烟曲霉素

化合物

烟曲霉素(英语:Fumagillin,也译为夫马菌素)是一种有机化合物,分子式C26H34O7,1949年分离自烟曲霉Aspergillus fumigatus[1],因而得名,用作抗微生物剂。烟曲霉素与其水解产物烟曲霉醇是有机全合成的重要目标[2][3][4]

烟曲霉素
临床资料
AHFS/Drugs.com国际药品名称
ATC码
识别信息
  • (2E,4E,6E,8E)-10[(3R,4S,5S,6R)-5-methoxy- 4-[(2R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1- oxaspiro[2.5]octan-6-yl]oxy10 -oxodeca-2,4,6,8-tetraenoic acid
CAS号23110-15-8  checkY
PubChem CID
DrugBank
ChemSpider
UNII
ChEBI
ChEMBL
CompTox Dashboard英语CompTox Chemicals Dashboard (EPA)
ECHA InfoCard100.041.288 编辑维基数据链接
化学信息
化学式C26H34O7
摩尔质量458.55 g·mol−1
3D模型(JSmol英语JSmol
  • CC(=CC[C@@H]1[C@@](O1)(C)[C@H]2[C@@H]([C@@H](CC[C@]23CO3)OC(=O)/C=C/C=C/C=C/C=C/C(=O)O)OC)C
  • InChI=1S/C26H34O7/c1-18(2)13-14-20-25(3,33-20)24-23(30-4)19(15-16-26(24)17-31-26)32-22(29)12-10-8-6-5-7-9-11-21(27)28/h5-13,19-20,23-24H,14-17H2,1-4H3,(H,27,28)/b7-5+,8-6+,11-9+,12-10+/t19-,20-,23-,24-,25+,26+/m1/s1 ☒N
  • Key:NGGMYCMLYOUNGM-CSDLUJIJSA-N ☒N

参考文献

编辑
  1. ^ F. R. Hanson, T. E. Elbe, J. Bacteriol. 1949, 58, 527
  2. ^ Corey EJ, Snider BB. A total synthesis of (+-)-fumagillin. Journal of the American Chemical Society. April 1972, 94 (7): 2549–2550. PMID 5016935. doi:10.1021/ja00762a080. 
  3. ^ Kim D, Ahn SK, Bae H, Choi WJ, Kim HS. An asymmetric total synthesis of (−)-fumagillol. Tetrahedron Letters. 1997, 38 (25): 4437–4440. doi:10.1016/S0040-4039(97)00925-8. 
  4. ^ Vosburg DA, Weiler S, Sorensen EJ. A Concise Synthesis of Fumagillol. Angewandte Chemie. April 1999, 38 (7): 971–974. PMID 29711854. doi:10.1002/(SICI)1521-3773(19990401)38:7<971::AID-ANIE971>3.0.CO;2-W.