New piericidin rhamnosides as potentiators of amphotericin B activity against Candida albicans produced by actinomycete strain TMPU-A0287

Four new piericidin rhamnosides ( 2 , 4 – 6 ) together with three known piericidins ( 1 , 3 , 7 ) were isolated from the culture broth of the unidentified actinomycete strain TMPU-A0287 as potentiators of antifungal amphotericin B (AmB) activity. The structures of piericidins were elucidated by spec...

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Bibliographic Details
Published in:Journal of antibiotics 2023-02, Vol.76 (2), p.65-74
Main Authors: Yagi, Akiho, Yamaguchi, Yuga, Kawasaki, Keiko, Usui, Eri, Yamazaki, Hiroyuki, Uchida, Ryuji
Format: Article
Language:English
Subjects:
631/154/1435/2417
639/638/403/936
692/699/255/1672
Actinobacteria
Amphotericin B
Amphotericin B - chemistry
Amphotericin B - pharmacology
Antibiotics
Antifungal activity
Antifungal agents
Antifungal Agents - chemistry
Aqueous solutions
Bacteriology
Biomedical and Life Sciences
Bioorganic Chemistry
Candida albicans
Chromatography
Fermentation
Fungicides
Glucose
Ketones
Life Sciences
Lipids
Medicinal Chemistry
Microbial Sensitivity Tests
Microbiology
NMR
Nuclear magnetic resonance
Organic Chemistry
Pharmaceuticals
Rhamnose
Yeast
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Summary:Four new piericidin rhamnosides ( 2 , 4 – 6 ) together with three known piericidins ( 1 , 3 , 7 ) were isolated from the culture broth of the unidentified actinomycete strain TMPU-A0287 as potentiators of antifungal amphotericin B (AmB) activity. The structures of piericidins were elucidated by spectroscopic analyses, including NMR and MS. Compounds 2 and 4 – 6 possessed a ketone at C-10 and one or two methoxy groups on the rhamnose in their structures. Compounds 1 – 7 did not exhibit antifungal activity against Candida albicans and all potentiated AmB activity. The MIC values of AmB against C. albicans combined with 1 – 7 (4.0 μg ml −1 ) decreased from 0.50 to 0.063 or 0.031 μg ml −1 , yielding an 8- or 16-fold increase in AmB activity.
ISSN:0021-8820
1881-1469
DOI:10.1038/s41429-022-00581-z