Hawaiienols A–D, Highly Oxygenated p‑Terphenyls from an Insect-Associated Fungus, Paraconiothyrium hawaiiense

Four new highly oxygenated p-terphenyls, hawaiienols A–D (1–4), have been isolated from cultures of Paraconiothyrium hawaiiense, a fungus associated with the Septobasidium-infected insect Diaspidiotus sp.; their structures were elucidated primarily by NMR experiments. The absolute configurations of...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2018-08, Vol.81 (8), p.1752-1759
Main Authors: Ren, Fengxia, Chen, Shenxi, Zhang, Yang, Zhu, Shuaiming, Xiao, Junhai, Liu, Xingzhong, Su, Ruibin, Che, Yongsheng
Format: Article
Language:English
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Summary:Four new highly oxygenated p-terphenyls, hawaiienols A–D (1–4), have been isolated from cultures of Paraconiothyrium hawaiiense, a fungus associated with the Septobasidium-infected insect Diaspidiotus sp.; their structures were elucidated primarily by NMR experiments. The absolute configurations of 1 and 2–4 were assigned by single-crystal X-ray diffraction analysis using Cu Kα radiation and via electronic circular dichroism calculations, respectively. Compound 1 incorporated the first naturally occurring 4,7-dioxatricyclo­[3.2.1.03,6]­octane unit in its p-terphenyl skeleton and showed cytotoxicity toward six human tumor cell lines.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.8b00106