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ISSN 1998-9539

Synthesis and Anti-Actinomycotic Activity of the Oligomycin A Thiocyanato Derivative Modified at 2-Oxypropyl Side Chain

Lyudmila N. Lysenkova,a@1 Ivan A. Godovikov,b Alexander M. Korolev,a Valery N. Danilenko,c Olga B. Bekker,c Dilara A. Mavletova,c Aleksey A. Vatlin,c Andrey E. Shchekotikhin,a,d@2 and Maria N. Preobrazhenskayaа

aG.F. Gause Institute of New Antibiotics, 119021 Moscow, Russian Federation

bA.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991 Moscow, Russian Federation

cN.I. Vavilov Institute of General Genetics, Russian Academy of Sciences, 119991 Moscow, Russian Federation

dD.I. Mendeleev University of Chemical Technology of Russia,  125047 Moscow, Russian Federation

@1Corresponding author E-mail: lyudmil-lys@yandex.ru

@2Corresponding author E-mail: shchekotikhin@mail.ru

 

DOI: 10.6060/mhc151084s

Macroheterocycles 2015 8(4) 424-428

 

A novel way of chemical modification of the antibiotic oligomycin A at the 2-oxypropyl side chain was developed. Previously obtained 33-O-mesyl oligomycin A was used at the reaction with the potassium thiocyanate to produce (33S)-33-deoxy-33-thiocyanatooligomycin in 66 % yield. (33S)-33-Deoxy-33-thiocyanatooligomycin A has demonstrated a lower potency active against S. fradiae and S. albus than oligomycin A.

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