芸薹素

化合物

芸薹素(英語:brassinin)是一种有机化合物,化学式C11H12N2S2,可见于萝卜[1][2]芸薹[3]芥菜[4]等物种。

芸薹素
英文名 brassinin
别名 芸薹宁
芸苔素
蔓菁素
识别
CAS号 105748-59-2
PubChem 3035211
ChemSpider 2299508
SMILES
 
  • CSC(=S)NCC1=CNC2=CC=CC=C21
InChI
 
  • InChI=1S/C11H12N2S2/c1-15-11(14)13-7-8-6-12-10-5-3-2-4-9(8)10/h2-6,12H,7H2,1H3,(H,13,14)
InChIKey QYKQWFZDEDFELK-UHFFFAOYSA-N
ChEBI 38119
性质
化学式 C11H12N2S2
摩尔质量 236.36 g·mol−1
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

合成

编辑

芸薹素可以吲哚-3-甲胺維基數據所列Q27133571二硫化碳碘甲烷为原料,在碱存在下反应制得。[5]

参考资料

编辑
  1. ^ Mitsuo Takasugi; Kenji Monde; Nobukatsu Katsui; Akira Shirata. Spirobrassinin, a Novel Sulfur-containing Phytoalexin from the DaikonRhaphanus sativusL. var.hortensis(Cruciferae). Chemistry Letters. 1987-08, 16 (8). doi:10.1246/CL.1987.1631. 
  2. ^ Kenji Monde; Mitsuo Takasugi; Akira Shirata. Three sulphur-containing stress metabolites from Japanese radish. Phytochemistry. 1995-06, 39 (3). doi:10.1016/0031-9422(95)00011-U. 
  3. ^ F I Okanga. The cruciferous phytoalexins brassinin and cyclobrassinin are intermediates in the biosynthesis of brassilexin. Bioorganic & Medicinal Chemistry Letters. 1998-11, 8 (21). doi:10.1016/S0960-894X(98)00564-2 (英语). 
  4. ^ Kenji Monde; Keiji Sasaki; Akira Shirata; Mitsuo Takasugi. 4-Methoxybrassinin, a sulphur-containing phytoalexin from Brassica oleracea. Phytochemistry. 1990-01, 29 (5). doi:10.1016/0031-9422(90)80108-S. 
  5. ^ M. Soledade C. Pedras, Mukund Jha. Toward the control of Leptosphaeria maculans: Design, syntheses, biological activity, and metabolism of potential detoxification inhibitors of the crucifer phytoalexin brassinin. Bioorganic & Medicinal Chemistry, 2006. 14 (14): 4958-4979. doi:10.1016/j.bmc.2006.03.014.