Fusaspirols A-D, novel oxaspirol derivatives isolated from Fusarium solani B-18. Issue 10 (8th March 2019)

• Record Type: Journal Article
• Authors: Ariefta, Nanang Rudianto; Nikmawahda, Hasna Tazkia; Aboshi, Takako; Murayama, Tetsuya; Tawaraya, Keitaro; Koseki, Takuya; Katagi, Genta; Kakihara, Yoshito; Shiono, Yoshihito
• Is Part Of: Tetrahedron. Volume 75:Issue 10(2019)
• Page Start: 1371
• Page End: 1377
• Publication Date: 2019-03-08
• Subjects: Fusarium solani -- Endophyte -- Oxaspirols -- Fusaspirols; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tet.2019.01.052
• Languages: English
• ISSNs: 0040-4020

Abstract

Abstract: Four novel compounds with γ-methylidene-spirobutanolide core, fusaspirols A-D, were isolated from the brown rice culture of Fusarium solani B-18. Their structures were established by extensive spectroscopic analyses of 1D/2D-NMR, HRESITOFMS, and chemical derivatization. The absolute configurations of secondary alcohols in fusaspirols A and D were determined using modified Mosher's ester method. Fusaspirol A and 4, 9-di- O -acetylfusaspirol A activated a signaling pathway in osteoclastic differentiation of murine macrophage derived RAW264.7 cells. Graphical abstract: Image 1 Highlights: Four novel oxaspirol derivatives were isolated from Fusarium solani B-18. Their structures were established by extensive spectroscopic analyses of 1D/2D-NMR, HRESITOFMS, and chemical transformation. All reported compounds were tested for osteoclastic differentiation activity using murine macrophage derived RAW264.7 cells.