Abstract：
Five cyclopenta[d]pyrano[4,3-b]pyran-1,7(6H)-dione 6/6/5-fused tricyclic ring system containing metabolites peniapyrones A-E (1-5), and four previously undescribed cyclopenta[4,5]furo[3,2-c]pyran-1-one 6/5/5-fused tricyclic ring system containing compounds peniapyrones F-I (6-9), were isolated from the endophytic Penicillium brefeldianum F4a. Their structures, including absolute configurations, were determined through spectroscopic analysis and quantum chemical calculations. Peniapyrones D (4) and E (5) were a pair of diastereoisomers. Compounds 1, 3, and 5-9 showed cytotoxic activity against AsPC-1, CRL-2234, and MCF-7 cancer cell lines. Compounds 1, 3, 6, 8, and 9 inhibited the Kirsten rat sarcoma viral oncogene homologue (KRAS) mutant AsPC-1 cell line.
摘要：
五环戊[d]吡喃并[4,3-b]吡喃-1,7(6H)-二酮6/6/5-稠合三环系统含有代谢物吡喃酮A-E(1-5)，和四个先前未描述的环戊二烯并[4,5]呋喃并[3,2-c]吡喃-1-酮6/5/5-稠合三环系统，含有化合物吡喃酮F-I（6-9），从内生青霉F4a中分离。他们的结构，包括绝对配置，通过光谱分析和量子化学计算确定。吡喃酮D(4)和E(5)是一对非对映异构体。化合物1、3和5-9对AsPC-1、CRL-2234和MCF-7癌细胞系显示出细胞毒性活性。化合物1、3、6、8和9抑制Kirsten大鼠肉瘤病毒致癌基因同源物(KRAS)突变体AsPC-1细胞系。
