In silico design, synthesis and evaluation of 3′-O-benzylated analogs of salacinol, a potent α-glucosidase inhibitor isolated from an Ayurvedic traditional medicine “Salacia”

Genzoh Tanabe; Shinya Nakamura; Nozomi Tsutsui; Gorre Balakishan; Weijia Xie; Satoshi Tsuchiya; Junji Akaki; Toshio Morikawa; Kiyofumi Ninomiya; Isao Nakanishi; Masayuki Yoshikawa; Osamu Muraoka

doi:10.1039/C2CC34144A

In silico design, synthesis and evaluation of 3′-O-benzylated analogs of salacinol, a potent α-glucosidase inhibitor isolated from an Ayurvedic traditional medicine “Salacia”†

Genzoh Tanabe,^a Shinya Nakamura,^a Nozomi Tsutsui,^a Gorre Balakishan,^a Weijia Xie,^b Satoshi Tsuchiya,^a Junji Akaki,^c Toshio Morikawa,^c Kiyofumi Ninomiya,^c Isao Nakanishi,^a Masayuki Yoshikawa^d and Osamu Muraoka*^a

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* Corresponding authors

^a School of Pharmacy, Kinki University, 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan
E-mail: muraoka@phar.kindai.ac.jp

^b Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tongjia Xiang, Nanjing, Jiang su 210009, PR China
Fax: +86-25-83242366
Tel: +86-25-83271445

^c Pharmaceutical Research and Technology Institute, Kinki University, 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan
Fax: +81-6-6721-2505
Tel: +81-6-6721-2332

^d Kyoto Pharmaceutical University, 1 Shichono-cho, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan
Fax: +81-75-595-4768
Tel: +81-75-595-4633

Abstract

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

Chemical Communications

In silico design, synthesis and evaluation of 3′-O-benzylated analogs of salacinol, a potent α-glucosidase inhibitor isolated from an Ayurvedic traditional medicine “Salacia”†

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In silico design, synthesis and evaluation of 3′-O-benzylated analogs of salacinol, a potent α-glucosidase inhibitor isolated from an Ayurvedic traditional medicine “Salacia”

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