State Key Laboratory of Bioactive Substance and Function of Natural Medicines, §Key Laboratory of Biosynthesis of Natural Products of National Health and Family Planning Commission, Institute of Materia Medica, and ‡Institute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical College , Beijing 100050, People's Republic of China.
J Nat Prod. 2017 Jun 23;80(6):1819-1826. doi: 10.1021/acs.jnatprod.7b00014. Epub 2017 May 22.
Seven new phenylspirodrimane derivatives named stachybotrysins A-G (2-8), together with five known compounds (1, 9-12), were isolated from Stachybotrys chartarum CGMCC 3.5365. Stachybotrysin D (5) is the first reported example of a naturally occurring alcoholic O-sulfation of a phenylspirodrimane, and stachybotrysins F and G (7 and 8) are the first examples possessing an isobenzotetrahydrofuran ring with an acetonyl moiety attached. The structures of these compounds were elucidated on the basis of extensive spectroscopic data analysis and by comparison with reported data. The absolute configurations of 1-8 were determined by X-ray single-crystal diffraction, electronic circular dichroism (ECD), and calculated ECD. Compounds 1 and 8 displayed anti-HIV activity with IC values of 15.6 and 18.1 μM, respectively, and 2, 7, 9, and 11 showed inhibitory effect on influenza A virus with IC values ranging from 12.4 to 18.9 μM.
从尖孢镰刀菌 CGMCC 3.5365 中分离得到了 7 种新的苯并螺二氢吡喃衍生物，命名为石杉碱素 A-G（2-8），以及 5 种已知化合物（1、9-12）。石杉碱素 D（5）是第一个报道的天然存在的苯并螺二氢吡喃醇 O-磺酸酯，石杉碱素 F 和 G（7 和 8）是第一个具有附着有乙酰基部分的异苯并四氢呋喃环的化合物。这些化合物的结构是基于广泛的光谱数据分析和与报道数据的比较来确定的。通过 X 射线单晶衍射、电子圆二色性（ECD）和计算 ECD，确定了 1-8 的绝对构型。化合物 1 和 8 表现出抗 HIV 活性，IC 值分别为 15.6 和 18.1 μM，化合物 2、7、9 和 11 对甲型流感病毒表现出抑制作用，IC 值范围为 12.4 至 18.9 μM。
