Isolation, Structural Characterization and Antidiabetic Activity of New Diketopiperazine Alkaloids from Mangrove Endophytic Fungus Aspergillus sp. 16-5c

Six new DIKETOPIPERAZINE alkaloids aspergiamides A-F ( - ), together with ten known alkaloids ( - ), were isolated from the mangrove endophytic fungus sp. 16-5c. The structures of the new compounds were elucidated based on 1D/2D NMR spectroscopic and HR-ESIMS data analyses. The absolute configuratio...

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Published in:Marine drugs 2021-07, Vol.19 (7), p.402
Main Authors: Ye, Geting, Huang, Cuiying, Li, Jialin, Chen, Tao, Tang, Jing, Liu, Wenbin, Long, Yuhua
Format: Article
Language:English
Subjects:
Alkaloids
Alkaloids - pharmacology
antidiabetic activity
Antidiabetics
Aspergillus
Aspergillus - chemistry
Bio-assays
Bioassays
Carbon
China
Diabetes
Diabetes mellitus
Diabetes Mellitus, Type 2
diketopiperazine alkaloids
Diketopiperazines - pharmacology
Endophytes
Enzymes
Fungi
Glucosidase
Glycoside Hydrolase Inhibitors - pharmacology
Humans
Hydrocarbons
Hypoglycemic Agents - pharmacology
Inhibitory Concentration 50
Insulin resistance
mangrove fungi
Mangroves
Metabolic disorders
Metabolites
NMR
Nuclear magnetic resonance
PTP1B inhibition
Structural analysis
Two dimensional analysis
Wetlands
α-Glucosidase
α-glucosidase inhibition
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Chen, Tao
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Liu, Wenbin
Long, Yuhua
description Six new DIKETOPIPERAZINE alkaloids aspergiamides A-F ( - ), together with ten known alkaloids ( - ), were isolated from the mangrove endophytic fungus sp. 16-5c. The structures of the new compounds were elucidated based on 1D/2D NMR spectroscopic and HR-ESIMS data analyses. The absolute configurations of aspergiamides A-F were established based on the experimental and calculated ECD data. All the compounds were evaluated for the antidiabetic activity against α-glucosidase and PTP1B enzyme. The bioassay results disclosed compounds and exhibited significant α-glucosidase inhibitory with IC values of 18.2 and 7.6 μM, respectively; compounds , , and exhibited moderate α-glucosidase inhibition with IC values ranging from 40.7 to 83.9 μM; while no compounds showed obvious PTP1B enzyme inhibition activity.
doi_str_mv 10.3390/md19070402
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The bioassay results disclosed compounds and exhibited significant α-glucosidase inhibitory with IC values of 18.2 and 7.6 μM, respectively; compounds , , and exhibited moderate α-glucosidase inhibition with IC values ranging from 40.7 to 83.9 μM; while no compounds showed obvious PTP1B enzyme inhibition activity.</description><identifier>ISSN: 1660-3397</identifier><identifier>EISSN: 1660-3397</identifier><identifier>DOI: 10.3390/md19070402</identifier><identifier>PMID: 34356827</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Alkaloids ; Alkaloids - pharmacology ; antidiabetic activity ; Antidiabetics ; Aspergillus ; Aspergillus - chemistry ; Bio-assays ; Bioassays ; Carbon ; China ; Diabetes ; Diabetes mellitus ; Diabetes Mellitus, Type 2 ; diketopiperazine alkaloids ; Diketopiperazines - pharmacology ; Endophytes ; Enzymes ; Fungi ; Glucosidase ; Glycoside Hydrolase Inhibitors - pharmacology ; Humans ; Hydrocarbons ; Hypoglycemic Agents - pharmacology ; Inhibitory Concentration 50 ; Insulin resistance ; mangrove fungi ; Mangroves ; Metabolic disorders ; Metabolites ; NMR ; Nuclear magnetic resonance ; PTP1B inhibition ; Structural analysis ; Two dimensional analysis ; Wetlands ; α-Glucosidase ; α-glucosidase inhibition</subject><ispartof>Marine drugs, 2021-07, Vol.19 (7), p.402</ispartof><rights>2021 by the authors. 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subjects Alkaloids
Alkaloids - pharmacology
antidiabetic activity
Antidiabetics
Aspergillus
Aspergillus - chemistry
Bio-assays
Bioassays
Carbon
China
Diabetes
Diabetes mellitus
Diabetes Mellitus, Type 2
diketopiperazine alkaloids
Diketopiperazines - pharmacology
Endophytes
Enzymes
Fungi
Glucosidase
Glycoside Hydrolase Inhibitors - pharmacology
Humans
Hydrocarbons
Hypoglycemic Agents - pharmacology
Inhibitory Concentration 50
Insulin resistance
mangrove fungi
Mangroves
Metabolic disorders
Metabolites
NMR
Nuclear magnetic resonance
PTP1B inhibition
Structural analysis
Two dimensional analysis
Wetlands
α-Glucosidase
α-glucosidase inhibition
title Isolation, Structural Characterization and Antidiabetic Activity of New Diketopiperazine Alkaloids from Mangrove Endophytic Fungus Aspergillus sp. 16-5c
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