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Structure-activity relationship studies on the inhibition of the bacterial translation of novel Odilorhabdins analogues

Loza, Einars (author)
Latvian Inst Organ Synth, Aizkraukles 21, LV-1006 Riga, Latvia.
Sarciaux, Matthieu (author)
Nosopharm, 110 Allee Charles Babbage,Espace Innovat 2, F-30000 Nimes, France.
Ikaunieks, Martins (author)
Latvian Inst Organ Synth, Aizkraukles 21, LV-1006 Riga, Latvia.
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Katkevics, Martins (author)
Latvian Inst Organ Synth, Aizkraukles 21, LV-1006 Riga, Latvia.
Kukosha, Tatyana (author)
Latvian Inst Organ Synth, Aizkraukles 21, LV-1006 Riga, Latvia.
Trufilkina, Nadezhda (author)
Latvian Inst Organ Synth, Aizkraukles 21, LV-1006 Riga, Latvia.
Ryabova, Victoria (author)
Latvian Inst Organ Synth, Aizkraukles 21, LV-1006 Riga, Latvia.
Shubin, Kirill (author)
Latvian Inst Organ Synth, Aizkraukles 21, LV-1006 Riga, Latvia.
Pantel, Lucile (author)
Nosopharm, 110 Allee Charles Babbage,Espace Innovat 2, F-30000 Nimes, France.
Serri, Marine (author)
Nosopharm, 110 Allee Charles Babbage,Espace Innovat 2, F-30000 Nimes, France.
Huseby, Douglas L (author)
Uppsala universitet,Institutionen för medicinsk biokemi och mikrobiologi
Cao, Sha (author)
Uppsala universitet,Institutionen för medicinsk biokemi och mikrobiologi
Yadav, Kavita (author)
Uppsala universitet,Institutionen för medicinsk biokemi och mikrobiologi
Hjort, Karin (author)
Uppsala universitet,Institutionen för medicinsk biokemi och mikrobiologi
Hughes, Diarmaid, 1956- (author)
Uppsala universitet,Institutionen för medicinsk biokemi och mikrobiologi
Gualtieri, Maxime (author)
Nosopharm, 110 Allee Charles Babbage,Espace Innovat 2, F-30000 Nimes, France.
Suna, Edgars (author)
Latvian Inst Organ Synth, Aizkraukles 21, LV-1006 Riga, Latvia.
Racine, Emilie (author)
Nosopharm, 110 Allee Charles Babbage,Espace Innovat 2, F-30000 Nimes, France.
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Latvian Inst Organ Synth, Aizkraukles 21, LV-1006 Riga, Latvia Nosopharm, 110 Allee Charles Babbage,Espace Innovat 2, F-30000 Nimes, France. (creator_code:org_t)
PERGAMON-ELSEVIER SCIENCE LTD, 2020
2020
English.
In: Bioorganic & Medicinal Chemistry. - : PERGAMON-ELSEVIER SCIENCE LTD. - 0968-0896 .- 1464-3391. ; 28:11
Related links:
https://urn.kb.se/re...
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https://doi.org/10.1...
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  • Journal article (peer-reviewed)
Abstract Subject headings
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  • A structure-activity relationship (SAR) study of NOSO-95179, a nonapeptide from the Odilorhabdin class of antibacterials, was performed by systematic variations of amino acids in positions 2 and 5 of the peptide. A series of non-proteinogenic amino acids was synthesized in high enantiomeric purity from Williams' chiral diphenyloxazinone by highly diastereoselective alkylation or by aldol-type reaction. NOSO-95179 analogues for SAR studies were prepared using solid-phase peptide synthesis. Inhibition of bacterial translation by each of the synthesized Odilorhabdin analogues was measured using an in vitro test. For the most efficient analogues, antibacterial efficacy was measured against two wild-type Enterobacteriaceae (Escherichia coli and Klebsiella pneumoniae) and against an efflux defective E. coli strain (Delta tolC) to evaluate the impact of efflux on the antibacterial activity.

Subject headings

NATURVETENSKAP  -- Kemi -- Organisk kemi (hsv//swe)
NATURAL SCIENCES  -- Chemical Sciences -- Organic Chemistry (hsv//eng)

Keyword

Odilorhabdins
Novel antibiotic class
SAR
Inhibition of bacterial translation
Novel amino acids

Publication and Content Type

ref (subject category)
art (subject category)

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