α-Glucosidase Inhibitors from the Marine-Derived Fungus Aspergillus flavipes HN4-13

J Nat Prod. 2016 Nov 23;79(11):2977-2981. doi: 10.1021/acs.jnatprod.6b00766. Epub 2016 Nov 14.

Abstract

Three new butenolide derivatives, flavipesolides A-C (1-3), along with 13 known compounds (4-13, aspulvinone Q, monochlorosulochrin, and dihydrogeodin), were isolated from the marine-derived Aspergillus flavipes HN4-13 from a Lianyungang coastal sediment sample. The structures were elucidated by spectroscopic evidence. Compounds 4-6 and 9 were noncompetitive α-glucosidase inhibitors with Ki/IC50 values of 0.43/34, 2.1/37, 0.79/19, and 2.8/90 μM, respectively. Compounds 1-3, 8, 10, and 13 are mixed α-glucosidase inhibitors with Ki/IC50 values of (2.5, 19)/44, (3.4, 14)/57, (9.2, 4.7)/95, (6.3, 5.5)/55, (1.4, 0.60)/9.9, and (2.5, 7.2)/33 μM, respectively (IC50 101 μM for acarbose and 79 μM for 1-deoxynojirimycin).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 1-Deoxynojirimycin / pharmacology
  • 4-Butyrolactone / analogs & derivatives
  • Acarbose / pharmacology
  • Aspergillus / chemistry*
  • Glycoside Hydrolase Inhibitors / chemistry
  • Glycoside Hydrolase Inhibitors / isolation & purification*
  • Glycoside Hydrolase Inhibitors / pharmacokinetics
  • Glycoside Hydrolase Inhibitors / pharmacology*
  • Hypoglycemic Agents / chemistry
  • Hypoglycemic Agents / isolation & purification*
  • Hypoglycemic Agents / pharmacokinetics
  • Hypoglycemic Agents / pharmacology
  • Marine Biology
  • Molecular Structure
  • alpha-Glucosidases / metabolism

Substances

  • Glycoside Hydrolase Inhibitors
  • Hypoglycemic Agents
  • flavipesolide A
  • flavipesolide B
  • flavipesolide C
  • 1-Deoxynojirimycin
  • butenolide
  • alpha-Glucosidases
  • 4-Butyrolactone
  • Acarbose