THIENO(3,2-B)(1,5)- AND -(3,4-B)(1,5)BENZODIAZEPINES AS POTENTIAL NEUROLEPTICS J. K. CHAKRABARTI, J. K. CHAKRABARTISearch for more papers by this authorJ. FAIRHURST, J. FAIRHURSTSearch for more papers by this authorN. J. A. GUTTERIDGE, N. J. A. GUTTERIDGESearch for more papers by this authorL. HORSMAN, L. HORSMANSearch for more papers by this authorI. A. PULLAR, I. A. PULLARSearch for more papers by this authorC. W. SMITH, C. W. SMITHSearch for more papers by this authorD. J. STEGGLES, D. J. STEGGLESSearch for more papers by this authorD. E. TUPPER, D. E. TUPPERSearch for more papers by this authorF. C. WRIGHT, F. C. WRIGHTSearch for more papers by this author J. K. CHAKRABARTI, J. K. CHAKRABARTISearch for more papers by this authorJ. FAIRHURST, J. FAIRHURSTSearch for more papers by this authorN. J. A. GUTTERIDGE, N. J. A. GUTTERIDGESearch for more papers by this authorL. HORSMAN, L. HORSMANSearch for more papers by this authorI. A. PULLAR, I. A. PULLARSearch for more papers by this authorC. W. SMITH, C. W. SMITHSearch for more papers by this authorD. J. STEGGLES, D. J. STEGGLESSearch for more papers by this authorD. E. TUPPER, D. E. TUPPERSearch for more papers by this authorF. C. WRIGHT, F. C. WRIGHTSearch for more papers by this author First published: February 3, 1981 https://doi.org/10.1002/chin.198105261Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume12, Issue5February 3, 1981 RelatedInformation

1981

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10Analogifremgangsmaade for the Manufacture of Benzodiazepine Derivatives

J. K. Chakrabarti, T. Hotten,D. J. Steggles

1981

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1110-Piperazinyl-4H-theino[3,2-b][1,5]- and -[3,4-b][1,5]benzodiazepines as potential neuroleptics.

J K Chakrabarti,J Fairhurst, N J Gutteridge,L Horsman,I A Pullar,C W Smith,D J Steggles,D E Tupper,F C Wright

The synthesis of 10-piperazinyl-4H-thieno[3,2-b][1,5]benzodiazepines is described. The activity of these compounds has been assessed on the basis of their ability to produce hypothermia in mice and block a conditioned avoidance response (CAR) and produce catalepsy in rats, and the results are compared with various classical and nonclassical neuroleptic drugs. A number of compounds (6, 17, 21, and 22) demonstrate potency greater than clozapine and also show low degree of catalepsy. It is believed that this profile of activity, unlike standard neuroleptics, is associated with the relative lack of extrapyramidal side effects in the clinic. The corresponding 9-piperazinyl-4H-thieno[1,4]benzodiazepines (12 and 35, limited analogues prepared in the respective series, were inactive.

1980Journal of medicinal chemistry（1980）引用：32

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12HETEROARENOBENZODIAZEPINES. 4. 10-PIPERAZINYL-4H-THIENO(3,2-B)(1,5)- AND -(3,4-B)(1,5)BENZODIAZEPINES AS POTENTIAL NEUROLEPTICS

JK CHAKRABARTI,J FAIRHURST,NJA GUTTERIDGE,L HORSMAN,IA PULLAR,CW SMITH,DJ STEGGLES, DE TUPPER,FC WRIGHT

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTHeteroarenobenzodiazepines. 4. 10-Piperazinyl-4H-thieno[3,2-b][1,5]- and -[3,4-b][1,5]benzodiazepines as potential neurolepticsJiban K. Chakrabarti, John Fairhurst, Norman J. A. Gutteridge, Linda Horsman, Ian A. Pullar, Colin W. Smith, David J. Steggles, David E. Tupper, and Francesca C. WrightCite this: J. Med. Chem. 1980, 23, 8, 884–889Publication Date (Print):August 1, 1980Publication History Published online1 May 2002Published inissue 1 August 1980https://pubs.acs.org/doi/10.1021/jm00182a014https://doi.org/10.1021/jm00182a014research-articleACS PublicationsRequest reuse permissionsArticle Views447Altmetric-Citations23LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose Get e-Alerts

1980JOURNAL OF MEDICINAL CHEMISTRY（1980）引用：33

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13ChemInform Abstract: HETEROARENOBENZODIAZEPINES. PART 2. SYNTHESIS OF 4H‐THIENO(2,3‐B)(1,4)‐, (3,2‐B)(1,4)‐, AND (3,4‐B)(1,4)‐BENZODIAZEPINONES

J. K. CHAKRABARTI,T. M. HOTTEN,D. J. STEGGLES,D. E. TUPPER

AbstractDie Kondensationsprodukte der Anthranilsäuren (I) mit den entsprechenden Bromnitrothiophenen (II) werden mit Diethylsulfat verestert, und anschließend wird die Nitrogruppe der Ester (III) katalytisch zur Aminogruppe reduziert.

1979Chemischer Informationsdienst（1979）

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14Heteroarenobenzodiazepines .2. Synthesis of 4H-Thieno[2,3-b] [1,4]-Benzodiazepiones, [3,2-B] [1,4]-Benzodiazepiones, and [3,4-B] [1,4]-Benzodiazepinones

JK CHAKRABARTI,TM HOTTEN,DJ STEGGLES, DE TUPPER

1978JOURNAL OF CHEMICAL RESEARCH-S（1978）

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