From a marine-derived streptomycete, a new bioactive angucyclinone, fujianmycin C (1), has been isolated along with five known, metabolites fujianmycins A (2) and B (3), ochromycinone (4), ochromycinone methyl ether (5), and tetrangulol methyl ether (6). The structure elucidation of fujianmycin C (1) was performed by detailed analysis of data such as 1H, 13C, 1H,1H COSY, HSQC, HMBC and NOESY spectra. Fujianmycin C (1) exhibited antibacterial activity against Streptomyces viridochromogenes (Tü57).
ArticleNo., XLIV on marine bacteria. For part XLIII, see: ShaabanKA, HelmkeE, KelterG, FiebigHH, LaatschH.MarineBacteria, XLIII: Glucopiericidin C: A cytotoxic piericidin glucoside antibiotic produced by a marine Streptomyces isolate. Journal of Antibiotics, in print October 2010.
2.
RickardsRW, WuJP. (1985) Fujianmycins A and B, new benz[a]anthraquinone antibiotics from a Streptomyces species. Journal of Antibiotics, 38513-515.
3.
ValderramaJA, ColonelliP, VásquezD, GonzálezMF, RodríguezJA, TheodulozC. (2008) Studies on quinones. Part 44: Novel angucyclinone N-heterocyclic analogues endowed with antitumoral activity. Bioorganic and Medicinal Chemistry, 1610172-10181.
4.
BrinkmanLC, RobertLF, SeatonPJ. (1993) Isolation and synthesis of benz[a]anthraquinones related to antitumor agent PD 116740. Journal of Natural Products, 56374-380.
5.
KimuraKI, KanouF, KoshinoH, UramotoM, YoshihamaM. (1997) SNA-8073-B, a new isotetracenone antibiotic, inhibits prolyl endopeptidase. I. Fermentation, isolation and biological properties. Journal of Antibiotics, 50291-296.
6.
HayakawaY, HaSC, KimYJ, FurihataK, SetoH. (1991) Hatomarubigins A, B, C and D new isotetracenone antibiotics effective against multi drug-resistant tumor cells. Journal of Antibiotics, 441179-1186.
7.
NemotoA, TanakaY, KarasakiY, KomakiH, YazawaK, MikamiY, TojoT, KadowakiK, TsudaM, KadowakiK. (1997) Brasiliquinones A, B and C, new benz[a]anthraquinone antibiotic from Nocardia brasiliensis I producing strain, isolation and biological activities of the antibiotics. Journal of Antibiotics, 5018-21.
TaniguchiM, NagaiK, WatanabeM, NiimuraN, SuzukiKI, TanakaA. (2002) YM-181741, A novel benz[a]anthraquinone antibiotic with anti-Helicobacter pylori activity from Streptomyces sp. Journal of Antibiotics, 5530-35.
10.
AbdelfattahM, MaskeyRP, AsolkarRN, Grün-WollnyI, LaatschH. (2003) Seitomycin: Isolation, structure elucidation and biological activity of a new angucycline antibiotic from a terrestrial Streptomycete. Journal of Antibiotics, 56539-542.
11.
FotsoS, MahmudT, ZabriskieTM, SantosaDA, SulastriPJ. (2008) Angucyclinones from an Indonesian Streptomyces sp. Journal of Natural Products, 7161-65.
12.
BowieJ, JohnsonAW. (1967) The structure of ochromycinone. Tetrahedron Letters, 81449-1452.
13.
GrableyS, HammannP, HütterK, KlugeH, ThierickeR, WinkJ, ZeeckA. (1991) SM 196 A and B, novel biologically active angucyclinones from Streptomyces sp. Journal of Antibiotics, 44670-673.
14.
LaatschH., AntiBase (2010) A data base for rapid dereplication and structure determination of microbial natural products, Wiley-VCH, Weinheim, Germany; see also http://wwwuser.gwdg.de/~ucoc/laatsch/AntiBase.htm
15.
JumpathongJ, AbdallaMA, LumyongS, LaatschH. (2010) Stemphol galactoside, a new stemphol derivative isolated from the tropical endophytic fungus Gaeumannomyces amomi. Natural Product Communications, 5567-570.
16.
WeylandH. (1981) Distribution of actinomycetes on the sea floor. Zentralblatt für Bakteriologie, Supplement, 11, 185–193.
17.
ShirlingEB, GottliebD. (1966) Methods for characterization of Streptomyces species. International Journal of Systematic Bacteriology, 16313-340.
18.
HelmkeE, WeylandH. (1984) Rhodococcus marinonascens sp. nov., an actinomycete from the sea. International Journal of Systematic Bacteriology, 34127-138.
19.
RahmanH, ShaabanM, ShaabanKA, SaleemM, HelmkeE, Grün-WollnyI, LaatschH. (2009) An imidazopyridinone and further metabolites from Streptomycetes. Natural Product Communications, 4965-970.