A new angucycline and a new butenolide isolated from lichen-derived Streptomyces spp.

Journal of Antibiotics

Volumn 63, Issue 9, 2010, Pages 545-548

  Motohashi, Keiichiro ^a   Takagi, Motoki ^a   Yamamura, Hideki ^b   Hayakawa, Masayuki ^b   Shin Ya, Kazuo ^c  

^a Koto ku   (Japan)

^b UNIVERSITY OF YAMANASHI   (Japan)

^c NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY AIST   (Japan)

Author keywords

angucycline; antimicrobial activity; butenolide; cytotoxicity; dichlorocyclopropane; lichen; Streptomyces

Indexed keywords

ANGUCYCLINE DERIVATIVE; ANTIINFECTIVE AGENT; BUTENOLIDE; CYTOTOXIC AGENT; JBIR 88; JBIR 89; PACLITAXEL; UNCLASSIFIED DRUG; ANTINEOPLASTIC AGENT; BACTERIAL DNA; GAMMA BUTYROLACTONE; QUINONE DERIVATIVE; RIBOSOME DNA; RNA 16S;

ACETYLATION; ANTIMICROBIAL ACTIVITY; ARTICLE; BACTERIAL STRAIN; BIOLOGICAL ACTIVITY; CANCER CELL; CLINICAL EVALUATION; CONTROLLED STUDY; CYTOTOXICITY; DRUG ISOLATION; DRUG MECHANISM; DRUG STRUCTURE; FERMENTATION; HUMAN; HUMAN CELL; IC 50; MASS SPECTROMETRY; MICROCOCCUS LUTEUS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHYLOGENY; PRIORITY JOURNAL; STREPTOMYCES; ANALOGS AND DERIVATIVES; CELL SURVIVAL; CHEMICAL STRUCTURE; CHEMISTRY; DNA SEQUENCE; DRUG EFFECTS; GENETICS; ISOLATION AND PURIFICATION; LICHEN (ORGANISM); METABOLISM; MICROBIOLOGY; MOLECULAR GENETICS; TUMOR CELL LINE;

4-BUTYROLACTONE; ANTI-BACTERIAL AGENTS; ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CELL SURVIVAL; DNA, BACTERIAL; DNA, RIBOSOMAL; HUMANS; LICHENS; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; MICROCOCCUS LUTEUS; MOLECULAR SEQUENCE DATA; MOLECULAR STRUCTURE; QUINONES; RNA, RIBOSOMAL, 16S; SEQUENCE ANALYSIS, DNA; STREPTOMYCES;

ACTINOBACTERIA (CLASS); MICROCOCCUS LUTEUS; STREPTOMYCES;

EID: 77957316731     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.1038/ja.2010.94     Document Type: Article

References (11)

1. Stocker-Worgotter, E. Metabolic diversity of lichen-forming ascomycetous fungi: culturing, polyketide and shikimate metabolite production, and PKS genes. Nat. Prod. Rep. 25, 188-200 (2008).
2. Davies, J. et al. Uncialamycin, a new enediyne antibiotic. Org. Lett. 7, 5233-5236 (2005).
3. Matsukawa, E., Nakagawa, Y., Iimura, Y. & Hayakawa, M. A new enrichment method for the selective isolation of Streptomycetes from the root surfaces of herbaceous plants. Actinomycetologica 21, 66-69 (2007).
4. Izumikawa, M., Khan, S. T., Komaki, H., Takagi, M. & Shin-Ya, K. JBIR-31, a new teleocidin analog, produced by salt-requiring Streptomyces sp. NBRC 105896 isolated from a marine sponge. J. Antibiot. 63, 33-36 (2010).
5. Motohashi, K., Hwang, J. H., Sekido, Y., Takagi, M. & Shin-ya, K. JBIR-23 and-24, novel anticancer agents from Streptomyces sp. AK-AB27. Org. Lett. 11, 285-288 (2009).
6. Ueda, J. Y., Takagi, M. & Shin-ya, K. Aminocaprophenone-and pyrrolidine-type alkaloids from the leaves of Ficus septica. J. Nat. Prod. 72, 2181-2183 (2009).
7. Usami, N. et al. Establishment and characterization of four malignant pleural mesothelioma cell lines from Japanese patients. Cancer Sci. 97, 387-394 (2006).
8. Tsuda, M. et al. Brasiliquinones A-C, new cytotoxic benz[a]anthraquinones with an ethyl group at C-3 from actinomycete Nocardia brasiliensis. J. Chem. Soc., Perkin. Trans. 1, 1173-1775 (1996).
9. -1H coupling constants in carbocations. 6. Generation and trapping of the (1a.α, 7a. α)-1a, 2, 7, 7a-tetrahydro-1H- cyclopropa[b]naphthalen-2-yl cation. J. Org. Chem. 56, 2040-2045 (1991).
10. Braun, D., Pauli, N., Sequin, U. & Zahner, H. New butenolides from the photoconductivity screening of Streptomyces antibioticus (Waksman and Woodruff) Waksman and Henrici 1948. FEMS Microbiol. Lett. 126, 37-42 (1995).
11. Okabe, T., Ogino, H., Suzuki, H., Okuyama, A. & Suda, H. Jpn. Kokai Tokkyo Koho. JP 92, 316-492 (1992).