Anti-cancer and Antibacterial Trioxacarcins with High Anti-malaria Activity from a Marine Streptomycete and their Absolute Stereochemistry

Maskey, Rajendra P.; Helmke, Elisabeth; Kayser, Oliver; Fiebig, Heinz H.; Maier, Armin; Busche, Andreas; Laatsch, Hartmut

doi:10.7164/antibiotics.57.771

Cited by 131 publications

(71 citation statements)

References 10 publications

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“…Diversifi ed groups of marine actinobacteria are known to produce different types to anticancer compounds. Several kinds of cytotoxic compounds have been reported from marine actinobacteria [41][42][43][44][45][46][47][48] . The isolated compounds showed signifi cant activity against different cancer cell lines.…”

Section: Biotechnological Importance Of Marine Actinobacteriamentioning

confidence: 99%

Research on marine actinobacteria in India

et al. 2007

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Marine actinobacteriology is one of the major emerging areas of research in tropics. Marine actinobacteria occur on the sediments and in water and also other biomass (mangrove) and substrates (animal). These organisms are gaining importance not only for their taxonomic and ecological perspectives, but also for their unique metabolites and enzymes. Many earlier studies on these organisms were confi ned only to the temperate regions. In tropical environment, investigations on them have gained importance only in the last two decades. So far, from the Indian peninsula, 41 species of actinobacteria belonging to 8 genera have been recorded. The genus, Streptomyces of marine origin has been more frequently recorded. Of 9 maritime states of India, only 4 have been extensively covered for the study of marine actinobacteria. Most of the studies conducted pertain to isolation, identifi cation and maintenance of these organisms in different culture media. Further, attention has been focused on studying their antagonistic properties against different pathogens. Their biotechnological potentials are yet to be fully explored.

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Section: Biotechnological Importance Of Marine Actinobacteriamentioning

confidence: 99%

Research on marine actinobacteria in India

et al. 2007

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“…Trioxacarcins [176] (Fig. 25) are complex compounds showing high antibacterial activity against gram-positive and gram-negative bacteria, and some of them show high antitumor and antimalarial activities as well.…”

Section: Trioxacarcinsmentioning

confidence: 99%

Bioactive compounds from marine actinomycetes

2008

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Actinomycetes are one of the most effi cient groups of secondary metabolite producers and are very important from an industrial point of view. Among its various genera, Streptomyces, Saccharopolyspora, Amycolatopsis, Micromonospora and Actinoplanes are the major producers of commercially important biomolecules. Several species have been isolated and screened from the soil in the past decades. Consequently the chance of isolating a novel actinomycete strain from a terrestrial habitat, which would produce new biologically active metabolites, has reduced. The most relevant reason for discovering novel secondary metabolites is to circumvent the problem of resistant pathogens, which are no longer susceptible to the currently used drugs. Existence of actinomycetes has been reported in the hitherto untapped marine ecosystem. Marine actinomycetes are effi cient producers of new secondary metabolites that show a range of biological activities including antibacterial, antifungal, anticancer, insecticidal and enzyme inhibition. Bioactive compounds from marine actinomycetes possess distinct chemical structures that may form the basis for synthesis of new drugs that could be used to combat resistant pathogens.

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“…2004 年, 德国的 Maskey 等 [3] . 这种显著的抗增殖活性来自于含氧三元环基团的 17 位碳原子与双链 DNA 鸟嘌呤的 7 位氮原子形成共价键, 阻碍了 DNA 的复制等功能.…”

Section: 三欣卡辛(Trioxacarcins)是具有高度复杂结构的芳香聚酮天然产物(图 1) 由日本科学家从波卓链霉菌unclassified

“…而三欣卡辛 4 位与 13 位糖基分别位于 DNA 的小沟与大沟, 通过糖基插入和氢键作用等起到定位分子的作用 [4] . Figure 2 Effects of HP20 resin on the trioxacarcin production [3] , 而在 S. bottropensis NRRL 12051 野生型菌株中不产该化合物. 实验结果证实, 酰基转移酶基因的敲除, 中断了三欣卡辛分子中 C-4 位糖基上乙酰化的形成.…”

Section: 三欣卡辛(Trioxacarcins)是具有高度复杂结构的芳香聚酮天然产物(图 1) 由日本科学家从波卓链霉菌unclassified

Production of a Trioxacarcin Analogue by Engineering of Its Biosynthetic Pathway

Liu¹,

Mei²,

Pan³

et al. 2014

Chin. J. Org. Chem.

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Trioxacarcins, derived from streptomyces, are aromatic polyketide natural products with antitumor activity. The production of trioxacarcins was improved significantly by optimizing the fermentation and purification processes. The biosynthetic pathway of trioxacarcins was changed by inactivating an acyltransferase (Trx49) gene in the trioxacarcin cluster, and an analogue compound 1 lacking the O-acetyl group of sugar on C-4 was obtained. The influence of the O-acetyl group on biological activity of trioxacarcins was investigated by in vitro cytotoxicity test. Compared with trioxacarcin A, the activity of compound 1 decreases to some extent but still persists an excellent anti-tumor activity level with IC 50 value of 4.86 nmol•L -1 .

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Anti-cancer and Antibacterial Trioxacarcins with High Anti-malaria Activity from a Marine Streptomycete and their Absolute Stereochemistry

Cited by 131 publications

References 10 publications

Research on marine actinobacteria in India

Research on marine actinobacteria in India

Bioactive compounds from marine actinomycetes

Production of a Trioxacarcin Analogue by Engineering of Its Biosynthetic Pathway

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