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    Merocyclophanes A and B, Antiproliferative Cyclophanes from the Cultured Terrestrial Cyanobacterium Nostoc sp.

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    Date
    2012-07
    Author
    Kang, Hahk-Soo
    Santarsiero, Bernard D.
    Kim, Hyunjung
    Krunic, Aleksej
    Shen, Qi
    Swanson, Steven M.
    Chai, Hee-Byung
    Kinghorn, A. Douglas
    Orjala, Jimmy
    Publisher
    Elsevier
    Metadata
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    Abstract
    The cell extract of a cultured terrestrial Nostoc sp. (UIC 10062), obtained from a sample collected at Grand Mere State park in Michigan, displayed antiproliferative activity against the HT-29 human colon cancer cell line. Bioactivity-guided fractionation of the cell extract, combined with LC-MS analysis, led to the isolation of two new cyclophanes, named merocyclophanes A and B (1 and 2). The planar structures were determined by various spectroscopic techniques including HRESIMS, and 1D and 2D NMR experiments. The stereoconfiguration was assigned on the basis of X-ray crystallographic and CD analyses. The structures of merocyclophanes A and B (1 and 2) revealed a new natural [7.7]paracyclophane skeleton characterized by α-branched methyls at C-1/14. Merocyclophanes A and B (1 and 2) displayed antiproliferative activity against the HT-29 human colon cancer cell line with IC50 values of 3.3 and 1.7 μM, respectively.
    Subject
    Cyanobacterium
    Antiproliferative activity
    HT-29 human colon cancer cells
    Type
    Article
    Date available in INDIGO
    2013-11-08T16:42:20Z
    URI
    http://hdl.handle.net/10027/10428
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    • Publications - Medicinal Chemistry and Pharmacognosy

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