Eutypetides A—E,Structurally Intriguing Polyketides Formed by Intramolecular[4+2]Cycloaddition from Marine-Derived Fungus Eutypella sp.F0219  

作　　者：Zhong-Ping Jiang Meng-Ting Chen Xiao Xiang Cong-Jun Xu Yong Rao Hong-Zhi Du Wan-Shan Li Ling Huang 

机构地区：[1]Key Laboratory of Tropical Biological Resources of Ministry of Education,School of Pharmaceutical Sciences,Hainan University,Haikou,Hainan,570200 China [2]School of Pharmacy,Hubei University of Chinese Medicine,Wuhan,Hubei,430065 China [3]Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education and Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province,College of Chemistry and Chemical Engineering,Hainan Normal University,Haikou,Hainan,571158 China

出　　处：《Chinese Journal of Chemistry》2025年第1期23-32,共10页中国化学(英文版)

基　　金：supported by the National Natural Science Foundation of China(82204275,82160653,and 22267006);Natural Science Foundation of Hainan Province(323Ms014 and 222QN303);Fundamental Research Funds for Hainan University(KYQD(ZR)-22088 and KYQD(ZR)-21089)。

摘　　要：Four polycyclic ten-membered lactones possessing unprecedented 10/6/5 tricyclic ring skeleton,named eutypetides A—D(1—4),and an intriguing polyketide containing a hexahydroisobenzofuran-1(3H)-one motif,named eutypetide E(5)were isolated from the marine-derived fungus Eutypella sp.F0219,together with three new related biosynthetic polyketides eutypetides F—H(6—8).The absolute configurations of 1—5 were unequivocally determined by single-crystal X-ray diffraction analyses(Cu Kα),modified Mosher's method and electronic circular dichroism(ECD)calculations.Eutypetides G(7)showed remarkable anti-inflammatory activity and could reduce the mRNA expression of proinflammatory cytokines IL-1β,IL-6,TNF-α,and iNOS induced by LPS.Most notably,compounds 1—4 were formed biogenetically from 6—7 via the key intramolecular[4+2]cycloaddition,while compound 5 could be constructed biogenetically from 8 through the intramolecular[4+2]cycloaddition.All the above eight polyketides are proposed to originate from a C10 and a C6 fatty acid.

关 键 词：Marine-derived fungus Eutypella sp.F0219 POLYKETIDES Polycyclic macrolides [4+2]cycloaddition 

分 类 号：O62[理学—有机化学]