Harziane and cadinane terpenoids from the alga-endophytic fungus Trichoderma asperellum A-YMD-9-2
Harziane and cadinane terpenoids from the alga-endophytic fungus Trichoderma asperellum A-YMD-9-2
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来自藻类内生真菌 Trichoderma asperellum A-YMD-9-2 的 Harziane 和 cadinane 萜类化合物
DOI：
10.1016/j.phytol.2019.05.001
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发表时间：
2019-08-01
影响因子：
1.7
通讯作者：
Ji, Nai-Yun
中科院分区：
文献类型：
--
作者：
Song, Yin-Ping;Miao, Feng-Ping;Ji, Nai-Yun
从海洋红藻Gracilaria verrucosa内生真菌Trichoderma asperellum A-YMD-9-2的培养物中分离得到一个新的二萜类化合物3S-羟基哈茨酮（2）和两个新的倍半萜类化合物4-杜松烯-11，12-二醇（3）和4-杜松烯-11，13-二醇（4）。通过1D/2D NMR、IR和MS等光谱技术分析，确定了新分离物的结构和相对构型，并通过与类似物的ECD曲线或比旋光度数据比较，确定了它们的绝对构型（除了C-11为3和4的构型）。化合物2可能是从哈茨酮生物合成哈茨二酮的中间体，而3和4代表木霉中第二次出现的杜松烷类倍半萜。化合物2 - 4对几种海洋浮游植物表现出较强的抑制作用。
In addition to the known harziandione (1), one new diterpenoid, 3S-hydroxyharzianone (2), and two new sesquiterpenoids, 4-cadinen-11,12-diol (3) and 4-cadinen-11,13-diol (4), were isolated from the culture of Trichoderma asperellum A-YMD-9-2, an endophytic fungal strain from the marine red alga Gracilaria verrucosa. The structures and relative configurations of new isolates were established by analysis of spectroscopic techniques, including 1D/2D NMR, IR, and MS, and their absolute configurations, except for those at C-11 of 3 and 4, were assigned by comparison of the ECD curve or specific optical rotation data with those of analogues. Compound 2 may be an intermediate in the biosynthesis of harziandione from harzianone, while 3 and 4 represent the second occurrence of cadinane sesquiterpenoids in Trichoderma. Compounds 2 - 4 exhibited potent inhibition of several marine phytoplankton species.