BIOMAT Database Logo BIOMAT Database Logo

Synthesis and evaluation of 2-amino-dihydrotetrabenzine derivatives as probes for imaging vesicular monoamine transporter-2. 2009

Lin Zhu, and Jingying Liu, and Hank F Kung
Key Laboratory of Radiopharmaceuticals (Beijing Normal University), Ministry of Education, Beijing, PR China.

A novel series of analogs of 2-amino-dihydrotetrabenazine derivatives, 4-6, targeting the vesicular monoamine transporter have been prepared. In vitro binding was carried out in tissue homogenates prepared from rat striatal tissue homogenates with both [(125)I]-iodovinyl-TBZ and [(3)H]DTBZ. There was a good correlation (r(2)=0.925) between the affinities of the different compounds for [(125)I]-iodovinyl-TBZ and [(3)H]-DTBZ binding. Compound 5 exhibited a better affinity for the vesicular monoamine transporter (K(i)=8.68+/-1.26 nM and 7.01+/-0.07 nM, respectively), which may be a good lead compound for further structural modification to develop useful probes for VMAT2.

UI MeSH Term Description Entries
D007457 Iodine Radioisotopes Unstable isotopes of iodine that decay or disintegrate emitting radiation. I atoms with atomic weights 117-139, except I 127, are radioactive iodine isotopes. Radioisotopes, Iodine
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships
D013747 Tetrabenazine A drug formerly used as an antipsychotic and treatment of various movement disorders. Tetrabenazine blocks neurotransmitter uptake into adrenergic storage vesicles and has been used as a high affinity label for the vesicle transport system. Nitoman,Xenazine
D014316 Tritium The radioactive isotope of hydrogen also known as hydrogen-3. It contains two NEUTRONS and one PROTON in its nucleus and decays to produce low energy BETA PARTICLES. Hydrogen-3,Hydrogen 3
D049268 Positron-Emission Tomography An imaging technique using compounds labelled with short-lived positron-emitting radionuclides (such as carbon-11, nitrogen-13, oxygen-15 and fluorine-18) to measure cell metabolism. It has been useful in study of soft tissues such as CANCER; CARDIOVASCULAR SYSTEM; and brain. SINGLE-PHOTON EMISSION-COMPUTED TOMOGRAPHY is closely related to positron emission tomography, but uses isotopes with longer half-lives and resolution is lower. PET Imaging,PET Scan,Positron-Emission Tomography Imaging,Tomography, Positron-Emission,Imaging, PET,Imaging, Positron-Emission Tomography,PET Imagings,PET Scans,Positron Emission Tomography,Positron Emission Tomography Imaging,Positron-Emission Tomography Imagings,Scan, PET,Tomography Imaging, Positron-Emission,Tomography, Positron Emission
D050493 Vesicular Monoamine Transport Proteins A family of vesicular amine transporter proteins that catalyze the transport and storage of CATECHOLAMINES and indolamines into SECRETORY VESICLES. Monoamine Transporters, Vesicular,Vesicular Monoamine Transporter Proteins,Chromaffin Granule Amine Transporter,Monoamine Vesicular Transport Proteins,Monoamine Vesicular Transporter,VMAT-1 Vesicular Monoamine Transporter,VMAT2 Vesicular Monoamine Transporter,Vesicular Monoamine Transporter,Vesicular Monoamine Transporter 1,Vesicular Monoamine Transporter 2,Monoamine Transporter, Vesicular,VMAT 1 Vesicular Monoamine Transporter,Vesicular Monoamine Transporters,Vesicular Transporter, Monoamine
D051381 Rats The common name for the genus Rattus. Rattus,Rats, Laboratory,Rats, Norway,Rattus norvegicus,Laboratory Rat,Laboratory Rats,Norway Rat,Norway Rats,Rat,Rat, Laboratory,Rat, Norway,norvegicus, Rattus
D019275 Radiopharmaceuticals Compounds that are used in medicine as sources of radiation for radiotherapy and for diagnostic purposes. They have numerous uses in research and industry. (Martindale, The Extra Pharmacopoeia, 30th ed, p1161) Radiopharmaceutical

Related Publications

Lin Zhu, and Jingying Liu, and Hank F Kung
Amino- and amido-tetrabenazine derivatives: synthesis and evaluation as potential ligands for the vesicular monoamine transporter.
May 1995, Nuclear medicine and biology,
Lin Zhu, and Jingying Liu, and Hank F Kung
Synthesis and biological evaluation of 3-alkyl-dihydrotetrabenazine derivatives as vesicular monoamine transporter-2 (VMAT2) ligands.
June 2011, Bioorganic & medicinal chemistry letters,
Lin Zhu, and Jingying Liu, and Hank F Kung
Synthesis and analysis of dihydrotetrabenazine derivatives as novel vesicular monoamine transporter 2 inhibitors.
November 2021, European journal of medicinal chemistry,
Lin Zhu, and Jingying Liu, and Hank F Kung
Imaging the vesicular monoamine transporter.
January 2001, Advances in neurology,
Lin Zhu, and Jingying Liu, and Hank F Kung
Synthesis and evaluation of a series of tropane analogues as novel vesicular monoamine transporter-2 ligands.
October 2005, Bioorganic & medicinal chemistry letters,
Lin Zhu, and Jingying Liu, and Hank F Kung
Synthesis and biological evaluation of 10-(11) C-dihydrotetrabenazine as a vesicular monoamine transporter 2 radioligand.
May 2014, Archiv der Pharmazie,
Lin Zhu, and Jingying Liu, and Hank F Kung
Synthesis and in vitro evaluation of new benzovesamicol analogues as potential imaging probes for the vesicular acetylcholine transporter.
February 2005, Bioorganic & medicinal chemistry,
Lin Zhu, and Jingying Liu, and Hank F Kung
Characterization of a series of 3-amino-2-phenylpropene derivatives as novel bovine chromaffin vesicular monoamine transporter inhibitors.
June 2003, Journal of medicinal chemistry,
Lin Zhu, and Jingying Liu, and Hank F Kung
Pyrrolidine analogs of GZ-793A: synthesis and evaluation as inhibitors of the vesicular monoamine transporter-2 (VMAT2).
June 2013, Bioorganic & medicinal chemistry letters,
Lin Zhu, and Jingying Liu, and Hank F Kung
In vivo imaging of the vesicular acetylcholine transporter and the vesicular monoamine transporter.
December 2000, FASEB journal : official publication of the Federation of American Societies for Experimental Biology,
Copied contents to your clipboard!