On the structure of the bioactive constituent from ayurvedic medicine Salacia reticulata: revision of the literature

被引：60

作者：

Muraoka, Osamu ^{[1
]}

Xie, Weijia ^{[1
]}

Tanabe, Genzoh ^{[1
]}

Amer, Mumen F. A. ^{[1
]}

Minematsu, Toshie ^{[1
]}

Yoshikawa, Masayuki ^{[2
]}

机构：

[1] Kinki Univ, Sch Pharm, Osaka 5778502, Japan

[2] Kyoto Pharmaceut Univ, Yamashina Ku, Kyoto 6078412, Japan

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 51期

关键词：

D O I：

10.1016/j.tetlet.2008.10.036

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reported structure of a potent a-glucosidase inhibitor 7 isolated recently from ayurvedic medicine Salacia reticulata was found incorrect, and the compound was proved to be de-O-sulfated kotalanol 4. Discussion and detailed analysis of the spectral data leading to the revised structure are presented. (C) 2008 Elsevier Ltd. All rights reserved.

引用

收藏

页码：7315 / 7317

页数：3

相关论文

共 16 条

[1]

BERNARD ZL, 1989, J ANTIBIOT, V42, P557

[2] Synthesis of 2-deoxy-2-fluoro and 1,2-ene derivatives of the naturally occurring glycosidase inhibitor, salacinol, and their inhibitory activities against recombinant human maltase glucoamylase [J].

Choubdar, Niloufar ;

Sim, Lyann ;

Rose, David R. ;

Pinto, B. Mario .

CARBOHYDRATE RESEARCH, 2008, 343 (05) :951-956

[3] Zwitterionic glycosidase inhibitors: salacinol and related analogues [J].

Mohan, Sankar ;

Pinto, B. Mario .

CARBOHYDRATE RESEARCH, 2007, 342 (12-13) :1551-1580

[4] Synthesis and biological evaluation of deoxy salacinols, the role of polar substituents in the side chain on the α-glucosidase inhibitory activity [J].

Muraoka, O ;

Yoshikai, K ;

Takahashi, H ;

Minematsu, T ;

Lu, GX ;

Tanabe, G ;

Wang, T ;

Matsuda, H ;

Yoshikawa, M .

BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (02) :500-509

[5] Synthesis of a nitrogen analogue of salacinol and its α-glucosidase inhibitory activity [J].

Muraoka, O ;

Ying, S ;

Yoshikai, K ;

Matsuura, Y ;

Yamada, E ;

Minematsu, T ;

Tanabe, G ;

Matsuda, H ;

Yoshikawa, M .

CHEMICAL & PHARMACEUTICAL BULLETIN, 2001, 49 (11) :1503-1505

[6] STRUCTURAL ELUCIDATION OF ACULEXIMYCIN .3. PLANAR STRUCTURE OF ACULEXIMYCIN, BELONGING TO A NEW CLASS OF MACROLIDE ANTIBIOTICS [J].

MURATA, H ;

SUZUKI, K ;

TABAYASHI, T ;

HATTORI, C ;

TAKADA, Y ;

HARADA, K ;

SUZUKI, M ;

IKEMOTO, T ;

SHIBUYA, T ;

HANEISHI, T ;

TORIKATA, A ;

ITEZONO, Y ;

NAKAYAMA, N .

JOURNAL OF ANTIBIOTICS, 1995, 48 (08) :838-849

[7] Studies directed toward the stereochemical structure determination of the naturally occurring glucosidase inhibitor, kotalanol: Synthesis and inhibitory activities against human maltase glucoamylase of seven-carbon, chain-extended homologues of salacinol [J].

Nasi, Ravindranath ;

Patrick, Brian O. ;

Sim, Lyann ;

Rose, David R. ;

Pinto, B. Mario .

JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (16) :6172-6181

[8] Hypoglycemic effect of 13-membered ring thiocyclitol, a novel α-glucosidase inhibitor from Kothala-himbutu (Salacia reticulata) [J].

Oe, Hiromi ;

Ozaki, Sei .

BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY, 2008, 72 (07) :1962-1964

[9] α-glucosidase inhibitor from Kothala-himbutu (Salacia reticulata WIGHT) [J].

Ozaki, Sei ;

Oe, Hiromi ;

Kitamura, Shinichi .

JOURNAL OF NATURAL PRODUCTS, 2008, 71 (06) :981-984

[10] Synthesis and elucidation of absolute stereochemistry of salaprinol, another thiosugar sulfonium sulfate from the ayurvedic traditional medicine Salacia prinoides [J].

Tanabe, Genzoh ;

Sakano, Mika ;

Minematsu, Toshie ;

Matusda, Hisashi ;

Yoshikawa, Masayuki ;

Muraoka, Osamu .

TETRAHEDRON, 2008, 64 (43) :10080-10086