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  2. New cycloartane type-triterpenoids from the areal parts of Caragana sukiensis and their biological activities

New cycloartane type-triterpenoids from the areal parts of Caragana sukiensis and their biological activities

  • Eur J Med Chem. 2017 Aug 18:136:74-84. doi: 10.1016/j.ejmech.2017.04.065.
S Divya Reddy 1 Bandi Siva 1 V S Phani Babu 2 M Vijaya 3 V Lakshma Nayak 4 Reeta Mandal 5 Ashok K Tiwari 4 P Shashikala 6 K Suresh Babu 7
Affiliations

Affiliations

  • 1 Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
  • 2 Centre for NMR & Structural Chemistry, CSIR-Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500607, India.
  • 3 Biology Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.
  • 4 Division of Medicinal Chemistry and Biotechnology, CSIR-Indian Institute of Chemical Technology, Hyderabad-500 007, India.
  • 5 Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India; Nepal Academy of Science and Technology, Lalitpur, Nepal.
  • 6 Dept. of Pharmacy, University College of Technology, Osmania University, Hyderabad 500007, India.
  • 7 Division of Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India. Electronic address: suresh@iict.res.in.
Abstract

A comprehensive re-investigation of aerial parts of Caragana sukiensis resulted in the isolation of twelve compounds (1-12) including three new cycloartane type triterpenoids (3-5) respectively. Chemical structures of the isolated compounds were established by analysis of their IR, HRMSESI, 1D and 2D NMR spectroscopic data. In addition, these compounds were evaluated for their cytotoxic activity against Cancer lines (HeLa, A549, MCF-7, DU-145) and Human embryonic kidney cell line (HEK-293). The results indicated that compound 8 showed potent cytotoxic activity against A549 with IC50 value of 1.54 μM which is comparable to standard drug, doxorubicin. Further, flow cytometric analysis showed that compound 8 arrested the cell cycle in the Go/G1 phase leading to apoptotic cell death. In addition, Hoechst 33258 staining, Annexin V-FITC assay and measurement of mitochondrial membrane potential also suggested that 8 induced cell death by Apoptosis. Further, all the isolates were also screened for their antifeedant and insecticidal activity against tobacco caterpillar (Spodoptera litura), using no-choice leaf disk method. Among screened compounds 1, 3, 4, and 6 showed potent antifeedancy with ED50 values of 0.59, 1.19, 0.67, and 1.68 μg/cm2. Overall, this study identified a novel class of cycloartane tritepenoids as potent cyotoxic agents as well as antifeedants.

Keywords

Anti-feedant activity; Cancer cell lines; Caragana sukiensis; Cycloartane type-triterpenoids; Cytotoxic activity.

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