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Novel sesquiterpenes from Schisandra grandiflora: isolation, cytotoxic activity and synthesis of their triazole derivatives using "click" reaction.
Poornima, B; Siva, Bandi; Shankaraiah, G; Venkanna, A; Nayak, V Lakshma; Ramakrishna, Sistla; Venkat Rao, C; Babu, K Suresh.
Afiliación
  • Poornima B; Natural Products Laboratory, Division of Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 607, India.
  • Siva B; Natural Products Laboratory, Division of Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 607, India.
  • Shankaraiah G; Natural Products Laboratory, Division of Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 607, India.
  • Venkanna A; Natural Products Laboratory, Division of Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 607, India.
  • Nayak VL; Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
  • Ramakrishna S; Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
  • Venkat Rao C; Department of Chemistry, Sri Venkateswara University, Tirupati 517502, India.
  • Babu KS; Natural Products Laboratory, Division of Natural Product Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 607, India. Electronic address: suresh@iict.res.in.
Eur J Med Chem ; 92: 449-58, 2015 Mar 06.
Article en En | MEDLINE | ID: mdl-25594739
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.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Sesquiterpenos / Schisandra / Química Clic / Antineoplásicos Fitogénicos Límite: Animals / Humans Idioma: En Revista: Eur J Med Chem Año: 2015 Tipo del documento: Article País de afiliación: India Pais de publicación: Francia

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Sesquiterpenos / Schisandra / Química Clic / Antineoplásicos Fitogénicos Límite: Animals / Humans Idioma: En Revista: Eur J Med Chem Año: 2015 Tipo del documento: Article País de afiliación: India Pais de publicación: Francia