Crystal Structure of 2-(2-Carboxy-4-hydroxy-6-methoxyphenoxy)-3,5-dichloro-6-hydroxy-4-methylbenzoic Acid 1-Methyl Ester

Suchada Jongrungruangchok; Thammarat Aree; Sanya Sureram; Prasat Kittakoop

首页> 中文期刊> 《结构化学》 >Crystal Structure of 2-(2-Carboxy-4-hydroxy-6-methoxyphenoxy)-3,5-dichloro-6-hydroxy-4-methylbenzoic Acid 1-Methyl Ester

Crystal Structure of 2-(2-Carboxy-4-hydroxy-6-methoxyphenoxy)-3,5-dichloro-6-hydroxy-4-methylbenzoic Acid 1-Methyl Ester

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The title compound,neogeodin hydrate(C17H14Cl2O8,CAS:94540-50-8),was derived from marine fungus Aspergillus terreus CRIM301.It was unequivocally characterized by IR,NMR spectroscopies,and single-crystal X-ray crystallography and tested for various biological activities.Neogeodin hydrate crystallizes in the triclinic space group P1 with a=8.1159(5),b=8.2472(4),c=14.1278(7),=81.448(2)o,=84.860(2)o,=70.400(2)o,V=880.13(8)3;Z=2.It comprises a diphenyl ether,asterric acid skeleton and dichloro substituents.The methoxyphenoxy rings of the inversely related molecules form a ribbon-like structure that is stabilized by O H O hydrogen bonds through the doubly disordered carboxyl groups and by C H O interactions,generating the same R22(8)ring motif.The chlorinated methylbenzoate rings,making mostly a right angle,link the parallel upper and lower ribbons via bifurcated O H O and C H O hydrogen bonds,yielding endless channels.The channels formed are further sustained by C H O andππinteractions.Neogeodin hydrate exhibits inhibition against superoxide anion radical formation in the xanthine/xanthine oxidase(XXO)assay,but has no aromatase inhibitory activity.

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《结构化学》 |2013年第11期|1742-1748|共7页
作者
Suchada Jongrungruangchok; Thammarat Aree; Sanya Sureram; Prasat Kittakoop;
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作者单位

Department of Pharmaceutical Chemistry,Faculty of Pharmacy, Rangsit University, Pathum Thani 12000, Thailand;

Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok 10330, Thailand;

Chulabhorn Research Institute, Vibhavadi-Rangsit Highway, Bangkok 10210, Thailand;

Chulabhorn Research Institute, Vibhavadi-Rangsit Highway, Bangkok 10210, Thailand;

Chulabhorn Graduate Institute and the Center for Environmental Health, Toxicology and Management of Chemicals, Chemical Biology Program,Vibhavadi-Rangsit Highway, Bangkok 10210, Thailand;

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Crystal Structure of 2-(2-Carboxy-4-hydroxy-6-methoxyphenoxy)-3,5-dichloro-6-hydroxy-4-methylbenzoic Acid 1-Methyl Ester

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