Isolation, derivatization, and anti-microbial evaluation of secondary metabolites from Garcinia dryobalanoides

A detailed study on secondary metabolites from the stem bark of Garcinia dryobalanoides has yielded one triterpenoid and four xanthones. Along with that, five novel rubraxanthone derivatives had been successfully synthesised via Williamson etherification with various alkyl halides. The antibacterial...

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Published in:Natural Product Research
Main Author: Zaine N.F.Z.; Zamakshshari N.H.; Abd Halim A.N.; Yi Mian V.J.; Ngui Sing N.
Format: Article
Language:English
Published: Taylor and Francis Ltd. 2024
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-85197312173&doi=10.1080%2f14786419.2024.2371109&partnerID=40&md5=e8eae3d3e0d7b8b0901ac15422471070
id 2-s2.0-85197312173
spelling 2-s2.0-85197312173
Zaine N.F.Z.; Zamakshshari N.H.; Abd Halim A.N.; Yi Mian V.J.; Ngui Sing N.
Isolation, derivatization, and anti-microbial evaluation of secondary metabolites from Garcinia dryobalanoides
2024
Natural Product Research


10.1080/14786419.2024.2371109
https://www.scopus.com/inward/record.uri?eid=2-s2.0-85197312173&doi=10.1080%2f14786419.2024.2371109&partnerID=40&md5=e8eae3d3e0d7b8b0901ac15422471070
A detailed study on secondary metabolites from the stem bark of Garcinia dryobalanoides has yielded one triterpenoid and four xanthones. Along with that, five novel rubraxanthone derivatives had been successfully synthesised via Williamson etherification with various alkyl halides. The antibacterial evaluation on crude extract, isolated secondary metabolites (1-5), and synthesised compounds (6-9) against Lactiplantibacillus plantarum, Enterobacter cloacae, Pseudomonas aeruginosa, and Serratia marcescens demonstrated moderate to active activities outlining their bacteriostatic potential. The structure-activity relationship (SAR) study conducted revealed the presence of prenyl and hydroxy groups on the xanthone attributed to good bacterial inhibition. The introduction of the alkyl chain to the hydroxy part eventually decreases the antibacterial activity of the compound which is probably due to the bulkiness that causes steric hindrances, therefore limiting the ability to bind to its target site within the bacterial cell. © 2024 Informa UK Limited, trading as Taylor & Francis Group.
Taylor and Francis Ltd.
14786419
English
Article
All Open Access; Green Open Access
author Zaine N.F.Z.; Zamakshshari N.H.; Abd Halim A.N.; Yi Mian V.J.; Ngui Sing N.
spellingShingle Zaine N.F.Z.; Zamakshshari N.H.; Abd Halim A.N.; Yi Mian V.J.; Ngui Sing N.
Isolation, derivatization, and anti-microbial evaluation of secondary metabolites from Garcinia dryobalanoides
author_facet Zaine N.F.Z.; Zamakshshari N.H.; Abd Halim A.N.; Yi Mian V.J.; Ngui Sing N.
author_sort Zaine N.F.Z.; Zamakshshari N.H.; Abd Halim A.N.; Yi Mian V.J.; Ngui Sing N.
title Isolation, derivatization, and anti-microbial evaluation of secondary metabolites from Garcinia dryobalanoides
title_short Isolation, derivatization, and anti-microbial evaluation of secondary metabolites from Garcinia dryobalanoides
title_full Isolation, derivatization, and anti-microbial evaluation of secondary metabolites from Garcinia dryobalanoides
title_fullStr Isolation, derivatization, and anti-microbial evaluation of secondary metabolites from Garcinia dryobalanoides
title_full_unstemmed Isolation, derivatization, and anti-microbial evaluation of secondary metabolites from Garcinia dryobalanoides
title_sort Isolation, derivatization, and anti-microbial evaluation of secondary metabolites from Garcinia dryobalanoides
publishDate 2024
container_title Natural Product Research
container_volume
container_issue
doi_str_mv 10.1080/14786419.2024.2371109
url https://www.scopus.com/inward/record.uri?eid=2-s2.0-85197312173&doi=10.1080%2f14786419.2024.2371109&partnerID=40&md5=e8eae3d3e0d7b8b0901ac15422471070
description A detailed study on secondary metabolites from the stem bark of Garcinia dryobalanoides has yielded one triterpenoid and four xanthones. Along with that, five novel rubraxanthone derivatives had been successfully synthesised via Williamson etherification with various alkyl halides. The antibacterial evaluation on crude extract, isolated secondary metabolites (1-5), and synthesised compounds (6-9) against Lactiplantibacillus plantarum, Enterobacter cloacae, Pseudomonas aeruginosa, and Serratia marcescens demonstrated moderate to active activities outlining their bacteriostatic potential. The structure-activity relationship (SAR) study conducted revealed the presence of prenyl and hydroxy groups on the xanthone attributed to good bacterial inhibition. The introduction of the alkyl chain to the hydroxy part eventually decreases the antibacterial activity of the compound which is probably due to the bulkiness that causes steric hindrances, therefore limiting the ability to bind to its target site within the bacterial cell. © 2024 Informa UK Limited, trading as Taylor & Francis Group.
publisher Taylor and Francis Ltd.
issn 14786419
language English
format Article
accesstype All Open Access; Green Open Access
record_format scopus
collection Scopus
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