1-methyl-2-[(Z)-4'-tridecenyl]-4(1H)-quinolone | 250293-82-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-methyl-2-[(Z)-4'-tridecenyl]-4(1H)-quinolone
• 英文别名: 1-methyl-2-[(Z)-tridec-4-enyl]quinolin-4-one
• CAS: 250293-82-4
• 化学式: C₂₃H₃₃NO
• 分子量: 339.521
• InChiKey: WNIWGEFICQCVPC-KHPPLWFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-methyl-2-[(Z)-4'-tridecenyl]-4(1H)-quinolone 在 10% palladium on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以95%的产率得到二氢吴茱萸新碱
  参考文献：
  名称：

  Design, synthesis and antimycobacterial activities of 1-methyl-2-alkenyl-4(1H)-quinolones

  摘要：

  A series of 23 new 1-methyl-2-alkenyl-4(1H)quinolones have been synthesized and evaluated in vitro for their antimycobacterial activities against fast growing species of mycobacteria, such as Mycobacterium fortuitum, M. smegmatis and M. phlei. The compounds displayed good to excellent inhibition of the growth of the mycobacterial test strains with improved antimycobacterial activity compared to the hit compound, evocarpine. The most active compounds, which possessed chain length of 11-13 carbons at position-2 displayed potent inhibitory effects with an MIC value of 1.0 mg/L. In a human diploid embryonic lung cell line, MRC-5 cytotoxicity assay, the alkaloids showed weak to moderate cytotoxic activity. Biological evaluation of these evocarpine analogues on the less pathogenic fast growing strains of mycobacteria showed an interesting antimycobacterial profile and provided significant insight into the structure-activity relationships. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.060
• 作为产物：
  描述：

  5-溴戊酸 在 sodium hexamethyldisilazane 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 、 正庚烷 、 乙基苯 、 甲苯 为溶剂， 反应 57.5h， 生成 1-methyl-2-[(Z)-4'-tridecenyl]-4(1H)-quinolone
  参考文献：
  名称：

  Design, synthesis and antimycobacterial activities of 1-methyl-2-alkenyl-4(1H)-quinolones

  摘要：

  A series of 23 new 1-methyl-2-alkenyl-4(1H)quinolones have been synthesized and evaluated in vitro for their antimycobacterial activities against fast growing species of mycobacteria, such as Mycobacterium fortuitum, M. smegmatis and M. phlei. The compounds displayed good to excellent inhibition of the growth of the mycobacterial test strains with improved antimycobacterial activity compared to the hit compound, evocarpine. The most active compounds, which possessed chain length of 11-13 carbons at position-2 displayed potent inhibitory effects with an MIC value of 1.0 mg/L. In a human diploid embryonic lung cell line, MRC-5 cytotoxicity assay, the alkaloids showed weak to moderate cytotoxic activity. Biological evaluation of these evocarpine analogues on the less pathogenic fast growing strains of mycobacteria showed an interesting antimycobacterial profile and provided significant insight into the structure-activity relationships. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.060

文献信息

• [EN] NOVEL MICROORGANISM HAVING ANTIBACTERIAL ACTIVITY AND METHOD FOR PRODUCING PSEUDANE USING SAME<br/>[FR] NOUVEAU MICROORGANISME AYANT UNE ACTIVITÉ ANTIBACTÉRIENNE ET PROCÉDÉ DE PRODUCTION DE PSEUDANE L'UTILISANT<br/>[KO] 항균활성을 갖는 신규 미생물 및 그를 이용한 슈덴 생산방법
  申请人：REPUBLIC OF KOREA (REPRESENTED BY NAT FISHERIES RES AND DEBELOPMENT INSTITUTE)

  公开号：WO2016171533A1

  公开（公告）日：2016-10-27

  본 발명은 붉은멍게 내장시료로부터 분리된 항균활성물질 생산능이 우수한 미생물인 신규 슈도알테르모나스 속 M2 균주, 상기 균주로부터 생산되는 슈덴 계열 화합물 및 상기 슈덴계열 화합물을 유효성분으로 함유하는 피부 미백제를 제공한다.