抗肿瘤药物。545. 从亚洲海洋软体动物Turbo stenogyrus中分离出土曲霉抑素1 - 4及其结构。
Antineoplastic agents. 545. Isolation and structure of turbostatins 1-4 from the Asian marine mollusk Turbo stenogyrus.
作者信息
Pettit George R, Tang Yuping, Knight John C
机构信息
Cancer Research Institute and Department of Chemistry and Biochemistry, Arizona State University, PO Box 872404, Tempe, Arizona 85287-2404, USA.
出版信息
J Nat Prod. 2005 Jul;68(7):974-8. doi: 10.1021/np040107q.
Abstract
The cancer cell line bioassay-guided separation of an extract from the marine mollusk Turbo stenogyrus led to the isolation of four new cerebrosides designated turbostatins 1-4 (1-4). The structure of each glycolipid was determined by interpreting results of a series of HR-APCI-MS and NMR (1D and 2D) spectral analyses. All four turbostatins exhibited significant (GI50 0.15-2.6 microg/mL) cancer cell growth inhibition against the murine P388 lymphocytic leukemia and a panel of human cancer cell lines.
摘要
对海洋软体动物扁玉螺提取物进行癌细胞系生物测定导向分离，得到了四种新的脑苷脂，命名为扁玉螺素1 - 4（1 - 4）。通过解读一系列高分辨大气压化学电离质谱（HR - APCI - MS）和核磁共振（1D和2D）光谱分析结果，确定了每种糖脂的结构。所有四种扁玉螺素对小鼠P388淋巴细胞白血病和一组人类癌细胞系均表现出显著的（半数抑制浓度GI50为0.15 - 2.6微克/毫升）癌细胞生长抑制作用。
相似文献
1
Antineoplastic agents. 545. Isolation and structure of turbostatins 1-4 from the Asian marine mollusk Turbo stenogyrus.
J Nat Prod. 2005 Jul;68(7):974-8. doi: 10.1021/np040107q.
2
Keenamide A, a bioactive cyclic peptide from the marine mollusk Pleurobranchus forskalii.
J Nat Prod. 1996 Jun;59(6):629-31. doi: 10.1021/np960153t.
3
Antineoplastic agents. 573. isolation and structure of papilistatin from the papilionid butterfly Byasa polyeuctes termessa.
J Nat Prod. 2010 Feb 26;73(2):164-6. doi: 10.1021/np9004689.
4
Antineoplastic agents. 542. Isolation and structure of sesterstatin 6 from the Indian Ocean sponge Hyrtios erecta.
J Nat Prod. 2005 Aug;68(8):1253-5. doi: 10.1021/np0402221.
5
Antineoplastic agents. 560. Isolation and structure of kitastatin 1 from an Alaskan Kitasatospora sp.
J Nat Prod. 2007 Jul;70(7):1069-72. doi: 10.1021/np068072c. Epub 2007 Jul 4.
6
Antineoplastic agents. 535. Isolation and structure of plakorstatins 1 and 2 from the Indo-Pacific sponge Plakortis nigra.
J Nat Prod. 2004 Sep;67(9):1611-3. doi: 10.1021/np040043j.
7
Antineoplastic agents. 587. Isolation and structure of 3-epipancratistatin from Narcissus cv. Ice Follies.
J Nat Prod. 2012 Apr 27;75(4):771-3. doi: 10.1021/np200862y. Epub 2012 Mar 13.
8
Isolation and structure of phakellistatin 14 from the Western Pacific marine sponge Phakellia sp.
J Nat Prod. 2005 Jan;68(1):60-3. doi: 10.1021/np040092w.
9
Antineoplastic agents. 380. Isolation and X-ray crystal structure determination of isoaaptamine from the Republic of Singapore Hymeniacidon sp. and conversion to the phosphate prodrug hystatin 1.
J Nat Prod. 2004 Mar;67(3):506-9. doi: 10.1021/np0204592.
10
Antineoplastic agents. 556. Isolation and structure of Coprinastatin 1 from Coprinus cinereus.
J Nat Prod. 2010 Mar 26;73(3):388-92. doi: 10.1021/np900371j.
引用本文的文献
1
Isolation of New Constituents from Whole Plant of of Saudi Origin.
ACS Omega. 2022 Jun 1;7(23):20332-20338. doi: 10.1021/acsomega.2c02332. eCollection 2022 Jun 14.
2
Induction of Apoptosis by Extract of Persian Gulf Marine Mollusk, through the ROS-Mediated Mitochondrial Targeting on Human Epithelial Ovarian Cancer Cells.
Iran J Pharm Res. 2019 Winter;18(1):263-274.
3
Induction of Apoptosis by an Extract of Persian Gulf Marine Mollusc, Turbo Coronatus through the Production of Reactive Oxygen Species in Mouse Melanoma Cells.
Asian Pac J Cancer Prev. 2018 Dec 25;19(12):3479-3488. doi: 10.31557/APJCP.2018.19.12.3479.
4
Marine Mollusk-Derived Agents with Antiproliferative Activity as Promising Anticancer Agents to Overcome Chemotherapy Resistance.
Med Res Rev. 2017 Jul;37(4):702-801. doi: 10.1002/med.21423. Epub 2016 Dec 7.
5
Ieodoglucomide C and Ieodoglycolipid, New Glycolipids from a Marine-Derived Bacterium Bacillus licheniformis 09IDYM23.
Lipids. 2015 May;50(5):513-9. doi: 10.1007/s11745-015-4014-z. Epub 2015 Apr 18.
6
Neritinaceramides A-E, new ceramides from the marine bryozoan Bugula neritina inhabiting South China Sea and their cytotoxicity.
Mar Drugs. 2014 Apr 2;12(4):1987-2003. doi: 10.3390/md12041987.
7
Marine pharmacology in 2005-2006: antitumour and cytotoxic compounds.
Eur J Cancer. 2008 Nov;44(16):2357-87. doi: 10.1016/j.ejca.2008.07.001. Epub 2008 Aug 11.
本文引用的文献
1
Sphingolipids-Their Metabolic Pathways and the Pathobiochemistry of Neurodegenerative Diseases.
Angew Chem Int Ed Engl. 1999 Jun 1;38(11):1532-1568. doi: 10.1002/(SICI)1521-3773(19990601)38:11<1532::AID-ANIE1532>3.0.CO;2-U.
2
The C-glycoside analogue of the immunostimulant alpha-galactosylceramide (KRN7000): synthesis and striking enhancement of activity.
Angew Chem Int Ed Engl. 2004 Jul 19;43(29):3818-22. doi: 10.1002/anie.200454215.
3
Direct photoaffinity labeling by dolastatin 10 of the amino-terminal peptide of beta-tubulin containing cysteine 12.
J Biol Chem. 2004 Jul 16;279(29):30731-40. doi: 10.1074/jbc.M402110200. Epub 2004 Apr 29.
4
The cerebrosides.
Nat Prod Rep. 2003 Oct;20(5):509-34. doi: 10.1039/b307243f.
5
Pinelloside, an antimicrobial cerebroside from Pinellia ternata.
Phytochemistry. 2003 Oct;64(4):903-6. doi: 10.1016/s0031-9422(03)00421-7.
6
Marine-derived anticancer agents in clinical trials.
Expert Opin Investig Drugs. 2003 Aug;12(8):1367-83. doi: 10.1517/13543784.12.8.1367.
7
Drugs from the deep: marine natural products as drug candidates.
Drug Discov Today. 2003 Jun 15;8(12):536-44. doi: 10.1016/s1359-6446(03)02713-2.
8
The cyanobacterial origin of potent anticancer agents originally isolated from sea hares.
Curr Med Chem. 2002 Oct;9(20):1791-806. doi: 10.2174/0929867023369051.
9
Isolation and structure determination of six glucocerebrosides from the starfish Luidia maculata.
Chem Pharm Bull (Tokyo). 2002 Aug;50(8):1091-6. doi: 10.1248/cpb.50.1091.
10
Synthesis of alpha-galactosyl ceramide, a potent immunostimulatory agent.
J Org Chem. 2002 Jun 28;67(13):4559-64. doi: 10.1021/jo0201530.
Zotero 插件