Stereoselective first total synthesis, confirmation of the absolute configuration and bioevaluation of botryolide-E

DK Reddy, V Shekhar, P Prabhakar, DC Babu… - Bioorganic & medicinal …, 2011 - Elsevier
DK Reddy, V Shekhar, P Prabhakar, DC Babu, D Ramesh, B Siddhardha, USN Murthy…
Bioorganic & medicinal chemistry letters, 2011Elsevier
A simple, first stereoselective total synthesis of botryolide-E has been described. The
synthesis started from propylene oxide employing Jacobsen's hydrolytic kinetic resolution
(HKR), selective epoxide opening, sharpless asymmetric dihydroxylation, one pot acetonide
deprotection and lactonization as key steps. Further, the synthesis confirms the absolute
configuration of the natural product botryolide-E and we evaluated the biological behavior of
natural product botryolide-E against a panel of bacteria and fungi. Botryolide-E exhibits …
A simple, first stereoselective total synthesis of botryolide-E has been described. The synthesis started from propylene oxide employing Jacobsen’s hydrolytic kinetic resolution (HKR), selective epoxide opening, sharpless asymmetric dihydroxylation, one pot acetonide deprotection and lactonization as key steps. Further, the synthesis confirms the absolute configuration of the natural product botryolide-E and we evaluated the biological behavior of natural product botryolide-E against a panel of bacteria and fungi. Botryolide-E exhibits significant potent activity against Staphylococcus aureus (MTCC 96) (6.25μg/ml), good against Escherichia coli (MTCC 443) (12.5μg/ml), Bacillus subtilis (MTCC 441) (25μg/ml) and compound 1 exhibited good to moderate antifungal activity.
Elsevier
以上显示的是最相近的搜索结果。 查看全部搜索结果