Depsides and depsidones from the soil-derived fungus Aspergillus unguis PSU-RSPG204

Patima Phainuphong; Vatcharin Rukachaisirikul; Souwalak Phongpaichit; Jariya Sakayaroj; Phongthon Kanjanasirirat; Suparerk Borwornpinyo; Nattaphong Akrimajirachoote; Chantapol Yimnual; Chatchai Muanprasat

doi:10.1016/j.tet.2018.07.059

Depsides and depsidones from the soil-derived fungus Aspergillus unguis PSU-RSPG204

Patima Phainuphong
, Vatcharin Rukachaisirikul
, Souwalak Phongpaichit
, Jariya Sakayaroj
, Phongthon Kanjanasirirat
, Suparerk Borwornpinyo
, Nattaphong Akrimajirachoote
, Chantapol Yimnual
, Chatchai Muanprasat

Prince of Songkla University
Walailak University
Mahidol University

Research output: Contribution to journal › Article › peer-review

30 Citations (Scopus)

Abstract

Three new depsides, aspergisides A-C, and one new depsidone, aspergisidone, were isolated from the soil-derived fungus Aspergillus unguis PSU-RSPG204 together with one phthalide derivative and 11 depsidones including emeguisin A, aspersidone and folipastatin. The structures were determined by spectroscopic evidence. Aspersidone and emeguisin A showed remarkably antibacterial activity against Staphylococcus aureus and methicillin-resistance S. aureus with equal MIC values of 0.5 μg/mL. Emeguisin A, which displayed the highest activity with 87.06% inhibition of human colon carcinoma (HCT-116) cell viability, decreased numbers of live cells/numbers of dead cells in a dose-dependent manner with the IC₅₀ values of 34.8–84.7 μM in a 3D culture model depending on durations of incubation. In addition, folipastatin dose-dependently inhibited forskolin-stimulated chloride secretion in human intestinal epithelial (T84) cells with an IC₅₀ value of 0.5 μM. These depsidones were considered to be inactive against noncancerous Vero Cells with the IC₅₀ values of >10 μM.

Original language	English
Pages (from-to)	5691-5699
Number of pages	9
Journal	Tetrahedron
Volume	74
Issue number	39
DOIs	https://doi.org/10.1016/j.tet.2018.07.059
Publication status	Published - 27 Sept 2018
Externally published	Yes

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

Antibacterial
Antifungal
Aspergillus unguis
CFTR inhibition
Cytotoxic
Depsides
Depsidones

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10.1016/j.tet.2018.07.059

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title = "Depsides and depsidones from the soil-derived fungus Aspergillus unguis PSU-RSPG204",

abstract = "Three new depsides, aspergisides A-C, and one new depsidone, aspergisidone, were isolated from the soil-derived fungus Aspergillus unguis PSU-RSPG204 together with one phthalide derivative and 11 depsidones including emeguisin A, aspersidone and folipastatin. The structures were determined by spectroscopic evidence. Aspersidone and emeguisin A showed remarkably antibacterial activity against Staphylococcus aureus and methicillin-resistance S. aureus with equal MIC values of 0.5 μg/mL. Emeguisin A, which displayed the highest activity with 87.06\% inhibition of human colon carcinoma (HCT-116) cell viability, decreased numbers of live cells/numbers of dead cells in a dose-dependent manner with the IC50 values of 34.8{\textendash}84.7 μM in a 3D culture model depending on durations of incubation. In addition, folipastatin dose-dependently inhibited forskolin-stimulated chloride secretion in human intestinal epithelial (T84) cells with an IC50 value of 0.5 μM. These depsidones were considered to be inactive against noncancerous Vero Cells with the IC50 values of >10 μM.",

keywords = "Antibacterial, Antifungal, Aspergillus unguis, CFTR inhibition, Cytotoxic, Depsides, Depsidones",

author = "Patima Phainuphong and Vatcharin Rukachaisirikul and Souwalak Phongpaichit and Jariya Sakayaroj and Phongthon Kanjanasirirat and Suparerk Borwornpinyo and Nattaphong Akrimajirachoote and Chantapol Yimnual and Chatchai Muanprasat",

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doi = "10.1016/j.tet.2018.07.059",

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T1 - Depsides and depsidones from the soil-derived fungus Aspergillus unguis PSU-RSPG204

AU - Phainuphong, Patima

AU - Rukachaisirikul, Vatcharin

AU - Phongpaichit, Souwalak

AU - Sakayaroj, Jariya

AU - Kanjanasirirat, Phongthon

AU - Borwornpinyo, Suparerk

AU - Akrimajirachoote, Nattaphong

AU - Yimnual, Chantapol

AU - Muanprasat, Chatchai

PY - 2018/9/27

Y1 - 2018/9/27

N2 - Three new depsides, aspergisides A-C, and one new depsidone, aspergisidone, were isolated from the soil-derived fungus Aspergillus unguis PSU-RSPG204 together with one phthalide derivative and 11 depsidones including emeguisin A, aspersidone and folipastatin. The structures were determined by spectroscopic evidence. Aspersidone and emeguisin A showed remarkably antibacterial activity against Staphylococcus aureus and methicillin-resistance S. aureus with equal MIC values of 0.5 μg/mL. Emeguisin A, which displayed the highest activity with 87.06% inhibition of human colon carcinoma (HCT-116) cell viability, decreased numbers of live cells/numbers of dead cells in a dose-dependent manner with the IC50 values of 34.8–84.7 μM in a 3D culture model depending on durations of incubation. In addition, folipastatin dose-dependently inhibited forskolin-stimulated chloride secretion in human intestinal epithelial (T84) cells with an IC50 value of 0.5 μM. These depsidones were considered to be inactive against noncancerous Vero Cells with the IC50 values of >10 μM.

AB - Three new depsides, aspergisides A-C, and one new depsidone, aspergisidone, were isolated from the soil-derived fungus Aspergillus unguis PSU-RSPG204 together with one phthalide derivative and 11 depsidones including emeguisin A, aspersidone and folipastatin. The structures were determined by spectroscopic evidence. Aspersidone and emeguisin A showed remarkably antibacterial activity against Staphylococcus aureus and methicillin-resistance S. aureus with equal MIC values of 0.5 μg/mL. Emeguisin A, which displayed the highest activity with 87.06% inhibition of human colon carcinoma (HCT-116) cell viability, decreased numbers of live cells/numbers of dead cells in a dose-dependent manner with the IC50 values of 34.8–84.7 μM in a 3D culture model depending on durations of incubation. In addition, folipastatin dose-dependently inhibited forskolin-stimulated chloride secretion in human intestinal epithelial (T84) cells with an IC50 value of 0.5 μM. These depsidones were considered to be inactive against noncancerous Vero Cells with the IC50 values of >10 μM.

KW - Antibacterial

KW - Antifungal

KW - Aspergillus unguis

KW - CFTR inhibition

KW - Cytotoxic

KW - Depsides

KW - Depsidones

UR - https://www.scopus.com/pages/publications/85051529528

U2 - 10.1016/j.tet.2018.07.059

DO - 10.1016/j.tet.2018.07.059

M3 - Article

AN - SCOPUS:85051529528

SN - 0040-4020

VL - 74

SP - 5691

EP - 5699

JO - Tetrahedron

JF - Tetrahedron

IS - 39

ER -

Depsides and depsidones from the soil-derived fungus Aspergillus unguis PSU-RSPG204

Abstract

UN SDGs

Keywords

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