School of Pharmaceutical Sciences, Sun Yat-sen University , Guangzhou 510006, China.
Guangdong Technology Research Center for Advanced Chinese Medicine , Guangzhou 510006, China.
Org Lett. 2017 Sep 15;19(18):4888-4891. doi: 10.1021/acs.orglett.7b02238. Epub 2017 Aug 24.
By feeding various amino acids to the marine fungus Scedosporium apiospermum F41-1, 22 diverse alkaloids, including 14 new compounds, were obtained. Scedapins A-E (1-5) possess a rare skeleton of a pyrazinoquinazolinedione and an imidazoindolone/indolone linked by a tetrahydrofuran ring. Scedapin C (3) is the first example of fumiquinazoline that contains an aminosulfonyl group. Their structures were determined by HRMS, NMR, ECD calculations and X-ray single-crystal diffraction analysis. The biosynthetic pathways of fumiquinazolines 1-18 were proposed. Scedapin C (3) and scequinadoline D (8) displayed significant antiviral activity against hepatitis C.
通过向海洋真菌棘孢木霉 F41-1 投喂各种氨基酸,获得了 22 种不同的生物碱,包括 14 种新化合物。棘孢菌素 A-E(1-5)具有罕见的吡嗪并喹唑二酮骨架和通过四氢呋喃环连接的咪唑并吲哚酮/吲哚酮。棘孢菌素 C(3)是第一个含有氨基磺酰基的菌核酮。它们的结构通过高分辨质谱、NMR、ECD 计算和 X 射线单晶衍射分析确定。提出了菌核酮 1-18 的生物合成途径。棘孢菌素 C(3)和 scequinadoline D(8)对丙型肝炎表现出显著的抗病毒活性。