Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences , Nanhai Road 7, Qingdao 266071, People's Republic of China.
J Nat Prod. 2011 Aug 26;74(8):1787-91. doi: 10.1021/np200381u. Epub 2011 Jul 20.
Eight new α-pyrone derivatives, namely, nigerapyrones A-E (1-5) and nigerapyrones F-H (8-10), along with two known congeners, asnipyrones B (6) and A (7), were isolated from Aspergillus niger MA-132, an endophytic fungus obtained from the fresh tissue of the marine mangrove plant Avicennia marina. The structures of these compounds were elucidated on the basis of spectroscopic analysis. The undescribed geometries of the trisubstituted double bonds (C-9 and C-11) for asnipyrone B (6) have now been explicitly determined, while the incorrect placement of the methyl group at C-5 of asnipyrone A (7) has now been revised at C-3. The cytotoxic activities of the isolated α-pyrone derivatives against eight tumor cell lines as well as antimicrobial activities against two bacteria and four plant-pathogenic fungi of these compounds were evaluated. Compounds 2, 4, 5, and 7 showed weak cytotoxicity against some of the tested tumor cell lines.
从海洋红树林植物桐花树的新鲜组织中分离到的内生真菌黑曲霉 MA-132 中分离得到了 8 种新的α-吡喃酮衍生物，即 Nigerapyrones A-E（1-5）和 Nigerapyrones F-H（8-10），以及两种已知的同系物 Asnipyrone B（6）和 A（7）。基于光谱分析确定了这些化合物的结构。现在已经明确确定了 Asnipyrone B（6）中三取代双键（C-9 和 C-11）的未描述几何形状，而 Asnipyrone A（7）中 C-5 上甲基的错误位置现在已更正为 C-3。对分离得到的α-吡喃酮衍生物对 8 种肿瘤细胞系的细胞毒性活性以及对 2 种细菌和 4 种植物病原真菌的抗菌活性进行了评价。化合物 2、4、5 和 7 对一些测试的肿瘤细胞系表现出较弱的细胞毒性。
