Urukthapelstatin A, a Novel Cytotoxic Substance from Marine-derived Mechercharimyces asporophorigenens YM11-542

Matsuo, Yoshihide; Kanoh, Kaneo; Yamori, Takao; Kasai, Hiroaki; Katsuta, Atsuko; Adachi, Kyoko; Shin‐ya, Kazuo; Shizuri, Yoshikazu

doi:10.1038/ja.2007.30

Cited by 75 publications

(63 citation statements)

References 18 publications

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“…Serially diluted 1 was added to each well, and the cells were further cultured for 48 h. The number of cells was counted by Alamar Blue assay. 19 The MIC of 1, 2 and 3 were analyzed by paper disk methods. 20 Gammaproteobacteria Escherichia coli IFO 3301 4200 4200 4200…”

Section: Salinisporamycin (1)mentioning

confidence: 99%

Salinisporamycin, a novel metabolite from Salinispora arenicora

et al. 2009

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A new rifamycin antibiotic, salinisporamycin (1), has been isolated from a culture of a marine actinomycete. The producing organism was identified as Salinispora arenicora on the basis of the 16S rRNA sequence. High-resolution FAB-MS established the molecular formula of 1 as C 33 H 43 NO 9 . The planar structure of 1 was elucidated by NMR spectral analysis including COSY, heteronuclear single quantum coherence and heteronuclear multiple bond correlation. The relative stereochemistry of 1 was determined on the basis of rotating frame nuclear Overhauser effect spectroscopy. In addition, the solvatochromic behavior of 1 was investigated by measuring the UV spectra. This compound inhibited the growth of A549 cells, the human lung adenocarcinoma cell line, with an IC 50 value of 3 lg ml À1 , and also showed antimicrobial activity.

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Section: Salinisporamycin (1)mentioning

confidence: 99%

Salinisporamycin, a novel metabolite from Salinispora arenicora

et al. 2009

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“…These new compounds exhibit weak inhibition against the enzyme sortase B. VI. Urukthapelstatin A [157] is a novel cyclic peptide produced by the thermoactinomycete bacterium Mechercharimyces asporophorigenes YM11-542. It inhibits the growth of human lung cancer A54 cells and shows cytotoxicity against a range of human cancer cell lines.…”

Section: Polyketidesmentioning

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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“…The 24-member cycle of 97 contains a sequential oxazole-thiazole moiety that has also been observed in mechercharstatin and telomestatin. [95] Urukthapelstatin A is a potent inhibitor of human cancer cell growth (e.g., IC 50 12 nM, A549 lung fibroblasts).…”

Section: Thiazoles In Peptidomimetics and Cyclic Peptidesmentioning

confidence: 99%