Kenichi Yashiro’s research while affiliated with Kyoto University and other places

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Publications (12)


ChemInform Abstract: Bioactive Saponins and Glycosides. Part 9. Notoginseng (2): Structures of Five New Dammarane-Type Triterpene Oligoglycosides, Notoginsenoides- E, -G, -H, -I, and -J, and a Novel Acetylenic Fatty Acid Glycoside, Notoginsenic Acid β-Sop
  • Article

December 2010

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107 Reads

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4 Citations

ChemInform

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T. MURAKAMI

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T. UENO

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[...]

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O. TANAKA

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.


ChemInform Abstract: Bioactive Saponins and Glycosides. Part 8. Notoginseng (1): New Dammarane-Type Triterpene Oligoglycosides, Notoginsenosides-A, B, -C, and -D, from the Dried Root of Panax notoginseng (Burk.) F. H. Chen

December 2010

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71 Reads

ChemInform

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.


ChemInform Abstract: Bioactive Saponins and Glycosides. Part 11. Structures of New Dammarane-Type Triterpene Oligoglycosides, Quinquenoside I, II, III, IV, and V, from American Ginseng, the Roots of Panax quinquefolium L

October 2010

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97 Reads

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2 Citations

ChemInform

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.


ChemInform Abstract: Antidiabetic Principles of Natural Medicines. Part 4. Aldose Reductase and α-Glucosidase Inhibitors from the Roots of Salacia oblonga WALL. (Celastraceae): Structure of a New Friedelane-Type Triterpene, Kotalagenin 16Acetate

May 2010

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68 Reads

ChemInform

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.


ChemInform Abstract: Bioactive Saponins and Glycosides. Part 19. Notoginsens. Part 3. Immunological Adjuvant Activity of Notoginsenosides and Related Saponins: Structures of Notoginsenosides-L, -M, and -N from the Roots of Panax notoginseng (Burk.) F. H

May 2010

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54 Reads

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2 Citations

ChemInform

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.


ChemInform Abstract: Kotalanol, a Potent α-Glucosidase Inhibitor with Thiosugar Sulfonium Sulfate Structure, from Antidiabetic Ayurvedic Medicine Salacia reticulata

February 2010

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71 Reads

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31 Citations

ChemInform

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.


Bioactive Saponins and Glycosides. XIX. Notoginseng (3): Immunological Adjuvant Activity of Notoginsenosides and Related Saponins: Structures of Notoginsenosides-L, -M, and -N from the Roots of Panax notoginseng (BURK.) F. H. CHEN.

December 2001

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42 Reads

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73 Citations

Chemical & Pharmaceutical Bulletin

New dammarane-type triterpene saponins, notoginsenosides-L, -M, and -N, were isolated from the glycosidic fraction of the dried roots of Panax notoginseng (Burk.) F. H. Chen. Their structures were elucidated on the basis of chemical and physicochemical evidence. Immunological adjuvant activities of the principal notoginsenosides and related dammarane-type triterpene saponins were examined and notoginsenosides-D, -G, -H, and -K were found to increase the serum IgG level in mice sensitized with ovalbumin.


Antidiabetic Principles of Natural Medicines. IV. Aldose Reductase and .ALPHA.-Glucosidase Inhibitors from the Roots of Salacia oblonga WALL. (Celastraceae). Structure of a New Friedelane-Type Triterpene, Kotalagenin 16-Acetate.

December 1999

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28 Reads

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162 Citations

Chemical & Pharmaceutical Bulletin

The aqueous methanolic extract of an Indian natural medicine, the roots of Salacia oblonga WALL. (Celastraceae), was found to show inhibitory activity on the increase in serum glucose level in sucrose- and maltose-loaded rats. The water-soluble and ethyl acetate-soluble portions from the aqueous methanolic extract showed inhibitory activities on α-glucosidase and aldose reductase, respectively. From the water-soluble portion, potent α-glucosidase inhibitors, salacinol and kotalanol, were isolated, together with nine sugar related components, while a new friedelane-type triterpene, kotalagenin 16-acetate, was isolated from the ethyl acetate-soluble portion along with known diterpenes and triterpenes. The structure of kotalagenin 16-acetate was elucidated on the basis of physicochemical evidence. Principal components from this natural medicine were examined in terms of inhibitory activity on aldose reductase, and the diterpene and triterpene constituents, including the new kotalagenin 16-acetate, were found to be responsible components for the inhibitory activity on aldose reductase.


Kotalanol, a Potent α-Glucosidase Inhibitor with Thiosugar Sulfonium Sulfate Structure, from Antidiabetic Ayurvedic Medicine Salacia reticulata

September 1998

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220 Reads

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280 Citations

Chemical & Pharmaceutical Bulletin

A potent natural alpha-glucosidase inhibitor called kotalanol has been isolated from an antidiabetic traditional Ayurvedic medicine, the roots and stems of Salacia reticulata Wight, through bioassay-guided separation. The structure of kotalanol was elucidated on the basis of chemical and physicochemical evidence to be the inner salt comprised of 1-deoxyheptosyl-3-sulfate anion and 1-deoxy-4-thio-D-arabinofuranosyl sulfonium cation. Kotalanol was found to show more potent inhibitory activity against sucrase than salacinol and acarbose.


Bioactive Saponins and Glycosides. XI. Structures of New Dammarane-Type Triterpene Oligoglycosides, Quinquenosides I, II, III IV, and V, from American Ginseng, the Roots of Panax quinquefolium L.

April 1998

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37 Reads

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60 Citations

Chemical & Pharmaceutical Bulletin

The methanolic extract and 1-butanol-soluble fraction of American ginseng, the roots of Panax quinquefolium L., were found to exhibit a protective effect on liver injury induced by D-galactosamine and lipopolysaccharide. Five new dammarane-type triterpene oligoglycosides called quinquenosides I, II, III, IV, and V were isolated together with fourteen known dammarane-type triterpene oligoglycosides such as chikusetsusaponin IVa, pseudo-ginsenoside-RC1, malonyl-ginsenoside-Rb1, and notoginsenosides-A,-C, and -K from the 1-butanol-soluble fraction. From the ethyl acetate-soluble fraction, four known acetylenic compounds and 6'-O-acetyl ginsenoside-Rg1 were isolated. The structures of quinquenosides I, II, III, IV, and V were determined on the basis of chemical and physicochemical evidence as 3-O-[6-O-(E)-2-butenoyl-beta-D-glucopyranosyl(1-->2)-beta-D- glucopyranosyl]-20-O-(beta-D-glucopyranosyl) 20(S)-protopanaxadiol (quinquenoside I), 3-O-[6-O-(E)-2-octenoyl-beta-D- glucopyranosyl(1-->2)-beta-D-glucopyranosyl]-20-O-[beta-D-glucopyranosyl (1-->6)-beta-D-glucopyranosyl] 20(S)-protopanaxadiol (quinquenoside II), 3-O-[beta-D-glucopyranosyl (1-->2)-6-O-acetyl-beta-D-glucopyranosyl]-20-O-(beta-D-glucopyranosyl) 20(S)-protopanaxadiol (quinquenoside III), 3-O-[beta-D-glucopyranosyl(1-->2)-beta-D-glucopyranosyl]-20-O-beta-D- glucopyranosyl(1-->6)-beta-D-glucopyranosyl]-3 beta, 7 beta, 20(S)-trihydroxydammar-5,24-diene (quinquenoside IV), and 3-O-[beta-D-glucopyranosyl(1-->2)-beta-D-glucopyranosyl]-20-O-[alpha-D- glucopyranosyl(1-->4)-beta-D-glucopyranosyl(1-->6)-beta-D-glucopyranosyl ] 20(S)-protopanaxadiol (quinquenoside V).


Citations (9)


... [5] Aegle marmelos (root), commonly known as Bael, is attributed with anti-nociceptive and antipyretic [6] and hypoglycemic [7,8] activities. Salacia oblonga (root), is a potential antidiabetic drug [9][10][11] as it contains 1.4% of mangiferin. [12] The stem bark of Azadirachta indica possess antidiabetic property. ...

Reference:

Standardization of Madhumukthi Kudineer Chooranum Using Pharmacognostic, Physicochemical and HPTLC Studies
Antidiabetic Principles of Natural Medicines. IV. Aldose Reductase and .ALPHA.-Glucosidase Inhibitors from the Roots of Salacia oblonga WALL. (Celastraceae). Structure of a New Friedelane-Type Triterpene, Kotalagenin 16-Acetate.
  • Citing Article
  • December 1999

Chemical & Pharmaceutical Bulletin

... Panax notoginseng is a famous Chinese medicine, which has been used to treat cardiovascular diseases, inflammation, different body pains, trauma, internal and external bleeding due to injury, etc. [1][2][3]. Chemical and pharmacological studies on P. notoginseng have demonstrated that its major bioactive constituents are triterpene saponins [4][5][6]. Triterpene saponin is an important class of compounds, which is consisted of one or more sugars, linked to a triterpene type of aglycone with four-or five-member ring structures [7]. There were several studies in analyzing triterpene saponins from various plants using highperformance liquid chromatography (HPLC) [8,9]. ...

Bioactive Saponins and Glycosides. IX. Notoginseng (2): Structures of Five New Dammarane-Type Triterpene Oligoglycosides, Notoginsenosides-E, -G, -H, -I, and -J, and a Novel Acetylenic Fatty Acid Glycoside, Notoginsenic Acid .BETA.-Sophoroside, from the Dried Root of Panax notoginseng (BURK.) F. H. CHEN.
  • Citing Article
  • June 1997

Chemical & Pharmaceutical Bulletin

... Other compounds such as, notoginsenic acid betasophoroside, was isolated also from the roots. Various polysaccharides, such as sanchinan-A, arabinogalactan, were isolated from Panax notoginseng and have strong immunostimulatory effects ( Yoshikawa et al., 1997). A small chitinase-like antifungal protein whose molecular weight of 15 kDa was found in the root of this plant. ...

ChemInform Abstract: Bioactive Saponins and Glycosides. Part 9. Notoginseng (2): Structures of Five New Dammarane-Type Triterpene Oligoglycosides, Notoginsenoides- E, -G, -H, -I, and -J, and a Novel Acetylenic Fatty Acid Glycoside, Notoginsenic Acid β-Sop
  • Citing Article
  • December 2010

ChemInform

... Ginsenosides consist of a 4-ring steroid backbone structure [18, 19]. To date, more than 100 types of ginsenosides have been identified and isolated from the various parts of ginseng [9,[20][21][22][23]. Sugar types, quantities, and attachment positions, changeable carbon (C)-20 side chain, and stereoisomerism are the differentiating factors between each of ginsenosides [19, 24]. ...

ChemInform Abstract: Bioactive Saponins and Glycosides. Part 11. Structures of New Dammarane-Type Triterpene Oligoglycosides, Quinquenoside I, II, III, IV, and V, from American Ginseng, the Roots of Panax quinquefolium L
  • Citing Article
  • October 2010

ChemInform

... Historical and present uses of Salacia in India and Japan show that this herbal extract is used as a nutritional adjunct, either as a tea or supplement, taken with meals for its antidiabetic properties. Salacia reticulata[23,[26][27][28][29][30][31][32]and Salacia oblongata[33,34]do lower postprandial glycaemia in patients with type 2 diabetes and metabolic risk factors[35– 37]. Salacia chinensis with a meal suppressed the increases of postprandial blood glucose at 30 minutes after meal. ...

ChemInform Abstract: Kotalanol, a Potent α-Glucosidase Inhibitor with Thiosugar Sulfonium Sulfate Structure, from Antidiabetic Ayurvedic Medicine Salacia reticulata
  • Citing Article
  • February 2010

ChemInform

... Interestingly, the levels of seven most up-regulated metabolites were above 28 times higher than those in NOJM, namely domoic acid, notoginsenoside C, Lys-Ile-Glu, isoputreanine, 5,6-dihydro-5-hydroxy-6-methyl-2H-pyran-2-one, Arg-Leu, and 16-oxoestrone. Notoginsenoside C is a bioactive saponins from the root of panax notoginseng (Yoshikawa et al., 1997); the 5,6-dihydro-5-hydroxy-6-methyl-2H-pyran-2-one was a natural product from fern species (Gyeltshen et al., 2022); their high content in OJM reflects the characteristics of organic pasture. Most peptides in differential metabolites exhibited upregulation in OJM, such as kyotorphin, Arg-Asn, Ile-Ile-Asn, Ile-Ile-Val, Val-Leu-Pro-Val-Pro, Thr-Ala-Val, Lys-Ile-Glu, and Arg-Leu. ...

Bioactive Saponins and Glycosides. VIII. Notoginseng (1): New Dammarane-Type Triterpene Oligoglycosides, Notoginsenosides-A, -B, -C, and -D, from the Dried Root of Panax notoginseng (BURK.) F. H. CHEN.
  • Citing Article
  • July 1997

Chemical & Pharmaceutical Bulletin

... Natural occurring PPD compounds include compounds 1-28. Compounds 29-30 with modified PPD structure were characterized by a double bond between C-5 and C-6 and a hydroxyl group in C-7 was isolated from the roots of P. quinquefolius (Yoshikawa et al., 1998). Compounds 31-39 were clarified as modified PPD structures with variable C-20 side-chains. ...

Bioactive Saponins and Glycosides. XI. Structures of New Dammarane-Type Triterpene Oligoglycosides, Quinquenosides I, II, III IV, and V, from American Ginseng, the Roots of Panax quinquefolium L.
  • Citing Article
  • April 1998

Chemical & Pharmaceutical Bulletin

... The roots and stem contain phytochemicals that can heal a variety of diseases. Tezuka et al. and Yoshikawa et al. found that (Tezuka et al. 1993;Yoshikawa et al. 1998) salcinol and kotalanol extracted from Salacia reticulate block αglucosidase. Rajashree et al. (Rajashree, Bhat, and Ravishankar 2011) found that combining S. reticulata with Catharanthus roseus L produced hypoglycemia and hypolipidemic effects in diabetic rats. ...

Kotalanol, a Potent α-Glucosidase Inhibitor with Thiosugar Sulfonium Sulfate Structure, from Antidiabetic Ayurvedic Medicine Salacia reticulata
  • Citing Article
  • September 1998

Chemical & Pharmaceutical Bulletin

... It shares specific pharmacological effects with other Panax species, such as energizing, antidepressant, proliferative, antioxidative, hemostatic, immunostimulant, tumor therapy, cancer prevention and control, stimulation of female sex hormones, and peripheral vasodilation. 5 In recent years, several studies have provided evidence that P. notoginseng, especially when processed using the same 1 These herbal ingredients underwent testing and met the basic standards, including an average ginsenoside content of G-Rg1 + NR1 + G-Re + G-Rd + G-Rb1 > 12% (see supporting information Figures S1, S2). The samples also passed the criteria for limits for microbio contamination, residues of plant protection products, and limits for heavy metal. ...

Bioactive Saponins and Glycosides. XIX. Notoginseng (3): Immunological Adjuvant Activity of Notoginsenosides and Related Saponins: Structures of Notoginsenosides-L, -M, and -N from the Roots of Panax notoginseng (BURK.) F. H. CHEN.
  • Citing Article
  • December 2001

Chemical & Pharmaceutical Bulletin