1. Hygrobafilomycin, a cytotoxic and antifungal macrolide bearing a unique monoalkylmaleic anhydride moiety, from Streptomyces varsoviensis.
- Author
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Tchize Ndejouong Ble S, Sattler I, Maier A, Kelter G, Menzel KD, Fiebig HH, and Hertweck C
- Subjects
- Antibiotics, Antineoplastic chemistry, Antifungal Agents chemistry, Cell Line, Tumor, Drug Screening Assays, Antitumor, Humans, Macrolides chemistry, Macrolides metabolism, Magnetic Resonance Spectroscopy, Maleates chemistry, Maleates metabolism, Mass Spectrometry, Molecular Structure, Streptomyces metabolism, Antibiotics, Antineoplastic isolation & purification, Antibiotics, Antineoplastic pharmacology, Antifungal Agents isolation & purification, Antifungal Agents pharmacology, Macrolides isolation & purification, Macrolides pharmacology, Maleates isolation & purification, Maleates pharmacology, Streptomyces chemistry
- Abstract
A new bafilomycin-type macrolide, named hygrobafilomycin (6), was isolated by a bioassay-guided selection and fractionation from a terrestrial actinomycete, Streptomyces varsoviensis, along with three known derivatives, bafilomycin D (3), C1 (4) and C2 (5). The structure of hygrobafilomycin was fully established by MS and NMR analyses, revealing a hygrolidin-bafilomycin hybrid with an unusual monoalkylmaleic anhydride moiety. Hygrobafilomycin (6) shows strong antifungal, antiproliferative and cytotoxic activities. In a panel of 40 tumor cell lines, compound 6 shows high cytotoxic potency (mean IC(50)=5.3 n).
- Published
- 2010
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