کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1392791 1501161 2012 11 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Synthesis and classical pathway Complement inhibitory activity of C7-functionalized filifolinol derivatives, inspired in K-76 COOH
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Synthesis and classical pathway Complement inhibitory activity of C7-functionalized filifolinol derivatives, inspired in K-76 COOH
چکیده انگلیسی

A series of carboxylic acids carrying various functionalization on C-7 of their common 3H-spiro[benzofuran-2,1′-cyclohexane] skeleton were synthesized from filifolinol, as analogs of the natural Complement inhibitor K-76 COOH. In order to probe the relevance of the C-7 functionalization on their bioactivity, the ability of the analogs to inhibit Complement activation through the classical pathway was determined. The observed results suggest that functionalization of C-7 can modulate the inhibitory activity of the tested compounds. The 7-trifluoromethyl derivative was the compound with the lowest IC50 value among the tested analogs (IC50 = 100 μM), being more potent than K-76 COOH (IC50 = 570 μM).

The synthesis and classical Complement pathway inhibition activity of new filifolinol derivatives carrying C-7 substituents, as analogs of K-76 COOH, are reported. The IC50 of the 7-trifluoromethyl derivatives 23 (IC50 = 100 μM) is lower than that of K-76 COOH (IC50 = 570 μM), being the most potent of the series.Figure optionsDownload as PowerPoint slideHighlights
► New filifolinol derivatives inspired in natural Complement inhibitor K-76 are bioactive.
► Functionalization of C-7 of filifolinol modulates bioactivity in the classical Complement pathway inhibition assay.
► Compound 23 (R7 = CF3) resulted the most potent analog 23 (IC50 = 100 μM; IC50 of K-76 COOH = 570 μM).

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: European Journal of Medicinal Chemistry - Volume 55, September 2012, Pages 74–84
نویسندگان
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