Furan Oligomers and β-Carbolines from Terrestrial Streptomycetes

Abstract

2,5-Bis(hydroxymethyl)furan monoacetate (3) and 2,5-bis(hydroxymethyl)furan diacetate (4) were obtained as new natural products from an ethyl acetate extract of the terrestrial Streptomyces sp. isolate GW11/1695. Another Streptomyces isolate, GW21/1313, delivered a dimer (6) and a trimer (7) of (hydroxymethyl)furfural. The latter strain also produced 4-hydroxy-2-(5-(hydroxymethyl)furan-2-ylmethylene)-5-methylfuran-3-one (5), perlolyrin (8), and two new beta-carboline derivatives, 9 and 10. 2,5-Bis(hydroxymethyl)furan diacetate (4) exhibited weak cytotoxic activity against brine shrimp larvae.

Isolation and identification of an antifungal compound from endophytic Streptomyces sp. CEN26 active against Alternaria brassicicola

“…These findings were further confirmed by comparing the physical and spectral data with the values described in the literature (Fotso et al . ). The BHMF‐OAc is a derivative of a broader class of furans including five‐membered heterocyclic, oxygen‐containing, unsaturated ring compound.…”

“…Previous research of Fotso et al . () reported that the BHMF‐OAc was isolated from an EtOAc extract of the terrestrial Streptomyces sp. isolate GW11/1695, however, they did not evaluate the antimicrobial activity of the compound.…”

Pleiotropic Control of Secondary Metabolism and Morphological Development by KsbC, a Butyrolactone Autoregulator Receptor Homologue in Kitasatospora setae

“…They are widely distributed in various plants, whereas only a few reports are available on the ␤-carboline compounds from bacterial origins (11). With respect to the biosynthetic pathway of ␤-carboline alkaloids, strictosidine synthase (STR1) of Rauvolfia serpentina (STR1; accession no.…”

“…The amplified fragment was treated with DpnI to remove a template DNA and digested with Bal31 for 30 s at 30°C. The biosynthetic gene cluster for kitasetaline in pKU503facP2-L12 was replaced by a linear molecule of pRED::upstream:: downstream using the homologous regions using the RED recombination system (E. coli DH10B and pKD119 were used [21]) to generate pRED::ksl (kitasetaline) cluster (11,141 bp, corresponding to nt 8040461 to 8051601 of K. setae). A XbaI/HindIII fragment, including an 11.1-kb ksl cluster, recovered from pRED::ksl, was inserted into the XbaI/HindIII sites of pKU492Aaac(3)IV, resulting in the pKU492Aaac(3)IV::ksl cluster, named pLT437.…”

Kitasetaline, a novel β-carboline alkaloid from Kitasatospora setae NBRC 14216T

“…The β-carboline alkaloids are widely distributed in various plants, whereas there are only a few reports of the β-carboline compound in actinomycetes (14) and filamentous fungi (15). This is the first report on the isolation of β-carboline alkaloid from Kitasatospora spp.…”