We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Syntheses and Glycosidase Inhibitory Activities, and in Silico Docking Studies of Pericosine E Analogs Methoxy-Substituted at C6.
- Authors
Usami, Yoshihide; Higuchi, Megumi; Mizuki, Koji; Yamamoto, Mizuki; Kanki, Mao; Nakasone, Chika; Sugimoto, Yuya; Shibano, Makio; Uesawa, Yoshihiro; Nagai, Junko; Yoneyama, Hiroki; Harusawa, Shinya
- Abstract
Inspired by the significant α-glucosidase inhibitory activities of (+)- and (−)-pericosine E, we herein designed and synthesized 16 analogs of these marine natural products bearing a methoxy group instead of a chlorine atom at C6. Four of these compounds exhibited moderate α-glucosidase inhibitory activities, which were weaker than those of the corresponding chlorine-containing species. The four compounds could be prepared by coupling reactions utilizing the (−)-pericosine B moiety. An additional in silico docking simulation suggested that the reason of reduced activity of the C6-methoxylated analogs might be an absence of hydrogen bonding between a methoxy group with the surrounding amino acid residues in the active site in α-glucosidase.
- Subjects
MARINE natural products; AMINO acid residues; GLUCOSIDASES; MOLECULAR docking; METHOXY group; METHOXY compounds; HYDROGEN bonding
- Publication
Marine Drugs, 2020, Vol 18, Issue 4, p221
- ISSN
1660-3397
- Publication type
Article
- DOI
10.3390/md18040221