title: New conjugates of polyene macrolide amphotericin B with benzoxaboroles: synthesis and properties.
abstract: A novel series of conjugates of the antifungal antibiotic amphotericin B (AmB) with benzoxaboroles was synthesized. Antifungal activity of new compounds was tested on yeastβ Candida albicans and Cryptococcus humicolus and filamentous fungi Aspergillus niger and Fusarium oxysporum using the broth microdilution method. The potency of di-modified derivatives against the tested strains was similar to that of the parent AmB. New derivatives demonstrated differential toxicity against human cells (colon epithelium or red blood cells). The di-modified conjugate 2-(N,N-dimethylamino)ethylamide of 3'-N-[3-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-7-yl)propanoyl] AmB (9) showed the best combination of a high antifungal activity with a low cytotoxic and hemolytic potency.
authors.affiliation: Laboratory of Chemical Transformation of Antibiotics, Gause Institute of New Antibiotics, 11 B Pirogovskaya, Moscow, Russia.|The National University of Science and Technology MISiS, 4 Leninsky prospect, Moscow, Russia.
authors.forename: Anna N
authors.initials: AN
authors.lastname: Tevyashova
authors.affiliation: Laboratory of Chemical Transformation of Antibiotics, Gause Institute of New Antibiotics, 11 B Pirogovskaya, Moscow, Russia.
authors.forename: Alexander M
authors.initials: AM
authors.lastname: Korolev
authors.affiliation: Laboratory of Chemical Transformation of Antibiotics, Gause Institute of New Antibiotics, 11 B Pirogovskaya, Moscow, Russia.
authors.forename: Aleksey S
authors.initials: AS
authors.lastname: Trenin
authors.affiliation: Laboratory of Chemical Transformation of Antibiotics, Gause Institute of New Antibiotics, 11 B Pirogovskaya, Moscow, Russia.
authors.forename: Lyubov G
authors.initials: LG
authors.lastname: Dezhenkova
authors.affiliation: Laboratory of Chemical Transformation of Antibiotics, Gause Institute of New Antibiotics, 11 B Pirogovskaya, Moscow, Russia.|The National University of Science and Technology MISiS, 4 Leninsky prospect, Moscow, Russia.
authors.forename: Alexander A
authors.initials: AA
authors.lastname: Shtil
authors.affiliation: Faculty of Fundamental Medicine, MV Lomonosov Moscow State University, GSP-1, Leninskie Gory, Moscow, Russia.
authors.forename: Vladimir I
authors.initials: VI
authors.lastname: Polshakov
authors.affiliation: Faculty of Fundamental Medicine, MV Lomonosov Moscow State University, GSP-1, Leninskie Gory, Moscow, Russia.
authors.forename: Oleg Yu
authors.initials: OY
authors.lastname: Savelyev
authors.affiliation: Laboratory of Chemical Transformation of Antibiotics, Gause Institute of New Antibiotics, 11 B Pirogovskaya, Moscow, Russia.
authors.forename: Evgenia N
authors.initials: EN
authors.lastname: Olsufyeva
mesh_terms: D000666:Amphotericin B / Q000737:chemistry*; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D001896:Boron Compounds / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D045325:HCT116 Cells; D006461:Hemolysis; D006801:Humans
chemical_list: D000935:Antifungal Agents; D001896:Boron Compounds; D000666:Amphotericin B