Chemistry and biology of the polyene macrolide antibiotics.

Hamilton-Miller, J M

doi:10.1128/mmbr.37.2.166-196.1973

Cited by 134 publications

(41 citation statements)

References 159 publications

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“…The possibility that papulacandin B acted analogously to the polyene antibiotics [3] was tested. The release of potassium ions from logarithmic-phase cultures was measured by a standard method [13] and compared to the quantitative release caused by 2.5 pg/ml amphotericin B (Table 1).…”

Section: The Effect Of Pupulacandin B On Intact Yeast Cellsmentioning

confidence: 99%

“…Certain other antibiotics bear limited structural similarities to papulacandin B. The polyene antibiotics contain a sugar and a macrocyclic unsaturated chain [3]. Tunicamycin contains Enzymes.…”

mentioning

confidence: 99%

“…Moenomycin and a number of related antibiotics contain three sugar residues, a long-chain unsaturated alcohol and a phosphoric ester [ 5 ] . Whereas the polyene antibiotics disrupt the structure of the plasma membrane and allow ion leakage [3], tunicamycin and moenomycin disrupt the synthesis of glycoproteins and glycopeptides respectively. Tunicamycin inhibits the transfer of N-acetylglucosamine to a lipid intermediate involved in the initiation of mannoprotein synthesis [6], whereas moenomycin inhibits the transfer of a disaccharidepeptide unit from a lipid intermediate to an acceptor [7].…”

mentioning

confidence: 99%

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Papulacandin B: an Inhibitor of Glucan Synthesis in Yeast Spheroplasts

Baguley

Römmele

Gruner

et al. 1979

European Journal of Biochemistry

136

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Papulacandin B, the main component of a series of antibiotics produced by the deuteromycete Papularia sphaerosperma, inhibits the growth of yeasts. It is a highly amphophilic substance containing residues of glucose, galactose and two long-chain unsaturated fatty acids. It does not cause the release of potassium ions from yeast cells and therefore differs in its mode of action from the polyene antibiotics. Papulacandin B, at concentrations slightly below the minimal inhibitory concentration, partially but selectively inhibited the incorporation of glucose into cells of Saccharomyces cerevisiae and Candida albicans. A much clearer effect was observed on spheroplasts, obtained by digestion of the yeast cell wall with snail digestive enzyme. Incubation of spheroplasts in a minimal medium stabilised by sorbitol led to the incorporation of glucose into alkali-insoluble glucan, mannan and a fraction containing mainly alkali-soluble 1,3-glucan together with some glycogen. Papulacandin B inhibited the synthesis of the alkali-insoluble fraction, while causing a slight stimulation of glucose incorporation into the other two polysaccharide fractions. The 50 % inhibitory concentrations of papulacandin B for glucan synthesis in S. cerevisiae spheroplasts and C. albicans spheroplasts were respectively 0.16 pg/ml and 0.03 pg/ml. C. albicans cells were irradiated with ultraviolet light and selected for maximum resistance to papulacandin B. The 50 % inhibitory concentration for glucan synthesis in spheroplasts prepared from this mutant was 2.5 pg/ml. Echinocandin B, a polypeptide antibiotic containing a long-chain fatty acid, also inhibited the synthesis of glucan in spheroplasts. It is concluded that papulacandin B and probably also echinocandin B inhibit glucan synthesis during cell-wall synthesis, and thus cause lysis of cells by osmotic rupture.

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Section: The Effect Of Pupulacandin B On Intact Yeast Cellsmentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

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Papulacandin B: an Inhibitor of Glucan Synthesis in Yeast Spheroplasts

Baguley

Römmele

Gruner

et al. 1979

European Journal of Biochemistry

136

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“…The bands at 840 and 850 cm-I are indicative of isoprenoid groupings. These are characteristic features in infrared spectra of all other known methylpentaenes (Whitfield et al 1955;Hamilton-Miller 1973;Thomas 1976).…”

Section: Physico-chemical Propertiesmentioning

confidence: 95%

“…visible spectrum in methanol is characteristically that of a polyene with maxima at 306 ( E 1.086) 322.3 ( E 2.199), 333.8 ( E 3.901) and 355-8 ( E 2.835) (Fig. 3) corresponding to a methylpentaene (Hamilton-Miller 1973 ;Dinya and Sztaricski 1986). It has therefore been classified with the 2.2.3.1 sub-group of methylpentaenes (Berdy et a/.…”

Section: Physico-chemical Propertiesmentioning

confidence: 97%

HM17, a new polyene antifungal antibiotic produced by a new strain of Spirillospora

Hacène

Kebir

Othmane

et al. 1994

Journal of Applied Bacteriology

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An antifungal antibiotic (HM17) was obtained from a new isolate classified to the genus Spirillospora on the basis of its chemical and morphological properties. On solid media this antibiotic strongly inhibited the growth of strains of Fusarium oxysporum formae speciales albedinis, Botrytis cinerea, Gaeumaniomyces graminis and several other fungi known to be plant and human pathogens. Antifungal activity in culture collection strains of Spirillospora has not so far been reported. The u.v. absorption spectrum and physico-chemical characteristics place HM17 in the methylpentaene sub-group of polyene macrolides. HM17 is different from other known methylpentaenes. This is the first report of polyene production by a Spirillospora.

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Treatment of Systemic Fungal Infections With Liposomal Amphotericin B

López-Berestein¹

1989

Arch Intern Med

127

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Chemistry and biology of the polyene macrolide antibiotics.

Cited by 134 publications

References 159 publications

Papulacandin B: an Inhibitor of Glucan Synthesis in Yeast Spheroplasts

Papulacandin B: an Inhibitor of Glucan Synthesis in Yeast Spheroplasts

HM17, a new polyene antifungal antibiotic produced by a new strain of Spirillospora

Treatment of Systemic Fungal Infections With Liposomal Amphotericin B

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