TY - JOUR
T1 - 2,4- and 2,5-disubstituted arylthiazoles
T2 - Rapid synthesis by C-H coupling and biological evaluation
AU - Lohrey, Lilia
AU - Uehara, Takahiro N.
AU - Tani, Satoshi
AU - Yamaguchi, Junichiro
AU - Humpf, Hans Ulrich
AU - Itami, Kenichiro
PY - 2014/6
Y1 - 2014/6
N2 - Life-threatening infections caused by bacteria that have developed resistance to common antibiotics, such as methicillin-resistant Staphylococcus aureus (MRSA), have become a serious problem in hospitals and other areas all over the world. Thus, the development of an effective class of antibiotics against these bacteria is an urgent subject. Herein, we report a step-economical and diversity-oriented synthesis of a series of 2-arylidenehydrazinyl-4- arylthiazole and 2-arylidenehydrazinyl-5-arylthiazole analogues that utilizes C-H coupling methodologies. A library of 54 new congeners were synthesized and tested for their biological potential. Moreover, new knowledge regarding the structure-activity relationships (SARs) of these heterobiaryl compounds was collected.
AB - Life-threatening infections caused by bacteria that have developed resistance to common antibiotics, such as methicillin-resistant Staphylococcus aureus (MRSA), have become a serious problem in hospitals and other areas all over the world. Thus, the development of an effective class of antibiotics against these bacteria is an urgent subject. Herein, we report a step-economical and diversity-oriented synthesis of a series of 2-arylidenehydrazinyl-4- arylthiazole and 2-arylidenehydrazinyl-5-arylthiazole analogues that utilizes C-H coupling methodologies. A library of 54 new congeners were synthesized and tested for their biological potential. Moreover, new knowledge regarding the structure-activity relationships (SARs) of these heterobiaryl compounds was collected.
KW - Antibiotics
KW - C-H arylation
KW - Cross-coupling
KW - Structure-activity relationships
KW - Thiazoles
UR - http://www.scopus.com/inward/record.url?scp=84901380527&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84901380527&partnerID=8YFLogxK
U2 - 10.1002/ejoc.201402129
DO - 10.1002/ejoc.201402129
M3 - Article
AN - SCOPUS:84901380527
SN - 1434-193X
VL - 2014
SP - 3387
EP - 3394
JO - Justus Liebigs Annalen der Chemie
JF - Justus Liebigs Annalen der Chemie
IS - 16
ER -