A nonadride derivative from the marine-derived fungus Aspergillus chevalieri PSU-AMF79

Baiq Nila Sari Ningsih; Vatcharin Rukachaisirikul; Souwalak Phongpaichit; Sita Preedanon; Jariya Sakayaroj; Chatchai Muanprasat

doi:10.1080/14786419.2022.2039651

A nonadride derivative from the marine-derived fungus Aspergillus chevalieri PSU-AMF79

Baiq Nila Sari Ningsih
, Vatcharin Rukachaisirikul
, Souwalak Phongpaichit
, Sita Preedanon
, Jariya Sakayaroj
, Chatchai Muanprasat

Chakri Naruebodindra Medical Institute

Prince of Songkla University
National Science and Technology Development Agency (NSTDA)
Walailak University

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

12 Citations (Scopus)

Abstract

One new nonadride enantiomer, ent-epiheveadride, along with five known dioxopiperazine derivatives were isolated from the marine-derived fungus Aspergillus chevalieri PSU-AMF79. Their structures were identified by extensive spectroscopic analysis. The absolute configuration of ent-epiheveadride was determined by comparison of the specific rotation and electronic circular dichroism data with those of related known compounds. It exhibited antifungal activity against Cryptococcus neoformans ATCC90113 flucytosine–resistant and Candida albicans NCPF3153 with the MIC values of 128 and 200 µg/mL, respectively. In addition, the known L-alanyl-L-tryptophan anhydride displayed TMEM16A inhibitory activity with 65.0% inhibition at a concentration of 5 µg/mL.

Original language	English
Pages (from-to)	2311-2318
Number of pages	8
Journal	Natural Product Research
Volume	37
Issue number	14
DOIs	https://doi.org/10.1080/14786419.2022.2039651
Publication status	Published - 2023

Keywords

Aspergillus chevalieri
TMEM16A inhibitory activity
antimicrobial activity
dioxopiperazine
enantiomer
marine-derived fungus
nonadride

Access to Document

10.1080/14786419.2022.2039651

Cite this

@article{0ad3ee472c58419988ead437a0b871cf,

title = "A nonadride derivative from the marine-derived fungus Aspergillus chevalieri PSU-AMF79",

abstract = "One new nonadride enantiomer, ent-epiheveadride, along with five known dioxopiperazine derivatives were isolated from the marine-derived fungus Aspergillus chevalieri PSU-AMF79. Their structures were identified by extensive spectroscopic analysis. The absolute configuration of ent-epiheveadride was determined by comparison of the specific rotation and electronic circular dichroism data with those of related known compounds. It exhibited antifungal activity against Cryptococcus neoformans ATCC90113 flucytosine{\textendash}resistant and Candida albicans NCPF3153 with the MIC values of 128 and 200 µg/mL, respectively. In addition, the known L-alanyl-L-tryptophan anhydride displayed TMEM16A inhibitory activity with 65.0\% inhibition at a concentration of 5 µg/mL.",

keywords = "Aspergillus chevalieri, TMEM16A inhibitory activity, antimicrobial activity, dioxopiperazine, enantiomer, marine-derived fungus, nonadride",

author = "Ningsih, \{Baiq Nila Sari\} and Vatcharin Rukachaisirikul and Souwalak Phongpaichit and Sita Preedanon and Jariya Sakayaroj and Chatchai Muanprasat",

note = "Publisher Copyright: {\textcopyright} 2022 Informa UK Limited, trading as Taylor \& Francis Group.",

year = "2023",

doi = "10.1080/14786419.2022.2039651",

language = "English",

volume = "37",

pages = "2311--2318",

journal = "Natural Product Research",

issn = "1478-6419",

publisher = "Taylor and Francis Ltd.",

number = "14",

}

TY - JOUR

T1 - A nonadride derivative from the marine-derived fungus Aspergillus chevalieri PSU-AMF79

AU - Ningsih, Baiq Nila Sari

AU - Rukachaisirikul, Vatcharin

AU - Phongpaichit, Souwalak

AU - Preedanon, Sita

AU - Sakayaroj, Jariya

AU - Muanprasat, Chatchai

PY - 2023

Y1 - 2023

N2 - One new nonadride enantiomer, ent-epiheveadride, along with five known dioxopiperazine derivatives were isolated from the marine-derived fungus Aspergillus chevalieri PSU-AMF79. Their structures were identified by extensive spectroscopic analysis. The absolute configuration of ent-epiheveadride was determined by comparison of the specific rotation and electronic circular dichroism data with those of related known compounds. It exhibited antifungal activity against Cryptococcus neoformans ATCC90113 flucytosine–resistant and Candida albicans NCPF3153 with the MIC values of 128 and 200 µg/mL, respectively. In addition, the known L-alanyl-L-tryptophan anhydride displayed TMEM16A inhibitory activity with 65.0% inhibition at a concentration of 5 µg/mL.

AB - One new nonadride enantiomer, ent-epiheveadride, along with five known dioxopiperazine derivatives were isolated from the marine-derived fungus Aspergillus chevalieri PSU-AMF79. Their structures were identified by extensive spectroscopic analysis. The absolute configuration of ent-epiheveadride was determined by comparison of the specific rotation and electronic circular dichroism data with those of related known compounds. It exhibited antifungal activity against Cryptococcus neoformans ATCC90113 flucytosine–resistant and Candida albicans NCPF3153 with the MIC values of 128 and 200 µg/mL, respectively. In addition, the known L-alanyl-L-tryptophan anhydride displayed TMEM16A inhibitory activity with 65.0% inhibition at a concentration of 5 µg/mL.

KW - Aspergillus chevalieri

KW - TMEM16A inhibitory activity

KW - antimicrobial activity

KW - dioxopiperazine

KW - enantiomer

KW - marine-derived fungus

KW - nonadride

UR - https://www.scopus.com/pages/publications/85124719887

U2 - 10.1080/14786419.2022.2039651

DO - 10.1080/14786419.2022.2039651

M3 - Article

C2 - 35168452

AN - SCOPUS:85124719887

SN - 1478-6419

VL - 37

SP - 2311

EP - 2318

JO - Natural Product Research

JF - Natural Product Research

IS - 14

ER -

A nonadride derivative from the marine-derived fungus Aspergillus chevalieri PSU-AMF79

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this