Premium
Sannamycin‐Type Aminoglycoside Antibiotics – Efficient Syntheses – Biological Activity
Author(s) -
Erbeck Silke,
Liang Xifu,
Hunkler Dieter,
Krieger Richard,
Prinzbach Horst
Publication year - 1998
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199809)1998:9<1935::aid-ejoc1935>3.0.co;2-y
Subject(s) - chemistry , aminoglycoside , glycosyl , glycal , antibiotics , stereochemistry , antibacterial activity , combinatorial chemistry , glycosyl donor , organic chemistry , bacteria , biochemistry , stereoselectivity , catalysis , genetics , biology
Shorter and more efficient routes to 6′‐des( N ‐methyl)sannamycin A ( 1 ) and its 2′‐ epi analog 2 have been elaborated with the proven sannamine‐type acceptor 10 and the glycosyl donors 5 – 8 featuring novel protecting patterns. With glycal 9 as glycosyl donor (and 10 ) an expedient access to 2′‐desamino‐ ( 3 ) and 2′‐desamino‐2′‐ epi ‐hydroxysannamycin A ( 4 ) has been opened. For 4 a modest antibacterial activity was found, while 3 was inactive.