Sy-Cordero Arlene A, Figueroa Mario, Raja Huzefa A, Meza Aviña Maria Elena, Croatt Mitchell P, Adcock Audrey F, Kroll David J, Wani Mansukh C, Pearce Cedric J, Oberlies Nicholas H
University of North Carolina at Greensboro, Department of Chemistry and Biochemistry, Greensboro, NC 27402, United States.
Facultad de Química, Universidad Nacional Autónoma de México, Mexico DF 04510, Mexico.
Tetrahedron. 2015 Nov 25;71(47):8899-904. doi: 10.1016/j.tet.2015.09.073.
Spiroscytalin (1), a new tetramic acid that possesses an uncommon spiro-ring fusion between a polyketide-derived octalin ring system and a 2,4-pyrrolidinedione, along with two known compounds, leporin B (2) and purpactin A (3), were isolated from a solid phase culture of the fungus Scytalidium cuboideum (MSX 68345). The molecular connectivity of 1-3 was determined using NMR spectroscopy and mass spectrometry. The relative configurations of 1 and 2 were determined by NOESY experiments. The absolute configuration of 1 was determined by electronic circular dichroism (ECD) via a combination of experimental measurements and computational calculations. While leporin B was known, it displayed activities that had not been reported previously, including cytotoxicity against three human tumor cell lines and antibacterial activity against Candida albicans and Staphylococcus aureus.
从真菌立方体刺盘孢（MSX 68345）的固相培养物中分离出了螺环细胞松弛素（1），一种新型四嗪酸，它在聚酮衍生的八氢萘环系统和2,4-吡咯烷二酮之间具有罕见的螺环稠合，以及两种已知化合物，兔耳菌素B（2）和紫菌素A（3）。通过核磁共振光谱和质谱法确定了1-3的分子连接性。通过NOESY实验确定了1和2的相对构型。通过实验测量和计算相结合的电子圆二色性（ECD）确定了1的绝对构型。虽然兔耳菌素B是已知的，但它表现出以前未报道过的活性，包括对三种人类肿瘤细胞系的细胞毒性以及对白色念珠菌和金黄色葡萄球菌的抗菌活性。
