Paraconiothins A-J: Sesquiterpenoids from the Endophytic Fungus Paraconiothyrium brasiliense ECN258

Paraconiothins A-J: Sesquiterpenoids from the Endophytic Fungus Paraconiothyrium brasiliense ECN258
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DOI:
10.1021/acs.jnatprod.9b00638
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发表时间:
2019-12-01
影响因子:
5.1
通讯作者:
Inoue, Makoto
Inoue, Makoto
中科院分区:
生物学2区
文献类型:
--
作者:
Nakashima, Ken-ichi;Tomida, Junko;Inoue, Makoto

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Paraconiothins A-J (1-10),10 种新的倍半萜类化合物,以及 5 种已知的倍半萜类化合物,是从内生真菌 Paraconiothyrium brasiliense ECN-258 的培养物中分离出来的。通过广泛的光谱分析阐明了倍半萜类化合物的结构。此外,通过比较实验和计算的电子圆二色性数据,确定了7和8的绝对结构。 Paraconiothins A-G (1-7) 是 eremophilane 倍半萜类化合物,而 paraconiothins H-J (8-10) 具有新的或稀有的碳框架,这些碳框架可能是通过涉及 eremophilane 倍半萜类化合物重排的途径生物合成的。 Paraconiothins C (3) 和 I (9) 在 50 μM 浓度下对肝脏 X 受体 a 表现出抑制作用。
Paraconiothins A-J (1-10), 10 new sesquiterpenoids, as well as five known sesquiterpenoids, were isolated from the cultures of the endophytic fungus Paraconiothyrium brasiliense ECN-258. The structures of the sesquiterpenoids were elucidated by extensive spectroscopic analysis. Furthermore, the absolute structures of 7 and 8 were determined by comparing their experimental and computed electronic circular dichroism data. Paraconiothins A-G (1-7) were eremophilane sesquiterpenoids, while paraconiothins H-J (8-10) had new or rare carbon frameworks that are possibly biosynthesized by a pathway involving the rearrangement of eremophilane sesquiterpenoids. Paraconiothins C (3) and I (9) exhibited an inhibitory effect on the liver X receptor a at a concentration of 50 mu M.