Bai Yan, Ma Xiaodong, Ren Duo, Yu Guoqing, Hu Jiangchun, Hua Huiming, Pan Huaqi
CAS Key Laboratory of Forest Ecology and Silviculture, Institute of Applied Ecology, Chinese Academy of Sciences, Shenyang 110016, People's Republic of China.
School of Pharmacy, Dalian Medical University, Dalian 116044, People's Republic of China.
J Nat Prod. 2024 Jun 28;87(6):1643-1651. doi: 10.1021/acs.jnatprod.4c00383. Epub 2024 Jun 7.
Five cyclopenta[]pyrano[4,3-]pyran-1,7(6)-dione 6/6/5-fused tricyclic ring system containing metabolites peniapyrones A-E (-), and four previously undescribed cyclopenta[4,5]furo[3,2-]pyran-1-one 6/5/5-fused tricyclic ring system containing compounds peniapyrones F-I (-), were isolated from the endophytic F4a. Their structures, including absolute configurations, were determined through spectroscopic analysis and quantum chemical calculations. Peniapyrones D () and E () were a pair of diastereoisomers. Compounds , , and - showed cytotoxic activity against AsPC-1, CRL-2234, and MCF-7 cancer cell lines. Compounds , , , , and inhibited the Kirsten rat sarcoma viral oncogene homologue (KRAS) mutant AsPC-1 cell line.
从内生真菌F4a中分离出了含有代谢产物青霉吡喃酮A - E(-)的五元环并[ ]吡喃并[4,3 - ]吡喃 - 1,7(6)-二酮6/6/5稠合三环体系,以及含有化合物青霉吡喃酮F - I(-)的四个前所未有的环戊并[4,5]呋喃并[3,2 - ]吡喃 - 1 - 酮6/5/5稠合三环体系。通过光谱分析和量子化学计算确定了它们的结构,包括绝对构型。青霉吡喃酮D()和E()是一对非对映异构体。化合物,,和 - 对AsPC - 1、CRL - 2234和MCF - 7癌细胞系表现出细胞毒性活性。化合物,,,,和抑制了 Kirsten大鼠肉瘤病毒癌基因同源物(KRAS)突变的AsPC - 1细胞系。