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Issue 2, 2017
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Synthesis and biological evaluation of (−)-kunstleramide and its derivatives

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Stereoselective total synthesis of (−)-kunstleramide, a cytotoxic dienamide from the bark of Beilschmiedia kunstleri gamble, has been accomplished by using Keck's asymmetric allylation and Trost isomerization as key reactions. Application of the developed strategy for the synthesis of a series of amide analogues (8–22) was also reported. Furthermore, the synthesized compounds were evaluated for their in vitro anti-proliferative activities against human epithelial lung carcinoma (A549), human epithelial cervical cancer (HeLa), human breast adenocarcinoma (MCF7) and human neuroblastoma (IMR32) cell lines using the SRB assay. All the compounds show moderate anti-proliferative activity against all cell lines. Some of the piperazine derivatives (17–22) strongly inhibit the growth of breast cancer cells with IC50 values of 8–20 μM.

Graphical abstract: Synthesis and biological evaluation of (−)-kunstleramide and its derivatives

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The article was received on 02 Nov 2016, accepted on 08 Dec 2016 and first published on 09 Dec 2016

Article type: Research Article
DOI: 10.1039/C6MD00606J
Citation: Med. Chem. Commun., 2017,8, 394-404

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    Synthesis and biological evaluation of (−)-kunstleramide and its derivatives

    R. Venkateshwarlu, B. Chinnababu, U. Ramulu, K. Purushotham Reddy, M. Damoder Reddy, P. Sowjanya, P. Venkateswara Rao and S. Aravind, Med. Chem. Commun., 2017, 8, 394
    DOI: 10.1039/C6MD00606J

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