tetano
Editor, Senior Moderator
Carbohydr Res. 2013 Aug 23;381C:74-82. doi: 10.1016/j.carres.2013.08.010. [Epub ahead of print]
Synthesis and antiviral evaluation of 6'-acylamido-6'-deoxy-α-d-mannoglycerolipids.
Zhang J, Sun Y, Wang W, Zhang X, Li C, Guan H.
Source
Key Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, PR China.
Abstract
Eight new aminomannoglycerolipids (2a-h) with linear, branched, or aromatic acyl chains were synthesized and evaluated for their anti-influenza A virus (IAV) activity. By comparing six mannosyl donors with different protecting and leaving groups, the critical glycosylation reaction employed mannosyl trichloroacetimidate with 2-O-benzoyl protecting group as the donor to give the glycoside with absolute α-anomeric selectivity. The bioactivity results showed that the branched compound 2g could effectively inhibit IAV multiplication in MDCK cells with IC50 69.9μM.
Copyright ? 2013 Elsevier Ltd. All rights reserved.
KEYWORDS:
Aminoglycoglycerolipid, Glycosylation, Influenza A virus, α-Anomeric selectivity
PMID:
24076433
[PubMed - as supplied by publisher]
http://www.ncbi.nlm.nih.gov/pubmed/24076433
Synthesis and antiviral evaluation of 6'-acylamido-6'-deoxy-α-d-mannoglycerolipids.
Zhang J, Sun Y, Wang W, Zhang X, Li C, Guan H.
Source
Key Laboratory of Marine Drugs, Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, PR China.
Abstract
Eight new aminomannoglycerolipids (2a-h) with linear, branched, or aromatic acyl chains were synthesized and evaluated for their anti-influenza A virus (IAV) activity. By comparing six mannosyl donors with different protecting and leaving groups, the critical glycosylation reaction employed mannosyl trichloroacetimidate with 2-O-benzoyl protecting group as the donor to give the glycoside with absolute α-anomeric selectivity. The bioactivity results showed that the branched compound 2g could effectively inhibit IAV multiplication in MDCK cells with IC50 69.9μM.
Copyright ? 2013 Elsevier Ltd. All rights reserved.
KEYWORDS:
Aminoglycoglycerolipid, Glycosylation, Influenza A virus, α-Anomeric selectivity
PMID:
24076433
[PubMed - as supplied by publisher]
http://www.ncbi.nlm.nih.gov/pubmed/24076433