Anti-Influenza Virus Compound from Streptomyces sp. RI18

Abstract

Screening for anti-influenza virus activity in compounds isolated from Streptomyces sp. RI18, which was isolated using the membrane filter method, uncovered a novel compound, JBIR-68 (1), which contains a unique skeleton. Its structure was established by extensive NMR and MS analyses. In addition, 1 was synthesized to confirm the configuration of its sugar moiety. Compound 1 inhibited influenza virus growth in plaque assays.

Simamycin (5′-O-geranyluridine): a new prenylated nucleoside from Streptomyces sp.

“…Prenylation of nucleosides is very rare in nature. To date, JBIR-68 (Takagi et al 12 ) and farnesides A and B 13 are known as a secondary metabolite of Streptomyces. JBIR-68 is a dihydrouridine derivative in which the hydroxy group at five-position of ribose is modified with a geranyl group.…”

Construction of a natural product library containing secondary metabolites produced by actinomycetes

“…JBIR-68 clearly reduced the number and area of influenza virus plaques (Figure 3b and c). 34 Therefore, JBIR-68 clearly inhibited the growth of influenza virus.…”

“…The unique characteristic structure of JBIR-68 is a dihydrouridine with an ether-bonded geranyl residue at the C-5 0 position in the ribose moiety (Figure 3a). 34 We evaluated the anti-influenza virus activity of JBIR-68 by using a plaque assay. JBIR-68 clearly reduced the number and area of influenza virus plaques (Figure 3b and c).…”

New species of actinomycetes do not always produce new compounds with high frequency

“…A total of 25 new compounds were found to be produced by these strains (Table 2). From the culture of strain RI18, we isolated two novel benzastatin derivatives, JBIR-67 and JBIR-73, 8 as well as JBIR-68, 12 a compound with anti-influenza virus activity, structure of which contained a dihydrouridine and geraniol connected by an ether bond to clarify that the structural data relates 14 which showed cytotoxic activity against malignant pleural mesothelioma cells. We also reported a new peptide, JBIR-96, 15 obtained from RJ09.…”

“…The strains that originated from marine sponge, mangrove soil, lichen and bark produced many new compounds (Table 2). In addition, JBIR-67, JBIR-68, JBIR-73, JBIR-83 and JBIR-84 were purified from the cultures of RI18 and RI19, isolated from soil samples using the membrane filter method, 8,12,13 which allows for selection of actinomycetes without antibiotics, unlike conventional selection methods. In conclusion, actinomycetes, especially Streptomyces, should still be considered attractive sources of bioactive compounds, and it is important to isolate actinomycetes from a wide variety of environmental substrates by using various isolation methods for obtaining new bioactive compounds.…”