Panowamycins A and B, new antitrypanosomal isochromans produced by Streptomyces sp. K07-0010

Hashida, Junko; Niitsuma, Megumi; Iwatsuki, Masato; Mori, Masayuki; Ishiyama, Aki; Namatame, Miyuki; Nishihara‐Tsukashima, Aki; Matsumoto, Atsuko; Ara, Ismet; Takahashi, Yōko; Yamada, Hideaki; Otoguro, Kazuhiko; Shiomi, Kazuro; Ōmura, Satoshi

doi:10.1038/ja.2011.139

Cited by 19 publications

(33 citation statements)

References 16 publications

(16 reference statements)

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“…These findings were in line with the configurations observed for the structurally related isochromans panowamycin A and B. 14 Veramycin D (19) was isolated as a white powder. Its molecular formula was determined as C 22 H 26 O 4 by HR-ESI-MS.…”

Section: Resultssupporting

confidence: 82%

“…K07-0010 along with the two structurally related isochromans panowamyin A and B, and displayed moderate antitrypanosomal activity. 14 Very recently, NFAT-133 and several related small polyketides, the benwamycins, were isolated from another soilderived Streptomyces species. 15 While the preparation of our manuscript about investigations on the isolation, characterization, biosynthesis and total synthesis of NFAT-133 and its congeners, the BGC corresponding to NFAT-133 production in Streptomyces pactum was published along with the disclosure of further congeners (Chart 1).…”

Section: Introductionmentioning

confidence: 99%

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Antidiabetic profiling of veramycins, polyketides accessible by biosynthesis, chemical synthesis and precursor-directed modification

et al. 2022

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Section: Resultssupporting

confidence: 82%

Section: Introductionmentioning

confidence: 99%

Antidiabetic profiling of veramycins, polyketides accessible by biosynthesis, chemical synthesis and precursor-directed modification

et al. 2022

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“…Nonactin and its homologs such as monactin, dinactin, trinactin, and tetranactin were isolated as bioactive compounds from Streptomyces spp. by many researchers (Beck et al, 1962; Dominguez et al, 1962; Meyers et al, 1965; Haneda et al, 1974; Callewaert et al, 1988; Sobolevskaya et al, 2004; Hashida et al, 2012). The precursor of nonactin and other marcotetrolides, nonactic acid is biosynthesized in Streptomyces spp.…”

Section: Discussionmentioning

confidence: 99%

Inhibitory Effects of Macrotetrolides from Streptomyces spp. On Zoosporogenesis and Motility of Peronosporomycete Zoospores Are Likely Linked with Enhanced ATPase Activity in Mitochondria

2016

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The release of zoospores from sporangia and motility of the released zoospores are critical in the disease cycle of the Peronosporomycetes that cause devastating diseases in plants, fishes, animals and humans. Disruption of any of these asexual life stages eliminates the possibility of pathogenesis. In the course of screening novel bioactive secondary metabolites, we found that extracts of some strains of marine Streptomyces spp. rapidly impaired motility and caused subsequent lysis of zoospores of the grapevine downy mildew pathogen Plasmopara viticola at 10 μg/ml. We tested a number of secondary metabolites previously isolated from these strains and found that macrotetrolide antibiotics such as nonactin, monactin, dinactin and trinactin, and nactic acids such as (+)-nonactic acid, (+)-homonactic acid, nonactic acid methyl ester, homonactic acid methyl ester, bonactin and feigrisolide C impaired motility and caused subsequent lysis of P. viticola zoospores in a dose- and time-dependent manners with dinactin being the most active compound (MIC 0.3 μg/ml). A cation channel-forming compound, gramicidin, and a carrier of monovalent cations, nigericin also showed similar biological activities. Among all 12 compounds tested, gramicidin most potently arrested the motility of zoospores at concentrations starting from 0.1 μg/ml. All macrotetrolide antibiotics also displayed similar motility impairing activities against P. viticola, Phytophthora capsici, and Aphanomyces cochlioides zoospores indicating non-specific biological effects of these compounds toward peronosporomyctes. Furthermore, macrotetrolide antibiotics and gramicidin also markedly suppressed the release of zoospores from sporangia of P. viticola in a dose-dependent manner. As macrotetrolide antibiotics and gramicidin are known as enhancers of mitochondrial ATPase activity, inhibition of zoosporogenesis and motility of zoospores by these compounds are likely linked with hydrolysis of ATP through enhanced ATPase activity in mitochondria. This is the first report on motility inhibitory and lytic activities of macrotetrolide antibiotics and nactic acids against the zoospores of peronosporomycete phytopathogens.

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“…从一株 Streptomyces sp. K07-0010(红树林, 孟加拉国)获得 2 个异色原类化合物 146 和 147, 两者有抗锥体虫活性, IC 50 分别为 0.4 和 3.3 μg/mL [72] . [73] .…”

Section: Mww064(泰国沙没沙空)代谢产生一个有抑制鼠肿瘤unclassified

New Marine Natural Products of Microbial Origin from 2010 to 2013

Zhao¹,

Zhu²,

Zhu³

2013

Chin. J. Org. Chem.

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The microbial drug research started from the 20th century has become the foundation of modern drugs. Nowadays, almost 10% of all presently known compounds with bioactivities are of microbial origin. In the past decade, natural products from marine microorganisms that were regarded as a very potential resource for the drug discovery have gained great attention. This paper introduces the sources, structures and bioactivities of 895 new compounds from marine bacteria, actinomycetes and fungi reported between January 2010 and February 2013.

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Panowamycins A and B, new antitrypanosomal isochromans produced by Streptomyces sp. K07-0010

Cited by 19 publications

References 16 publications

Antidiabetic profiling of veramycins, polyketides accessible by biosynthesis, chemical synthesis and precursor-directed modification

Antidiabetic profiling of veramycins, polyketides accessible by biosynthesis, chemical synthesis and precursor-directed modification

Inhibitory Effects of Macrotetrolides from Streptomyces spp. On Zoosporogenesis and Motility of Peronosporomycete Zoospores Are Likely Linked with Enhanced ATPase Activity in Mitochondria

New Marine Natural Products of Microbial Origin from 2010 to 2013

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