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Pregled bibliografske jedinice broj: 268369

Binding of ring-substituted indole-3-acetic acids to human serum albumin


Šoškić, Milan; Magnus, Volker
Binding of ring-substituted indole-3-acetic acids to human serum albumin // Bioorganic & Medicinal Chemistry, 15 (2007), 13; 4595-4600 (međunarodna recenzija, članak, znanstveni)


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Naslov
Binding of ring-substituted indole-3-acetic acids to human serum albumin

Autori
Šoškić, Milan ; Magnus, Volker

Izvornik
Bioorganic & Medicinal Chemistry (0968-0896) 15 (2007), 13; 4595-4600

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
indole-3-acetic acid; human serum albumin; high-performance liquid chromatography; octanol-water partition coefficient; QSPR (quantitative structure-property relationships)

Sažetak
The plant hormone, indole-3-acetic acid (IAA), and its ring-substituted derivatives have recently attracted attention as promising pro-drugs in cancer therapy. Here we present relative binding constants to human serum albumin for IAA and 34 of its derivatives, as obtained using the immobilized protein bound to a support suitable for high-performance liquid chromatography. We also report their octanol-water partition coefficients (log Kow) computed from retention data on a C18-coated silica gel column. A four-parameter QSPR (quantitative structure-property relationships) model, based on physico-chemical properties is put forward, which accounts for more than 96% of the variations in the binding affinities of these compounds. The model confirms the importance of lipophilicity as a global parameter governing interaction with serum albumin, but also assigns significant roles to parameters specifically related to the molecular topology of ring-substituted IAAs. Bulky substituents at ring-position 6 increase affinity, those at position 2 obstruct binding, while no steric effects were noted at other ring-positions. Electron-withdrawing substituents at position 5 enhance binding, but have no obvious effect at other ring positions.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Biologija



POVEZANOST RADA


Projekti:
098-0982913-2829 - Molekularna regulacija biljnog razvitka (Salopek-Sondi, Branka, MZOS ) ( POIROT)
178-0982929-2259 - Molekulsko prepoznavanje biljnih regulatora rasta (Šoškić, Milan, MZOS ) ( POIROT)

Ustanove:
Institut "Ruđer Bošković", Zagreb,
Agronomski fakultet, Zagreb

Profili:

Avatar Url Milan Šoškić (autor)

Avatar Url Volker Magnus (autor)

Citiraj ovu publikaciju

Šoškić, Milan; Magnus, Volker
Binding of ring-substituted indole-3-acetic acids to human serum albumin // Bioorganic & Medicinal Chemistry, 15 (2007), 13; 4595-4600 (međunarodna recenzija, članak, znanstveni)
Šoškić, M. & Magnus, V. (2007) Binding of ring-substituted indole-3-acetic acids to human serum albumin. Bioorganic & Medicinal Chemistry, 15 (13), 4595-4600.
@article{article, year = {2007}, pages = {4595-4600}, keywords = {indole-3-acetic acid, human serum albumin, high-performance liquid chromatography, octanol-water partition coefficient, QSPR (quantitative structure-property relationships)}, journal = {Bioorganic and Medicinal Chemistry}, volume = {15}, number = {13}, issn = {0968-0896}, title = {Binding of ring-substituted indole-3-acetic acids to human serum albumin}, keyword = {indole-3-acetic acid, human serum albumin, high-performance liquid chromatography, octanol-water partition coefficient, QSPR (quantitative structure-property relationships)} }
@article{article, year = {2007}, pages = {4595-4600}, keywords = {indole-3-acetic acid, human serum albumin, high-performance liquid chromatography, octanol-water partition coefficient, QSPR (quantitative structure-property relationships)}, journal = {Bioorganic and Medicinal Chemistry}, volume = {15}, number = {13}, issn = {0968-0896}, title = {Binding of ring-substituted indole-3-acetic acids to human serum albumin}, keyword = {indole-3-acetic acid, human serum albumin, high-performance liquid chromatography, octanol-water partition coefficient, QSPR (quantitative structure-property relationships)} }

Časopis indeksira:


  • Current Contents Connect (CCC)
  • Web of Science Core Collection (WoSCC)
    • Science Citation Index Expanded (SCI-EXP)
    • SCI-EXP, SSCI i/ili A&HCI
  • Scopus
  • MEDLINE


Uključenost u ostale bibliografske baze podataka:


  • Chemical Abstracts
  • Excerpta Medica
  • Biochemistry and Biophysics Citation Index
  • Chemical Citation Index
  • BIOSIS
  • Beilstein Database
  • Cancerlit
  • EMBASE
  • Elsevier BIOBASE/Current Advances in Biological Sciences
  • MEDLINE
  • Pascal
  • Research Alert
  • SCISEARCH
  • Scopus
  • TOXFILE





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