An unusual 1(10 → 19)abeo steroid from a jellyfish-derived fungus. Issue 25 (22nd June 2016)

• Record Type: Journal Article
• Authors: Kim, Eun La; Li, Jian Lin; Hong, Jongki; Yoon, Won Duk; Kim, Hyung Sik; Liu, Yonghong; Wei, Xiaoyi; Jung, Jee H.
• Is Part Of: Tetrahedron letters. Volume 57:Issue 25(2016)
• Page Start: 2803
• Page End: 2806
• Publication Date: 2016-06-22
• Subjects: Sterol -- Phoma sp. -- Jellyfish-derived fungus; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.05.050
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A new C25 abeo-sterol (phomarol) was isolated from a jellyfish-derived fungus. Phomarol is unique with a 7-membered carbocyclic A ring [1(10 → 19) abeo ]. The structure was established by NMR, modified Mosher's method, and ECD. Abstract: A structurally unique C25 steroid (phomarol) was isolated from a cultured fungus ( Phoma sp.) derived from the giant jellyfish Nemopilema nomurai . Its planar structure and relative configuration were established by analyzing 1D and 2D NMR data, and its absolute configuration was determined using the modified Mosher's method and ECD calculation. Phomarol is unique with a 7-membered carbocyclic A ring [1(10 → 19) abeo ], an aromatic B ring, and a side chain cyclized to form a fused pentacyclic skeleton.