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Title: Serpulanines A to C, N‐Oxidized Tyrosine Derivatives Isolated from the Sri Lankan Fungus Serpula sp.: Structure Elucidation, Synthesis, and Histone Deacetylase Inhibition
Authors: Williams, David E.
Gunasekara, Niranjan W.
Ratnaweera, Pamoda B.
Zheng, Zehua
Ellis, Samantha
Dada, Sarah
Patrick, Brian O.
Wijesundera, Ravi L. C.
Nanayakkara, C.M.
Jefferies, Wilfred A.
de Silva, E. Dilip
Andersen, Raymond J.
Issue Date: 2018
Citation: David E. Williams, Niranjan W. Gunasekara, Pamoda B. Ratnaweera, ZehuaZheng, Samantha Ellis, Sarah Dada, Brian O. Patrick, Ravi L. C. Wijesundera, Chandrika M. Nanayakkara, Wilfred A. Jefferies, E. Dilip de Silva, and Raymond J. Andersen (2018). Serpulanines A to C, N Oxidized Tyrosine Derivatives Isolatedfrom the Sri Lankan Fungus Serpulasp.: Structure Elucidation, Synthesis, and Histone Deacetylase Inhibition, Journal of Natural Products81 pg. 78-84
Abstract: Serpulanines A (1), B (2), and C (3) have been isolated from extracts of the rare Sri Lankan macrofungus Serpula sp. The structures of 1, 2, and 3 were elucidated by a combination of spectroscopic and single-crystal X-ray diffraction analyses. Serpulanines A (1) and B (2) both contain the rare (E)-2-hydroxyimino hydroxamic acid functional group array. A proposed biogenesis for serpulanine B (2) suggests that its (E)-2-hydroxyimino hydroxamic acid moiety arises from a diketopiperazine precursor. Synthetic serpulanine A (1) inhibited class I/II histone deacetylases in murine metastatic lung carcinoma cells with an IC50 of 7 μM.
URI: DOI:10.1021/acs.jnatprod.7b00680
Appears in Collections:Department of Plant Sciences

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