Truncateols O-V, further isoprenylated cyclohexanols from the sponge-associated fungus Truncatella angustata with antiviral activities

被引:28
作者
Zhao, Yang [1 ]
Liu, Dong [1 ]
Proksch, Peter [2 ]
Zhou, Demin [1 ]
Lin, Wenhan [1 ]
机构
[1] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
[2] Heinrich Heine Univ, Inst Pharmaceut Biol & Biotechnol, D-40225 Dusseldorf, Germany
基金
中国国家自然科学基金;
关键词
Truncatella angustata; Amphisphaeriaceae; Marine-derived fungus; Truncateols O-V; Anti-HIV-1; activity; Anti-H-1-N-1; FELINA KMM 4639; ABSOLUTE-CONFIGURATION; MARINE; OXIRAPENTYNS; MO-2(OAC)(4); ASSIGNMENT; 1,2-DIOLS; MICROBES; DRUGS;
D O I
10.1016/j.phytochem.2018.07.017
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Chemical examination of the EtOAc extract of the sponge-associated fungus Truncatella angustata in solid culture led to the isolation of eight undescribed isoprenylated cyclohexanols, namely truncateols O-V together with 14 known analogues. Their structures were determined on the basis of extensive spectroscopic analyses, including the modified Mosher's method and ECD data for the assignment of their absolute configurations. Truncateol O exhibited significant inhibition toward both HIV-1 and H1N1 virus, while truncateol P exerted inhibitory effect against HIV-1 virus.
引用
收藏
页码:61 / 68
页数:8
相关论文
共 19 条
[1]   Oxygenated terpenoids from a Formosan soft coral Sinularia gibberosa [J].
Ahmed, AF ;
Kuo, YH ;
Dai, CF ;
Sheu, JH .
JOURNAL OF NATURAL PRODUCTS, 2005, 68 (08) :1208-1212
[2]  
Anisimov MM, 2014, NAT PROD COMMUN, V9, P835
[3]   Determination of absolute configuration of acyclic 1,2-diols with Mo2(OAc)4.: 1.: Snatzke's method revisited [J].
Di Bari, L ;
Pescitelli, G ;
Pratelli, C ;
Pini, D ;
Salvadori, P .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (14) :4819-4825
[4]   Practical method for the absolute configuration assignment of tert/tert 1,2-diols using their complexes with Mo2(OAc)4 [J].
Gorecki, Marcin ;
Jablonska, Ewa ;
Kruszewska, Anna ;
Suszczynska, Agata ;
Urbanczyk-Lipkowska, Zofia ;
Gerards, Michael ;
Morzycki, Jacek W. ;
Szczepek, Wojciech J. ;
Frelek, Jadwiga .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (08) :2906-2916
[5]   Stereoselective synthesis of exocyclic allenes by double hydride reduction of 3-alkynyl-2-cycloalkenones [J].
Gubbels, Matthew A. ;
Hulce, Martin ;
Kum, John M. ;
Urick, Andrew K. ;
Villa, Eric M. .
TETRAHEDRON, 2016, 72 (40) :6052-6063
[6]   Isolation and Analysis of Bacteria with Antimicrobial Activities from the Marine Sponge Haliclona simulans Collected from Irish Waters [J].
Kennedy, Jonathan ;
Baker, Paul ;
Piper, Clare ;
Cotter, Paul D. ;
Walsh, Marcella ;
Mooij, Marlies J. ;
Bourke, Marie B. ;
Rea, Mary C. ;
O'Connor, Paula M. ;
Ross, R. Paul ;
Hill, Colin ;
O'Gara, Fergal ;
Marchesi, Julian R. ;
Dobson, Alan D. W. .
MARINE BIOTECHNOLOGY, 2009, 11 (03) :384-396
[7]   Receptor Tyrosine Kinase Inhibitors That Block Replication of Influenza A and Other Viruses [J].
Kumar, Naveen ;
Sharma, Nishi R. ;
Ly, Hinh ;
Parslow, Tristram G. ;
Liang, Yuying .
ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 2011, 55 (12) :5553-5559
[8]   Isoindolinone-type alkaloids from the sponge-derived fungus Stachybotrys chartarum [J].
Li, Yong ;
Liu, Dong ;
Cen, Shan ;
Proksch, Peter ;
Lin, Wenhan .
TETRAHEDRON, 2014, 70 (39) :7010-7015
[9]  
MURAKAMI Y, 1982, B JPN SOC SCI FISH, V48, P69
[10]   New drugs from marine microbes: the tide is turning [J].
Newman, David J. ;
Hill, Russell T. .
JOURNAL OF INDUSTRIAL MICROBIOLOGY & BIOTECHNOLOGY, 2006, 33 (07) :539-544