Honaucins A-C, potent inhibitors of inflammation and bacterial quorum sensing: synthetic derivatives and structure-activity relationships.
Honaucins A-C, potent inhibitors of inflammation and bacterial quorum sensing: synthetic derivatives and structure-activity relationships.
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DOI：
10.1016/j.chembiol.2012.03.014
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发表时间：
2012-05-25
影响因子：
--
通讯作者：
Gerwick WH
中科院分区：
文献类型：
--
作者：
Choi H;Mascuch SJ;Villa FA;Byrum T;Teasdale ME;Smith JE;Preskitt LB;Rowley DC;Gerwick L;Gerwick WH
蜜环素A-C是从在夏威夷海岸发现的过度生长的珊瑚蓝藻Leptolyngbya cross byana中分离出来的。蜜环素A是由(S)-3-羟基-γ-丁内酯和4-氯代胡萝卜酸通过酯键连接而成。霍诺卡菌素A及其两个天然类似物对哈维氏弧菌BB120的生物发光(一种依赖于群体感应的表型)以及内毒素刺激的小鼠巨噬细胞系RAW264.7的一氧化氮产生具有很强的抑制作用。一氧化氮产生的减少伴随着几种促炎细胞因子转录的减少，其中最显著的是白细胞介素1β。和厚朴素A的合成以及一些类似物的合成和随后在抗炎和群体感应抑制生物测定中的评价揭示了这一化学类别活性的基本结构特征，并提供了在这两种测定中具有更大效力的类似物。
Honaucins A–C were isolated from the cyanobacterium Leptolyngbya crossbyana which was found overgrowing corals on the Hawaiian coast. Honaucin A consists of (S)-3-hydroxy-γ-butyrolactone and 4-chlorocrotonic acid which are connected via an ester linkage. Honaucin A and its two natural analogs exhibit potent inhibition of bioluminescence, a quorum sensing-dependent phenotype, in Vibrio harveyi BB120 as well as of lipopolysaccharide-stimulated nitric oxide production in the murine macrophage cell line RAW264.7. The decrease in nitric oxide production was accompanied by a decrease in the transcripts of several pro-inflammatory cytokines, most dramatically interleukin-1β. Synthesis of honaucin A as well as a number of analogs and subsequent evaluation in anti-inflammation and quorum sensing inhibition bioassays revealed the essential structural features for activity in this chemical class, and provided analogs with greater potency in both assays.
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影响因子：
56.9
作者：
Kravchenko, Vladimir V.;Kaufmann, Gunnar F.;Ulevitch, Richard J.
通讯作者：
Ulevitch, Richard J.
影响因子：
5.1
作者：
Clark, Benjamin R.;Engene, Niclas;Teasdale, Margaret E.;Rowley, David C.;Matainaho, Teatulohi;Valeriote, Frederick A.;Gerwick, William H.
通讯作者：
Gerwick, William H.
影响因子：
3.2
作者：
Henke, JM;Bassler, BL
通讯作者：
Bassler, BL
影响因子：
5.1
作者：
Choi, Hyukjae;Engene, Niclas;Smith, Jennifer E.;Preskitt, Linda B.;Gerwick, William H.
通讯作者：
Gerwick, William H.
影响因子：
4.4
作者：
Ogier JC;Calteau A;Forst S;Goodrich-Blair H;Roche D;Rouy Z;Suen G;Zumbihl R;Givaudan A;Tailliez P;Médigue C;Gaudriault S
通讯作者：
Gaudriault S