Acarviosine-simmondsin, a novel compound obtained from acarviosine-glucose and simmondsin by thermus maltogenic amylase and its in vivo effect on food intake and hyperglycemia

Jin Sook Baek, Hye Young Kim, Thomas P. Abbott, Tae Wha Moon, Soo-Bok Lee, Cheon Seok Park, Kwan Hwa Park

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Simmondsin was modified with acarviosine-glucose using the transglycosylation activity of Thermus maltogenic amylase to synthesize a novel compound with both antiobesity and hypoglycemic activity. The LC/MS and 13C NMR analyses confirmed that the structure of the major transglycosylation product was acarviosine-simmondsin (Acv-simmondsin), in which acarviosine was attached to the glucose moiety of simmondsin by an α-(1,6)-glycosidic linkage. It was found that Acv-simmondsin was a potent competitive inhibitor of α-glucosidase with the Ki value of 0.69 μM and a mixed type inhibitor of α-amylase with the Ki and KI of 20.78 μM and 26.31 μM, respectively. The administration of Acv-simmondsin (0.1 g/100 g diet/day) to mice for 5 days significantly reduced food intake by 35%, compared to 25% with simmondsin in control obese mice. Acv-simmondsin (50 mg/kg BW) suppressed the postprandial blood glucose response to sucrose (1 g/kg BW) by 74%, compared to 71% with acarbose, in normal rats.

Original languageEnglish
Pages (from-to)532-539
Number of pages8
JournalBioscience, Biotechnology and Biochemistry
Volume67
Issue number3
DOIs
Publication statusPublished - 2003 Jan 1

Fingerprint

glucan 1,4-alpha-maltohydrolase
Thermus
Hyperglycemia
Eating
Acarbose
Glucosidases
Obese Mice
Amylases
Nutrition
acarviosine
acarviosine-glucose
simmondsin
Hypoglycemic Agents
Sucrose
Blood Glucose
Rats

All Science Journal Classification (ASJC) codes

  • Biotechnology
  • Analytical Chemistry
  • Biochemistry
  • Applied Microbiology and Biotechnology
  • Molecular Biology
  • Organic Chemistry

Cite this

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abstract = "Simmondsin was modified with acarviosine-glucose using the transglycosylation activity of Thermus maltogenic amylase to synthesize a novel compound with both antiobesity and hypoglycemic activity. The LC/MS and 13C NMR analyses confirmed that the structure of the major transglycosylation product was acarviosine-simmondsin (Acv-simmondsin), in which acarviosine was attached to the glucose moiety of simmondsin by an α-(1,6)-glycosidic linkage. It was found that Acv-simmondsin was a potent competitive inhibitor of α-glucosidase with the Ki value of 0.69 μM and a mixed type inhibitor of α-amylase with the Ki and KI of 20.78 μM and 26.31 μM, respectively. The administration of Acv-simmondsin (0.1 g/100 g diet/day) to mice for 5 days significantly reduced food intake by 35{\%}, compared to 25{\%} with simmondsin in control obese mice. Acv-simmondsin (50 mg/kg BW) suppressed the postprandial blood glucose response to sucrose (1 g/kg BW) by 74{\%}, compared to 71{\%} with acarbose, in normal rats.",
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Acarviosine-simmondsin, a novel compound obtained from acarviosine-glucose and simmondsin by thermus maltogenic amylase and its in vivo effect on food intake and hyperglycemia. / Baek, Jin Sook; Kim, Hye Young; Abbott, Thomas P.; Moon, Tae Wha; Lee, Soo-Bok; Park, Cheon Seok; Park, Kwan Hwa.

In: Bioscience, Biotechnology and Biochemistry, Vol. 67, No. 3, 01.01.2003, p. 532-539.

Research output: Contribution to journalArticle

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AU - Abbott, Thomas P.

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AU - Lee, Soo-Bok

AU - Park, Cheon Seok

AU - Park, Kwan Hwa

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