JBIR-17, a novel trichostatin analog from Streptomyces sp. 26634

Streptomyces sp. 26634 was isolated from a leaf of Kerria japonica collected in Iwata, Shizuoka Prefecture, Japan, and cultured on a rotary shaker (220 r.p.m.) at 28°C for 4 days in a 500-ml Erlenmeyer flask containing 60 ml of a medium consisting of 4% β-cyclodextrin, 0.5% glycerol, 2% Pharmamedia (Traders Protein, Lubbock, TX, USA), 0.0005% CuSO₄·5H₂O, 0.0005% MnCl₂·4H₂O and 0.0005% ZnSO₄·7H₂O.

n-BuOH (37.5 ml) was added to the fermentation broth (60 ml) and shaken for 15 min. After centrifugation, the organic layer was evaporated in vacuo. The dried residue (107 mg) was subjected to reversed-phase medium-pressure liquid chromatography (Purif-Pack ODS 100, Moritex, Tokyo, Japan) and eluted with a MeOH–H₂O (5-100% MeOH) linear gradient system. The 70–90% MeOH eluate (3.7 mg) was further purified by reversed-phase HPLC using an XBridge Prep C₁₈ column (5 μm optimum bed density (OBD), 4.6 i.d. × 250 mm, Waters, Milford, MA, USA) with 35% aqueous CH₃CN containing 0.2% formic acid (flow rate, 1 ml min^–1) to yield JBIR-17 (1, 0.9 mg; retention time (Rt) 9.7 min) and trichostatin A (2, 0.7 mg; Rt 10.3 min).³

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