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New azaphilone, isocoumarin and α-pyrone derivatives from the marine-derived gut fungus Paraphaeosphaeria sp. XZD2-1
Phytochemistry Letters ( IF 1.3 ) Pub Date : 2020-01-07 , DOI: 10.1016/j.phytol.2019.12.010
Jiaolu Sun , Haojian Zhang , Wanjing Ding , Dao-qiong Zheng , Pin-mei Wang , Jinzhong Xu

Six new compounds including two azaphilones, lunatoic acids D–E (1, 2), three isocoumarins, lunatinins B–D (3-5), and one α-pyrone derivative, lunatinin E (6), as well as four known ones, lunatoic acid A (7), lunatinin (8), penicipyran D (9) and chaetoquadrin F (10) were isolated from the rice medium of the gut fungus Paraphaeosphaeria sp. XZD2-1. Their planar structures were elucidated by analysis of 1D and 2D NMR as well as HRESIMS spectroscopic data. The absolute configurations of compounds 1-3 were assigned by experimental and calculated ECD data and an ester hydrolysis reaction. Compounds 4 and 5 were a pair of enantiomeric excess mixture. Structure of compound 6 was further confirmed by comparing optical rotation with known compounds according to literature. The antimicrobial activity and cytotoxicity of compounds 1-10 were examined.



中文翻译:

来自海洋肠道真菌Paraphaeosphaeria sp。的新azaphilone,异香豆素和α-吡喃酮衍生物。XZD2-1

六个新的化合物,包括2个azaphilones,lunatoic酸d-E(12),三个异香豆素,lunatinins B-d(3 - 5),以及一个α吡喃酮衍生物,lunatinin E(6),以及四个已知那些从肠道真菌Paraphaeosphaeria sp。的水稻培养基中分离到了lunatoic acid A(7),lunatinin(8),penicipyran D(9)和chaetoquadrin F(10)。XZD2-1。通过分析1D和2D NMR以及HRESIMS光谱数据,阐明了它们的平面结构。化合物的绝对构型1 - 3通过实验和计算得到的ECD数据和酯水解反应分配。化合物45是一对对映体过量混合物。根据文献,通过将旋光度与已知化合物进行比较,进一步证实了化合物6的结构。抗微生物活性和化合物的细胞毒性1 - 10进行了检查。

更新日期:2020-01-08
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