Colubricidin A, a novel macrolide antibiotic from a Streptomyces sp.

Kong, Fangming; Liu, David Q.; Nietsche, Jeanne A.; Tischler, Mark; Carter, Guy T.

doi:10.1016/s0040-4039(99)01968-1

Cited by 13 publications

(8 citation statements)

References 3 publications

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“… [56] Actinobacteria Pimaricin Streptomyces natalensis [56] Actinobacteria Colubricidin A Streptomyces sp. [56] , [61] Actinobacteria Nystatin Streptomyces noursei [62] Actinobacteria Amphotericin B Streptomyces nodosus [63] Actinobacteria Oasomycins, Desertomycins Streptomyces cinnamoneus (previsouly Streptoverticillium baldacci ) Actinobacteria Rapamycin Streptomyces hygroscopicus [64] Actinobacteria Avermectins Streptomyces avermetilis [65] Actinobacteria PM100117 and PM100118 Streptomyces caniferus Actinobacteria 8- Glycomacrodiolides (glycosylated macrocyclic dilactones) Glucolipsin A, B: dilactone of two glucosides of 3-hydroxy fatty acids C 19 /C 19 Streptomyces purpurogeniscleroticus, Nocardia vaccinii [66] Actinobacteria Fattiviracin A1: dilactone of two glucosides of 3-,17-, ω -1-trihydroxy fatty acids C 24 /C 33 Kibdelosporangium albatum [67] Actinobacteria Cycloviracin B1 and B2: dilactones glucosides of 3-,19-, ω -1-trihydroxy fatty acids (C 22–28 ) and of 3-,17-, ω -1-trihydroxy fatty acids (C 22–24 ) Streptomyces micro ﬂ avus [67] Actinobacte...…”

Section: Chemical Groups and Origins Of Microbial Simple Glycolipidsmentioning

confidence: 99%

Simple glycolipids of microbes: Chemistry, biological activity and metabolic engineering

Abdel-Mawgoud

Stephanopoulos

2018

Synthetic and Systems Biotechnology

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Glycosylated lipids (GLs) are added-value lipid derivatives of great potential. Besides their interesting surface activities that qualify many of them to act as excellent ecological detergents, they have diverse biological activities with promising biomedical and cosmeceutical applications. Glycolipids, especially those of microbial origin, have interesting antimicrobial, anticancer, antiparasitic as well as immunomodulatory activities. Nonetheless, GLs are hardly accessing the market because of their high cost of production. We believe that experience of metabolic engineering (ME) of microbial lipids for biofuel production can now be harnessed towards a successful synthesis of microbial GLs for biomedical and other applications. This review presents chemical groups of bacterial and fungal GLs, their biological activities, their general biosynthetic pathways and an insight on ME strategies for their production.

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Section: Chemical Groups and Origins Of Microbial Simple Glycolipidsmentioning

confidence: 99%

Simple glycolipids of microbes: Chemistry, biological activity and metabolic engineering

Abdel-Mawgoud

Stephanopoulos

2018

Synthetic and Systems Biotechnology

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“…Hormaomycin, monoisophakellin, sceptrin, agelestatin A, hymenialaldisine, dioxopyrrolomycin, Br-A23187, pentabromopseudilin, pyrrolosporin A, decatromicin A, pyrrolomycin J, BE-55051, colubricidin, and ugibohlin represents an incomplete list of examples that have such a functionality. [108][109][110][111][112][113][114][115][116][117][118][119][120][121][122][123][124][125][126][127] In pentabromopseudilin and pyoluteorin it has been established that proline is the precursor to the halogenated pyrrole. Therefore it is likely that they have similar biosynthetic pathways and any insight that is gained from one system will be informative for other halogenated pyrrole natural products as well.…”

Section: Pyoluteorin Chlorinationmentioning

confidence: 99%

Dissecting non-ribosomal and polyketide biosynthetic machineries using electrospray ionization Fourier-Transform mass spectrometry

Dorrestein

Kelleher

2006

Nat. Prod. Rep.

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Many virulence factors and bioactive compounds with antifungal, antimicrobial, and antitumor properties are produced via the non-ribosomal peptide synthetase (NRPS) or polyketide synthase(PKS) paradigm. During the biosynthesis of these natural products, substrates, intermediates and side products are covalently tethered to the NRPS or PKS catalyst, introducing mass changes, making these biosynthetic systems ideal candidates for interrogation by large molecule mass spectrometry. This review serves as an introduction into the application of electrospray ionization Fourier-Transform massspectrometry (ESI-FTMS) to investigate NRPS and PKS systems. ESI-FTMS can be used to understand substrate tolerance, timing of covalent linkages, timing of tailoring reactions and the transfer of substrates and biosynthetic intermediates from domain to domain. Therefore we not only highlight key mechanistic insights for thiotemplate systems as found on the enterobactin,yersiniabactin, epothilone, clorobiocin, coumermycin, pyoluteorin, gramicidin, mycosubtilin, C-1027,6-deoxyerythronolide B and FK520 biosynthetic pathways, but we also explain the approaches taken to identify active sites from complex digests and compare the FTMS based assay to traditional assays and other mass spectrometric techniques. Although mass spectrometry was introduced over two decades ago to investigate NRPS and PKS biosynthetic systems, this is the first review devoted to this methodology.

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“…LL-C13122 (327). It showed nematocidal activity against Caenorhabditis elegans and also demonstrated potent activity against Gram-positive bacteria.…”

Section: -72-membered Ring Macrocyclic Glycosidesmentioning

confidence: 99%

Astonishing diversity of natural surfactants: 2. Polyether glycosidic ionophores and macrocyclic glycosides

Dembitsky

2005

Lipids

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Polyether glycosidic ionophores and macrocyclic glycosides are of great interest, especially for the medicinal and pharmaceutical industries. These biologically active natural surfactants are good prospects for the future chemical preparation of compounds useful as antibiotics, anticancer agents, or in industry. More than 300 interesting and unusual natural surfactants are described in this review article, including their chemical structures and biological activities.

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Colubricidin A, a novel macrolide antibiotic from a Streptomyces sp.

Cited by 13 publications

References 3 publications

Simple glycolipids of microbes: Chemistry, biological activity and metabolic engineering

Simple glycolipids of microbes: Chemistry, biological activity and metabolic engineering

Dissecting non-ribosomal and polyketide biosynthetic machineries using electrospray ionization Fourier-Transform mass spectrometry

Astonishing diversity of natural surfactants: 2. Polyether glycosidic ionophores and macrocyclic glycosides

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