Absolute configuration of iminimycin B, a new indolizidine alkaloid, from Streptomyces griseus OS-3601. Issue 30 (27th July 2016)

• Record Type: Journal Article
• Authors: Nakashima, Takuji; Miyano, Rei; Matsuo, Hirotaka; Iwatsuki, Masato; Shirahata, Tatsuya; Kobayashi, Yoshinori; Shiomi, Kazuro; Petersson, George A.; Takahashi, Yōko; Ōmura, Satoshi
• Is Part Of: Tetrahedron letters. Volume 57:Issue 30(2016)
• Page Start: 3284
• Page End: 3286
• Publication Date: 2016-07-27
• Subjects: Pyridinium -- Indolizidine -- Iminimycin -- Streptomyces; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.06.040
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Iminimycin B was discovered from Streptomyces griseus OS-3601 by a physicochemical screening. Structure of iminimycin B was a unique novel pyridinium alkaloid. Absolute configuration of iminimycin B was determined by NMR, eECD analysis, and Marfey's method. Abstract: Iminimycin B, a novel indolizine alkaloid featuring a rare pyridinium, was isolated from the cultured broth of a streptomycin-producing strain, Streptomyces griseus OS-3601, through a physicochemical screening method. Its structure was elucidated on the basis of mass and NMR analyses. Stereochemical assignment of iminimycin B was archived by NMR studies, electronic circular dichroism (ECD) analysis, and advanced Marfey's method.