196957-41-2Relevant academic research and scientific papers
Novel Benzo[a]quinolizidine Analogs Induce Cancer Cell Death through Paraptosis and Apoptosis
Zheng, Hongbo,Dong, Yiwen,Li, Lin,Sun, Bin,Liu, Lei,Yuan, Huiqing,Lou, Hongxiang
, p. 5063 - 5076 (2016/06/13)
Paraptosis is nonapoptotic cell death characterized by massive endoplasmic reticulum (ER)- or mitochondria-derived vacuoles. Induction of paraptosis offers significant advantages for the treatment of chemotherapy-resistant tumors compared with anticancer drugs that rely on apoptosis. Because some natural alkaloids induce paraptotic cell death, a novel series of benzo[a]quinolizidine derivatives were synthesized, and their antiproliferative activity and ability to induce cytoplasmic vacuolation were analyzed. Structural optimization led to the identification of the potent compound 22b, which inhibited cancer cell proliferation in vitro and in vivo and profoundly facilitated paraptosis-like cell death and induced caspase-dependent apoptosis. Further investigation revealed that 22b-mediated vacuolation originated from persistent ER stress and upregulation of LC3B. Paraptosis induced by benzo[a]quinolizidine derivatives thus represents an alternative strategy for cancer chemotherapy.
Synthesis of (±)-7-(3,4,5-Trimethoxyphenyl)-7-deoxyidarubicinone. A new family of anthracycline analogues
Caballero, Esther,Medarde, Manuel,De Clairac, Rafael Pelaez-Lamamie,Sahagun, Heidi,Tome, Fernando
, p. 6111 - 6122 (2007/10/03)
The synthesis of the first representative compound of 7-aryl anthracycline analogues, is described. 1-Alkyl-3-trialkylsiloxydienes, prepared from readily available materials, are transformed through a Diels- Alder cycloaddition into a tetracyclic ketone, that is converted into (±)- 7-(3,4,5-trimethoxyphenyl)-7-deoxyidarubicinone. The conformations of the target compound and intermediate products are studied.
Diels-alder reactivity of 1-alkoxyphenyl-3-trialkylsiloxy-1,3-dienes
Adeva, Marta,Caballero, Esther,Garcia, Francine,Medarde, Manuel,Sahagun, Heidi,Tome, Fernando
, p. 6893 - 6896 (2007/10/03)
The synthesis of 1-(3,4,5-trimethoxyphenyl)-3-trialkylsiloxy-1,3-butadienes and their Diels-Alder reaction with selected dienophiles at room temperature is described. These aryldienes are useful building blocks for the synthesis of natural and pharmacological active products, as has been shown by the preparation of a tetracyclic ketone needed for the synthesis of new anthracycline analogues.
