کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5270489 1385418 2014 5 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Sanguinamide B analogs: identification of active macrocyclic structures
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Sanguinamide B analogs: identification of active macrocyclic structures
چکیده انگلیسی

We report the synthesis of three new sanguinamide B (San B) analogs. We substituted in amino acids along the San B backbone with an N-Me, glycine, or an aromatic moiety (Phe or d-Phe) generating twelve derivatives in total. Testing in HCT-116 colon cancer cell lines resulted in establishing a structure-activity relationship. Our data show that the substitution of l- or d-Phe adjacent to the thiazole in the San B backbone locks the macrocycle into a single conformer, but only d-Phe analogs are cytotoxic. We demonstrate that the conformation of the macrocycle is extremely sensitive to stereochemistry and amino acid placement.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 55, Issue 15, 9 April 2014, Pages 2389-2393
نویسندگان
, , ,