Lee Seulah, Tamayo-Castillo Giselle, Pang Changhyun, Clardy Jon, Cao Shugeng, Kim Ki Hyun
School of Pharmacy, Sungkyunkwan University, Suwon, Gyeonggi-do, 440-746, Republic of Korea.
Unidad Estratégica de Bioprospección, Instituto Nacional de Biodiversidad (INBio), Santo Domingo de Heredia, Costa Rica & CIPRONA-Escuela de Química, Universidad de Costa Rica, 2060 San Pedro, Costa Rica.
Bioorg Med Chem Lett. 2016 May 15;26(10):2438-2441. doi: 10.1016/j.bmcl.2016.03.115. Epub 2016 Apr 2.
Three new diketopiperazines (1-3), cyclo(l-Pro-d-trans-Hyp) (1), cyclo(l-Pro-d-Glu) (2), and cyclo(d-Pro-d-Glu) (3) and five known diketopiperazines (4-8) were isolated from the endolichenic fungus Colpoma sp. CR1465A identified from the Costa Rican plant Henriettea tuberculosa (Melatomataceae). The structures of the new compounds 1-3 were elucidated using a combination of extensive spectroscopic analyses, including 2D NMR and HR-MS, and their absolute configurations were determined by a combination of NOESY analysis and Marfey's method. Cyclo(l-Pro-d-allo-Thr) (4) was recently isolated from a South China Sea marine sponge Callyspongia sp., but its NMR spectroscopic data were not reported, and cyclo(l-Pro-l-Asp) (5) was previously reported but only as a synthetic product. The NMR data assignments of compounds 4 and 5 are reported for the first time. All of the isolated compounds were tested for antifungal and antimicrobial properties.
从哥斯达黎加植物结核叶下珠(野牡丹科)中鉴定出的内生地衣真菌Colpoma sp. CR1465A中分离出三种新的二酮哌嗪(1-3),即环(L-脯氨酸-d-反式-羟脯氨酸)(1)、环(L-脯氨酸-d-谷氨酸)(2)和环(d-脯氨酸-d-谷氨酸)(3)以及五种已知的二酮哌嗪(4-8)。通过包括二维核磁共振和高分辨质谱在内的广泛光谱分析相结合的方法阐明了新化合物1-3的结构,并通过核Overhauser效应光谱分析和马尔菲方法相结合的方式确定了它们的绝对构型。环(L-脯氨酸-d-别苏氨酸)(4)最近从中国南海的海洋海绵Callyspongia sp.中分离得到,但未报道其核磁共振光谱数据,环(L-脯氨酸-L-天冬氨酸)(5)此前已有报道,但仅作为合成产物。首次报道了化合物4和5的核磁共振数据归属。对所有分离出的化合物进行了抗真菌和抗菌性能测试。