Novel sesquiterpenes from Schisandra grandiflora: Isolation, cytotoxic activity and synthesis of their triazole derivatives using "click" reaction

作者：Poornima B; Siva Bandi; Shankaraiah G; Venkanna A; Nayak V Lakshma; Ramakrishna Sistla; Rao C Venkat; Babu K Suresh^*

来源：European Journal of Medicinal Chemistry, 2015, 92: 449-458.

DOI：10.1016/j.ejmech.2014.12.040

• Schisandra grandiflora
• Sesquiterpenes
• Bestmann-Ohira homologation
• Click reaction
• Triazole derivatives and anti-proliferative activity

Phytochemical investigation of hexane extract from the fruits of Schisandra grandiflora afforded three novel sesquiterpenes (1-3) along with the three known compounds (4-6). The structures of these isolates were determined by extensive analysis of spectroscopic data (1D, 2D NMR). Further, a series of triazole analogues of 3 and 4 were prepared using "Click" reaction protocol. The reaction scheme involving one-carbon homologation of 3 and 4 using the Bestmann-Ohira reagent followed by regioselective Huisgen 1,3-dipolar cycloaddition reaction of various azides leading to the formation of triazole analogues (20a-20k & 21a-21c) which is being reported for the first time. All the triazole products were characterized using spectral data analysis. The anti-proliferative activity of the isolates and the synthetic analogues were studied against Hela (Cervical cancer), A549 (Lung cancer), DU-145 (Prostate cancer), MCF-7 (Breast cancer) and B-16 (Mouse melanoma) cancer cell lines.

• 出版日期2015-3-6