Salacinol, potent antidiabetic principle with unique thiosugar sulfonium sulfate structure from the ayurvedic traditional medicine Salacia reticulata in Sri Lanka and India

被引：259

作者：

Yoshikawa, M

Murakami, T

Shimada, H

Matsuda, H

Yamahara, J

Tanabe, G

Muraoka, O

机构：

[1] RES INST PROD DEV,SAKYO KU,KYOTO 606,JAPAN

[2] KINKI UNIV,FAC PHARMACEUT SCI,HIGASHIOSAKA,OSAKA 577,JAPAN

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 48期

关键词：

D O I：

10.1016/S0040-4039(97)10270-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A most potent natural alpha-glucosidase inhibitor named salacinol has been isolated from an antidiabetic Ayurvedic traditional medicine, Salacia reticulata WIGHT, through bioassay-guided separation. The stereostructure of salacinol was determined on the basis of chemical and physicochemical evidence, which included the X-ray crystallographic analysis, and the molecular conformation showed the unique spiro-like configuration of the inner salt comprised of 1-deoxy-4-thioarabinofuranosyl cation and 1'-deoxyerythrosyl-3'-sulfate anion. (C) 1997 Elsevier Science Ltd.

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页码：8367 / 8370

页数：4

相关论文

共 25 条

[1] SEPARATION OF LITHIUM, SODIUM AND POTASSIUM PRESENT AS SULPHATES AND CITRATES BY MEANS OF PAPER CHROMATOGRAPHY [J].

BURMA, DP .

ANALYTICA CHIMICA ACTA, 1953, 9 (06) :513-517

[2] METHOD FOR ASSAY OF INTESTINAL DISACCHARIDASES [J].

DAHLQVIST, A .

ANALYTICAL BIOCHEMISTRY, 1964, 7 (01) :18-&

[3] Biogenetically important quinonemethides and other triterpenoid constituents of Salacia reticulata [J].

Dhanabalasingham, B ;

Karunaratne, V ;

Tezuka, Y ;

Kikuchi, T ;

Gunatilaka, AAL .

PHYTOCHEMISTRY, 1996, 42 (05) :1377-1385

[4] STUDIES ON TERPENOIDS AND STEROIDS .27. STRUCTURE OF A D-A-FRIEDO-OLEANANE TRITERPENOID FROM SALACIA-RETICULATA AND REVISION OF THE STRUCTURES OF KOKOONOL AND KOKZEYLANOL SERIES OF TRITERPENOIDS [J].

GUNATILAKA, AAL ;

DHANABALASINGHAM, B ;

KARUNARATNE, V ;

KIKUCHI, T ;

TEZUKA, Y .

TETRAHEDRON, 1993, 49 (45) :10397-10404

[5] MODIFIED PROCEDURE FOR RAPID PREPARATION OF EFFICIENTLY TRANSPORTING VESICLES FROM SMALL INTESTINAL BRUSH-BORDER MEMBRANES - THEIR USE IN INVESTIGATING SOME PROPERTIES OF D-GLUCOSE AND CHOLINE TRANSPORT-SYSTEMS [J].

KESSLER, M ;

ACUTO, O ;

STORELLI, C ;

MURER, H ;

MULLER, M ;

SEMENZA, G .

BIOCHIMICA ET BIOPHYSICA ACTA, 1978, 506 (01) :136-154

[6] INHIBITION OF DISACCHARIDE DIGESTION IN RAT INTESTINE BY THE ALPHA-GLUCOSIDASE INHIBITOR ACARBOSE (BAY G 5421) [J].

KRAUSE, HP ;

KEUP, U ;

PULS, W .

DIGESTION, 1982, 23 (04) :232-238

[7] 21-ALPHA,30-DIHYDROXY-D-A-FRIEDOOLEANAN-3-ONE FROM SALACIA-RETICULATA VAR BETA-DIANDRA STEM BARK [J].

KUMAR, V ;

WIJERATNE, DBT ;

ABEYGUNAWARDENA, C .

PHYTOCHEMISTRY, 1990, 29 (01) :333-335

[8] 21-ALPHA,26-DIHYDROXY-D-A-FRIEDOOLEANAN-3-ONE FROM SALACIA-RETICULATA VAR DIANDRA (CELASTRACEAE) [J].

KUMAR, V ;

WAZEER, MIM ;

WIJERATNE, DBT .

PHYTOCHEMISTRY, 1985, 24 (09) :2067-2069

[9]

Matsuda H, 1997, BIOL PHARM BULL, V20, P717, DOI 10.1248/bpb.20.717

[10]

Murakami N, 1996, CHEM PHARM BULL, V44, P469, DOI 10.1248/cpb.44.469