109784-16-9Relevant academic research and scientific papers
Synthetic analogues of the montanine-type alkaloids with activity against apoptosis-resistant cancer cells
Govindaraju, Karthik,Ingels, Aude,Hasan, Md Nabiul,Sun, Dandan,Mathieu, Veronique,Masi, Marco,Evidente, Antonio,Kornienko, Alexander
, p. 589 - 593 (2018)
In a search of small molecules active against apoptosis-resistant cancer cells, a skeletal rearrangement of alkaloid haemanthamine was utilized to generate a series of compounds possessing the alkaloid montanine ring system. The synthesized compounds were found to inhibit proliferation of cancer cells resistant to apoptosis at micromolar concentrations. Selected compounds were also active against patient-derived glioblastoma cells expressing stem-cell markers. This is the first report describing the preparation of synthetic analogues of the montanine-type alkaloids with antiproliferative activity. The compounds prepared in the current investigation appear to be a useful starting point for the development of agents to fight cancers with apoptosis resistance, and thus, associated with poor prognoses.
An expedient route to montanine-type amaryllidaceae alkaloids: Total syntheses of (-)-brunsvigine and (-)-manthine
Hong, An-Wei,Cheng, Tsung-Hui,Raghukumar, Vellingiri,Sha, Chin-Kang
, p. 7580 - 7585 (2008/12/22)
(Chemical Equation Presented) The first total syntheses of (-)-brunsvigine (1) and (-)-manthine (2) were accomplished in 10 and 18 steps, respectively. (-)-Quinic acid was converted to enone 12 in live steps. Iodination of enone 12 followed by stereoselec
