Styryllactones in the leaves of Goniothalamus lanceolatus Miq., molecular networking and their anti-dengue activity In vitro and In silico

Due to dengue fever's swift global expansion and the lack of effective antiviral remedies, it is crucial to discover and develop new antiviral drugs. The study aimed to assess the antiviral potential of the extract and fractions from the leaves of Goniothalamus lanceolatus Miq. (Annonaceae). Ne...

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Published in:Phytochemistry Letters
Main Author: Abdullah N.N.; Afzan A.; Jelas N.H.; Mohd Abd Razak M.R.; Rasol N.E.; Bakar S.I.A.; Bihud N.V.; Wai L.K.; Zainol M.; Ahmad F.B.; Cordell G.A.; Ismail N.H.
Format: Article
Language:English
Published: Elsevier Ltd 2024
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-85187204868&doi=10.1016%2fj.phytol.2024.01.012&partnerID=40&md5=e41cf020a57c2dc90f5d72af823d8d32
id 2-s2.0-85187204868
spelling 2-s2.0-85187204868
Abdullah N.N.; Afzan A.; Jelas N.H.; Mohd Abd Razak M.R.; Rasol N.E.; Bakar S.I.A.; Bihud N.V.; Wai L.K.; Zainol M.; Ahmad F.B.; Cordell G.A.; Ismail N.H.
Styryllactones in the leaves of Goniothalamus lanceolatus Miq., molecular networking and their anti-dengue activity In vitro and In silico
2024
Phytochemistry Letters
60

10.1016/j.phytol.2024.01.012
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85187204868&doi=10.1016%2fj.phytol.2024.01.012&partnerID=40&md5=e41cf020a57c2dc90f5d72af823d8d32
Due to dengue fever's swift global expansion and the lack of effective antiviral remedies, it is crucial to discover and develop new antiviral drugs. The study aimed to assess the antiviral potential of the extract and fractions from the leaves of Goniothalamus lanceolatus Miq. (Annonaceae). New Guinea C strain DENV-2, at a multiplicity of infection of 0.4, was used to infect Vero cells. The assessment of antiviral effectiveness was conducted through the plaque reduction assay. Deep metabolome analysis of the active fraction identified nine styryllactones based on reference standards and eighteen styryllactones were further annotated through a molecular database search. One new 2H-tetrahydropyran derivative, 3-epi-goniothalesdiol A (19), together with seven known styryllactones (8, 11, 14, 16, 17, 18, and 22) were isolated from the leaves of G. lanceolatus. The active bis-styryllactone goniolanceolatin A (22) with the highest selectivity index (SI) underwent further evaluation using quantitative reverse transcription qRT-PCR to determine the viral RNA level. The qRT-PCR data showed that the IC50 value for the active compound was 5.07 µg/mL, and its corresponding SI value was 5.30. Following comprehensive docking studies, the bis-styryllactone derivative 22 showed potential binding interactions with crucial amino acids of the Envelope (E) of DENV proteins comparable to those of ribavirin. © 2024 Phytochemical Society of Europe
Elsevier Ltd
18743900
English
Article

author Abdullah N.N.; Afzan A.; Jelas N.H.; Mohd Abd Razak M.R.; Rasol N.E.; Bakar S.I.A.; Bihud N.V.; Wai L.K.; Zainol M.; Ahmad F.B.; Cordell G.A.; Ismail N.H.
spellingShingle Abdullah N.N.; Afzan A.; Jelas N.H.; Mohd Abd Razak M.R.; Rasol N.E.; Bakar S.I.A.; Bihud N.V.; Wai L.K.; Zainol M.; Ahmad F.B.; Cordell G.A.; Ismail N.H.
Styryllactones in the leaves of Goniothalamus lanceolatus Miq., molecular networking and their anti-dengue activity In vitro and In silico
author_facet Abdullah N.N.; Afzan A.; Jelas N.H.; Mohd Abd Razak M.R.; Rasol N.E.; Bakar S.I.A.; Bihud N.V.; Wai L.K.; Zainol M.; Ahmad F.B.; Cordell G.A.; Ismail N.H.
author_sort Abdullah N.N.; Afzan A.; Jelas N.H.; Mohd Abd Razak M.R.; Rasol N.E.; Bakar S.I.A.; Bihud N.V.; Wai L.K.; Zainol M.; Ahmad F.B.; Cordell G.A.; Ismail N.H.
title Styryllactones in the leaves of Goniothalamus lanceolatus Miq., molecular networking and their anti-dengue activity In vitro and In silico
title_short Styryllactones in the leaves of Goniothalamus lanceolatus Miq., molecular networking and their anti-dengue activity In vitro and In silico
title_full Styryllactones in the leaves of Goniothalamus lanceolatus Miq., molecular networking and their anti-dengue activity In vitro and In silico
title_fullStr Styryllactones in the leaves of Goniothalamus lanceolatus Miq., molecular networking and their anti-dengue activity In vitro and In silico
title_full_unstemmed Styryllactones in the leaves of Goniothalamus lanceolatus Miq., molecular networking and their anti-dengue activity In vitro and In silico
title_sort Styryllactones in the leaves of Goniothalamus lanceolatus Miq., molecular networking and their anti-dengue activity In vitro and In silico
publishDate 2024
container_title Phytochemistry Letters
container_volume 60
container_issue
doi_str_mv 10.1016/j.phytol.2024.01.012
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-85187204868&doi=10.1016%2fj.phytol.2024.01.012&partnerID=40&md5=e41cf020a57c2dc90f5d72af823d8d32
description Due to dengue fever's swift global expansion and the lack of effective antiviral remedies, it is crucial to discover and develop new antiviral drugs. The study aimed to assess the antiviral potential of the extract and fractions from the leaves of Goniothalamus lanceolatus Miq. (Annonaceae). New Guinea C strain DENV-2, at a multiplicity of infection of 0.4, was used to infect Vero cells. The assessment of antiviral effectiveness was conducted through the plaque reduction assay. Deep metabolome analysis of the active fraction identified nine styryllactones based on reference standards and eighteen styryllactones were further annotated through a molecular database search. One new 2H-tetrahydropyran derivative, 3-epi-goniothalesdiol A (19), together with seven known styryllactones (8, 11, 14, 16, 17, 18, and 22) were isolated from the leaves of G. lanceolatus. The active bis-styryllactone goniolanceolatin A (22) with the highest selectivity index (SI) underwent further evaluation using quantitative reverse transcription qRT-PCR to determine the viral RNA level. The qRT-PCR data showed that the IC50 value for the active compound was 5.07 µg/mL, and its corresponding SI value was 5.30. Following comprehensive docking studies, the bis-styryllactone derivative 22 showed potential binding interactions with crucial amino acids of the Envelope (E) of DENV proteins comparable to those of ribavirin. © 2024 Phytochemical Society of Europe
publisher Elsevier Ltd
issn 18743900
language English
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