Xyloketal F: A Strong L-Calcium Channel Blocker from the Mangrove Fungus Xylaria sp. (#2508) from the South China Sea Coast

• Published in: European Journal of Organic Chemistry Vol. 2005; no. 19; pp. 4061 - 4064
• Main Authors: Wu, Xiong Yu, Liu, Xiao Hong, Lin, Yong Cheng, Luo, Jing Hui, She, Zhi Gang, Houjin, Li, Chan, Wing Lai, Antus, Sándor, Kurtan, Tibor, Elsässer, Brigitta, Krohn, Karsten
• Format: Book Review Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.10.2005; WILEY‐VCH Verlag; Wiley
• Subjects: Absolute configuration; Chemistry; Chemistry, Organic; Fungal metabolites; L-Calcium channel blocker; Physical Sciences; Quantum-mechanical CD calculation; Science & Technology; Semi synthesis; Xylaria sp; Xyloketal F; quantum-mechanical CD calculation; semi synthesis; L-calcium channel blocker; Xylaria sp; fungal metabolites; absolute configuration; Xyloketal F
• ISSN: 1434-193X; 1099-0690
• DOI: 10.1002/ejoc.200500326

Xyloketal F (1), an unusual metabolite with strong L‐calcium channel blocking activity, was isolated from the mangrove endophytic fungus Xylaria sp. (#2508) collected at the South China Sea coast. Its structure was elucidated by spectral and single‐crystal X‐ray diffraction analysis. The absolute configuration of 1 was determined by the method of quantum‐mechanical calculation of CD spectra. Compound 1 was also synthesized by condensation of xyloketal B with formaldehyde. The L‐calcium channel blocking activities of xyloketals B, A, and F were determined, and at the same concentration (0.03 μmol/L), the inhibiting rates were 12.05 %, 21.47 %, and 50.33 % respectively. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)