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Seven New Drimane-Type Sesquiterpenoids from a Marine-Derived Fungus Paraconiothyrium sporulosum YK-03

1
Department of Medicinal Chemistry and Natural Medicine Chemistry, College of Pharmacy, Harbin Medical University, Harbin 150081, China
2
School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China
3
State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, China
4
Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China
*
Author to whom correspondence should be addressed.
Molecules 2019, 24(9), 1817; https://doi.org/10.3390/molecules24091817
Received: 9 April 2019 / Revised: 29 April 2019 / Accepted: 30 April 2019 / Published: 10 May 2019
(This article belongs to the Section Natural Products Chemistry)
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Abstract

Seven new drimane-type sesquiterpenoids, namely the sporulositols AD (14), 6-hydroxydiaporol (5), seco-sporulositol (6) and sporuloside (7) were isolated from the ethyl acetate extract of fermentation broth for a marine-derived fungus Paraconiothyrium sporulosum YK-03. Their structures were elucidated by analysis of extensive spectroscopic data, and the absolute configurations were established by crystal X-ray diffraction analysis and comparisons of circular dichroism data. Among them, sporulositols AE (14) and seco-sporulositol (6) represent the first five examples of a unique class of drimanic mannitol derivatives, while compounds 6 and 7 may represent two new series of natural drimanes, possessing an aromatic ring with a rare 4,5-secodrimanic skeleton and an unusual CH3-15 rearranged drimanic α-D-glucopyranside, respectively. Furthermore, the origin of mannitol moiety was investigated by reliable HPLC and NMR analyses. View Full-Text
Keywords: Paraconiothyrium; Paraconiothyrium sporulosum; drimane-type sesquiterpenoid; sporulositol; seco-sporulositol; sporuloside Paraconiothyrium; Paraconiothyrium sporulosum; drimane-type sesquiterpenoid; sporulositol; seco-sporulositol; sporuloside
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Zhang, L.-H.; Chen, G.; Sun, Y.; Wang, H.-F.; Bai, J.; Hua, H.-M.; Pei, Y.-H. Seven New Drimane-Type Sesquiterpenoids from a Marine-Derived Fungus Paraconiothyrium sporulosum YK-03. Molecules 2019, 24, 1817.

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