In silico design, synthesis and evaluation of 3 '-O-benzylated analogs of salacinol, a potent alpha-glucosidase inhibitor isolated from an Ayurvedic traditional medicine "Salacia"

• Published in: Chemical communications (Cambridge, England) Vol. 48; no. 69; pp. 8646 - 8648
• Main Authors: Tanabe, Genzoh, Nakamura, Shinya, Tsutsui, Nozomi, Balakishan, Gorre, Xie, Weijia, Tsuchiya, Satoshi, Akaki, Junji, Morikawa, Toshio, Ninomiya, Kiyofumi, Nakanishi, Isao, Yoshikawa, Masayuki, Muraoka, Osamu
• Format: Journal Article
• Language: English
• Published: CAMBRIDGE Royal Soc Chemistry 07.09.2012
• Subjects: alpha-Glucosidases - chemistry; alpha-Glucosidases - metabolism; Animals; Chemistry; Chemistry, Multidisciplinary; Drug Design; Enzyme Inhibitors - chemistry; Enzyme Inhibitors - isolation & purification; Enzyme Inhibitors - pharmacology; Glycoside Hydrolase Inhibitors; Humans; Hypoglycemic Agents - chemistry; Hypoglycemic Agents - isolation & purification; Hypoglycemic Agents - pharmacology; Models, Molecular; Physical Sciences; Plant Extracts - chemistry; Plant Extracts - isolation & purification; Plant Extracts - pharmacology; Rats; Salacia - chemistry; Science & Technology; Structure-Activity Relationship; Sugar Alcohols - chemistry; Sugar Alcohols - isolation & purification; Sugar Alcohols - pharmacology; Sulfates - chemistry; Sulfates - isolation & purification; Sulfates - pharmacology; MALTASE-GLUCOAMYLASE; REVISION; SIDE-CHAIN; SULFONIUM SULFATE STRUCTURE; BIOLOGICAL EVALUATION; PONKORANOL; KOTALANOL; SUCRASE-ISOMALTASE; RETICULATA; DOMAINS
• ISSN: 1359-7345; 1364-548X
• DOI: 10.1039/c2cc34144a

With the aid of an in silico method, alpha-glucosidase inhibitors with far more potent activities than salacinol (1), a potent natural alpha-glucosidase inhibitor isolated from an Ayurvedic traditional medicine Salacia reticulata, have been developed.