Synthesis and Biological Evaluation of alpha- and beta-6-Amido Derivatives of 17-Cyclopropylmethyl-3, 14beta-dihydroxy-4, 5alpha-epoxymorphinan: Potential Alcohol-Cessation Agents.

Synthesis and Biological Evaluation of alpha- and beta-6-Amido Derivatives of 17-Cyclopropylmethyl-3, 14beta-dihydroxy-4, 5alpha-epoxymorphinan: Potential Alcohol-Cessation Agents. Research Abstract Details 

Research Abstract Table of Contents

Jump to the:

Synthesis and Biological Evaluation of alpha- and beta-6-Amido Derivatives of 17-Cyclopropylmethyl-3, 14beta-dihydroxy-4, 5alpha-epoxymorphinan: Potential Alcohol-Cessation Agents. Abstract Text:

Substituted aryl and aliphatic amide analogues of 6-naltrexamine were synthesized and used to characterize the binding to and functional activity of human mu-, delta-, and kappa-opioid receptors. Competition binding assays showed 11- 25 and 27- 31 bound to the mu ( K i = 0.05-1.2 nM) and kappa ( K i = 0.06-2.4 nM) opioid receptors. Compounds 11- 18 possessed significant binding affinity for the delta receptor ( K i = 0.8-12.4 nM). Functional assays showed several compounds acted as partial or full agonists of delta or kappa receptors while retaining an antagonist profile at the mu receptor. Structure-activity relationship for aryl amides showed that potent compounds possessed lipophilic groups or substituents capable of hydrogen bonding. Metabolic stability studies showed that 11, 12, and 14 possessed considerable stability in the presence of rat, mouse, or human liver preparations. The ED 50 of inhibition of 10% ethanol self-administration in trained rats, using operant techniques for 11, was 0.5 mg/kg.

Synthesis and Biological Evaluation of alpha- and beta-6-Amido Derivatives of 17-Cyclopropylmethyl-3, 14beta-dihydroxy-4, 5alpha-epoxymorphinan: Potential Alcohol-Cessation Agents. Publishing Authors By Initials

For similar abstracts research abstracts see: abstracts research

PUBMED ID PMID:

MEDLINE DATE:

Synthesis and Biological Evaluation of alpha- and beta-6-Amido Derivatives of 17-Cyclopropylmethyl-3, 14beta-dihydroxy-4, 5alpha-epoxymorphinan: Potential Alcohol-Cessation Agents. Journal Published:

PUBLICATION TYPE: Journal Article

Journal: Journal of medicinal chemistry

VOLUME: 51

Page Numbers: 1913-24

Journal Abbreviation: J. Med. Chem.

ISSN: 0022-2623

DAY: 26

MONTH: 02

YEAR: 2008

Synthesis and Biological Evaluation of alpha- and beta-6-Amido Derivatives of 17-Cyclopropylmethyl-3, 14beta-dihydroxy-4, 5alpha-epoxymorphinan: Potential Alcohol-Cessation Agents. Information

Number of References:

LANGUAGE: eng

NlmUniqueID: 9716531

Synthesis and Biological Evaluation of alpha- and beta-6-Amido Derivatives of 17-Cyclopropylmethyl-3, 14beta-dihydroxy-4, 5alpha-epoxymorphinan: Potential Alcohol-Cessation Agents. Keywords Mesh Terms:

KEYWORDS:

MESH TERMS:

Chemical & Substance for Abstract: Synthesis and Biological Evaluation of alpha- and beta-6-Amido Derivatives of 17-Cyclopropylmethyl-3, 14beta-dihydroxy-4, 5alpha-epoxymorphinan: Potential Alcohol-Cessation Agents. Information

Substance Name:

Registry Number:

Grant and Affiliation Information for Synthesis and Biological Evaluation of alpha- and beta-6-Amido Derivatives of 17-Cyclopropylmethyl-3, 14beta-dihydroxy-4, 5alpha-epoxymorphinan: Potential Alcohol-Cessation Agents.

AFFILIATION: jcashman@hbri.org.

Country: United States

AGENCY:

GRANT:

ACRONYM:

MEDLINETA: J Med Chem

REFSOURCE:

DATABASENAME:

ACCESSION NUMBER:

Number Hits: 0

Synthesis and Biological Evaluation of alpha- and beta-6-Amido Derivatives of 17-Cyclopropylmethyl-3, 14beta-dihydroxy-4, 5alpha-epoxymorphinan: Potential Alcohol-Cessation Agents Related Publications

• "Herbal" medicines and rheumatoid arthritis.
• Allergy to iprindole (Prondole) with hepatotoxicity.
• Altered bone metabolism in inflammatory disease: role for nutrition.
• Ambulatory electrocardiographic records in patients with transient cerebral attacks or palpitation.
• Ambulatory electrocardiography in car workers.
• Blood glucose variations and clinical experience with glibenclamide in diabetes mellitus.
• Blood glucose variations and clinical experience with glibenclamide in diabetes mellitus.
• Conjugated linoleic acid alters global gene expression in human intestinal-like Caco-2 cells in an isomer-specific manner.
• Damage to the superior gluteal nerve after the Hardinge approach to the hip.
• Development of a brief questionnaire to identify families in need of legal advocacy to improve child health.
• Diagnosis of multiple pregnancy.
• Diet, nutrition, and bone health.
• Early immunization against whooping-cough.
• Ethical Obligations and Concerns When Trying to Achieve a Patient's Wishes: Ethics Consultation.
• Flavin-containing monooxygenase 3 and human disease.
• Functional activity of the mouse flavin-containing monooxygenase forms 1, 3, and 5.
• Innate immunity and transcription of MGAT-III and Toll-like receptors in Alzheimer's disease patients are improved by bisdemethoxycurcumin.
• Interprofessional prevention education changing the future of health professions education.
• Investigation of structure and function of a catalytically efficient variant of the human flavin-containing monooxygenase form 3.
• Ionising radiation and the orthopaedic surgeon.
• Methods of improving the accuracy of ambulatory BP and EKG recordings.
• Monoplegia and Horner's syndrome from pressure palsy. Report of a case and anatomical discussion.
• Psychiatric aspects of acute porphyria.
• Seasonal changes in vitamin D status and bone turnover in healthy Irish postmenopausal women.
• Species barriers for chronic wasting disease by in vitro conversion of prion protein.
• Synthesis and Biological Evaluation of alpha- and beta-6-Amido Derivatives of 17-Cyclopropylmethyl-3, 14beta-dihydroxy-4, 5alpha-epoxymorphinan: Potential Alcohol-Cessation Agents.
• Synthesis of arachidonate cyclo-oxygenase products by rheumatoid and nonrheumatoid synovial lining in nonproliferative organ culture.
• Synthetic inhibitors of cytochrome P-450 2A6: inhibitory activity, difference spectra, mechanism of inhibition, and protein cocrystallization.
• The relationship between nutrient intake and cognitive performance in people at risk of dementia.
• Vitamin D status and its determinants in adolescents from the Northern Ireland Young Hearts 2000 cohort.