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变灰青霉经组蛋白去乙酰化酶抑制剂培养后产生的变雷二酮和莴雷二酮。

Varilactones and wortmannilactones produced by Penicillium variabile cultured with histone deacetylase inhibitor.

机构信息

Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao, 266003, People's Republic of China.

Laboratory for Marine Drugs and Bioproducts of Qingdao National Laboratory for Marine Science and Technology, Qingdao, 266237, People's Republic of China.

出版信息

Arch Pharm Res. 2018 Jan;41(1):57-63. doi: 10.1007/s12272-017-0982-2. Epub 2017 Nov 9.

DOI:10.1007/s12272-017-0982-2
PMID:29124659
Abstract

Seven polyketides, including four new ones named as varilactones A-B (1-2) and wortmannilactones M-N (3-4), as well as three biogenetically related known wortmannilactones E, F and H (5-7), were isolated from the fungus Penicillium variabile HXQ-H-1, cultivated in potato-based medium with the histone deacetylase inhibitor suberoylanilide hydroxamic acid (SAHA). Their structures (1-7) were established by analysis of NMR and MS data, and the absolute configuration of oxabicyclo[2.2.1]heptane unit was deduced from H-NMR analyses on MPA esters after chemical reduction reaction. Among them, varilactones A and B (1 and 2), features a novel skeleton with a triene unit linking an oxabicyclo[2.2.1]heptane and an oxabicyclo[3.3.0]octane rings.

摘要

从在含组蛋白去乙酰化酶抑制剂 SAHA 的马铃薯培养基中培养的青霉菌 Penicillium variabile HXQ-H-1 中分离得到了 7 种聚酮化合物,包括 4 种新的瓦瑞拉酮 A-B(1-2)和沃氏内酯 M-N(3-4),以及 3 种生物相关的已知沃氏内酯 E、F 和 H(5-7)。通过分析 NMR 和 MS 数据确定了它们的结构(1-7),并通过化学还原反应后对 MPA 酯进行 H-NMR 分析,推断出氧杂双环[2.2.1]庚烷单元的绝对构型。其中,瓦瑞拉酮 A 和 B(1 和 2)具有新颖的骨架,由一个三烯单元连接一个氧杂双环[2.2.1]庚烷和一个氧杂双环[3.3.0]辛烷环。

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