Talarophilone, a ring-opened azaphilone from the endophytic fungus Talaromyces sp. YUD18002. (22nd June 2022)

• Record Type: Journal Article
• Authors: Xie, Fei; Li, Hong-Tao; Chen, Jing-Yuan; Duan, Hao-Jie; Xia, Dan-Dan; Sun, Yue; Gao, Yu-Hong; Zhou, Hao; Ding, Zhong-Tao
• Is Part Of: Tetrahedron letters. Volume 100(2022)
• Publication Date: 2022-06-22
• Subjects: Talaromyces sp. -- Secondary metabolite -- Endophytic fungus -- Gastrodia elata -- Structural elucidation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2022.153855
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: Talarophilone (1 ), a novel ring-opened azaphilone, along with two known analogues were obtained from the culture of the Gastrodia elata -derived endophytic fungus Talaromyces sp. YUD18002. The structure of the new compound was elucidated using spectroscopic methods and its absolute configuration was confirmed by a single-crystal X-ray diffraction analysis and electronic circular dichroism (ECD) analysis aided by TDDFT-ECD calculations. Talarophilone represented the first ring-opened azaphilone featuring ester group at C-6′ functionality. A putative biosynthetic pathways for compounds 1–3 were proposed. The in vitro cytotoxic activities of the new compound were also investigated. 2022 Elsevier Ltd. All rights reserved.