Two novel meroterpenoids with a 6/10/5 tricyclic system containing a pyran-4-one ring from Arnebia euchroma

被引:0
|
作者
Qin, Guoqing [1 ,2 ]
Guo, Pengju [1 ,3 ]
Wang, Qing [1 ,4 ]
Nikolovski, Gjorgi [1 ,2 ]
Wang, Wenqiong [1 ]
Xuan, Lijiang [1 ,2 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 501 Haike Rd, Shanghai 201203, Peoples R China
[2] Univ Chinese Acad Sci, 19A Yuquan Rd, Beijing 100049, Peoples R China
[3] Fudan Univ, Sch Pharm, Shanghai 201203, Peoples R China
[4] Nanjing Univ Chinese Med, Sch Chinese Mat Med, Nanjing 210023, Peoples R China
基金
中国国家自然科学基金;
关键词
Arnebia euchroma; Meroterpenoids; Arnebic acids A -B; 6/10/5 tricyclic system; Pyran-4-one ring;
D O I
10.1016/j.tetlet.2024.155318
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two novel meroterpenoids, arnebic acid A (1) and B (2) with a new 6/10/5 tricyclic system containing a pyran-4-one ring, were isolated from the roots of Arnebia euchroma. Through extensive spectroscopic analysis, single-crystal X-ray crystallography analysis and ECD calculation, the structures with absolute configurations of 1 and 2 were unequivocally elucidated. Additionally, the plausible biosynthetic pathways for compounds 1 and 2 were deduced.
引用
收藏
页数:4
相关论文
共 50 条
  • [41] Bis(5-hydroxy-2-hydroxymethyl-pyran-4-one-6-YL)methane: A novel ligand for the intracellular mobilisation of ferritin-bound iron
    Fox, RC
    Taylor, PD
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (05) : 443 - 446
  • [42] Periconiasins A-C, New Cytotoxic Cytochalasans with an Unprecedented 9/6/5 Tricyclic Ring System from Endophytic Fungus Periconia sp.
    Zhang, Dewu
    Ge, Hanlin
    Xie, Dan
    Chen, Ridao
    Zou, Jian-hua
    Tao, Xiaoyu
    Dai, Jungui
    ORGANIC LETTERS, 2013, 15 (07) : 1674 - 1677
  • [43] An efficient approach to the [1,2,4]-triazolo[3,2-d][1,5]benzoxazepine skeleton - A novel tricyclic ring system
    Liu, XJ
    Liu, Y
    Wang, QR
    Zou, JP
    SYNTHETIC COMMUNICATIONS, 2000, 30 (01) : 119 - 130
  • [44] Pyrazolo[4′,3′:5,6]pyrano[2,3-b]quinoxalin-4(1H)-one:: Synthesis and characterization of a novel tetracyclic ring system
    Eller, Gernot A.
    Datterl, Barbara
    Holzer, Wolfgang
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2007, 44 (05) : 1139 - 1143
  • [45] Cyclophanes with sharp corners: Synthesis of macrocycles containing one or two 1,5,2,4,6,8-dithiatetrazocine rings
    Dell, S
    Ho, DM
    Pascal, RA
    INORGANIC CHEMISTRY, 1996, 35 (10) : 2866 - 2871
  • [46] Cyclophanes with Sharp Corners: Synthesis of Macrocycles Containing One or Two 1,5,2,4,6,8-Dithiatetrazocine Rings
    Dell, S.
    Ho, D. M.
    Pascal, R. A.
    Inorganic Chemistry, 35 (10):
  • [47] Synthesis of Carboxylic Acids, Esters, Alcohols and Ethers Containing a Tetrahydropyran Ring Derived from 6-Methyl-5-hepten-2-one
    Hanzawa, Yohko
    Hashimoto, Kahoko
    Kasashima, Yoshio
    Takahashi, Yoshiko
    Mino, Takashi
    Sakamoto, Masami
    Fujita, Tsutomu
    JOURNAL OF OLEO SCIENCE, 2012, 61 (11) : 631 - 640
  • [48] Synthesis of a novel tricyclic 1,2,3,4,4a,5,6,10b-octahydro-1,10-phenanthroline ring system and CXCR4 antagonists with potent activity against HIV-1
    Catalano, John G.
    Gudmundsson, Kristjan S.
    Svolto, Angilique
    Boggs, Sharon D.
    Miller, John F.
    Spaltenstein, Andrew
    Thomson, Michael
    Wheelan, Pat
    Minick, Doug J.
    Phelps, Dean P.
    Jenkinson, Stephen
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (07) : 2186 - 2190
  • [49] Synthesis and characterization of a novel functional monomer containing two allylphenoxy groups and one S-triazine ring and the properties of its copolymer with 4,4′-bismaleimidodiphenylmethane (BMDPM)
    Fang, Q
    Ding, XM
    Wu, XY
    Jiang, LX
    POLYMER, 2001, 42 (18) : 7595 - 7602
  • [50] Synthesis of some novel tricyclic compounds containing thieno (2,3-d)-1,2,3-triazine-4-one system as potential fungitoxic agents
    Saravanan, J
    Sandhyavali, MS
    Mohan, S
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2003, 13 (02) : 185 - 186