Total Structure Determination of Grassypeptolide, a New Marine Cyanobacterial Cytotoxin

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• 作者：Jason C. Kwan ; James R. Rocca ; Khalil A. Abboud ; Valerie J. Paul ; Hendrik Luesch
• 刊名：Organic Letters
• 出版年：2008
• 出版时间：March 6, 2008
• 年：2008
• 卷：10
• 期：5
• 页码：789 - 792
• 全文大小：338K
• 年卷期：v.10,no.5(March 6, 2008)
• ISSN：1523-7052

文摘

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A collection of the cyanobacterium Lyngbya confervoides off Grassy Key in Florida yielded grassypeptolide (1), a 31-membered macrocyclicdepsipeptide with unusually high D-amino acid content, two thiazolines, and one fchars/beta2.gif" BORDER=0 ALIGN="middle">-amino acid. We report the rigorous 3D structure determinationand conformational analysis in solution and solid state by NMR, MS, X-ray crystallography, chemical degradation, and molecular modelinginvolving distance geometry and restrained molecular dynamics. Grassypeptolide (1) inhibited cancer cell growth with IC₅₀ values from 1.0 to4.2 f">M.