Schomburginones A‒J, geranylated benzophenones from the leaves of Garcinia schomburgkiana and their cytotoxic and anti-inflammatory activities.

Humans HeLa Cells Molecular Structure Garcinia / chemistry Antineoplastic Agents Antineoplastic Agents, Phytogenic / pharmacology Benzophenones / pharmacology Xanthones / chemistry
Anti-inflammatory Benzophenone Clusiaceae Cytotoxic Garcinia schomburgkiana Schomburginone

Journal

Phytochemistry
ISSN: 1873-3700
Titre abrégé: Phytochemistry
Pays: England
ID NLM: 0151434

Informations de publication

Date de publication:
Jul 2023
Historique:
received: 12 12 2022
revised: 09 04 2023
accepted: 28 04 2023
medline: 29 5 2023
pubmed: 2 5 2023
entrez: 1 5 2023
Statut: ppublish

Résumé

Ten undescribed benzophenones, schomburginones A-J, together with 14 known analogs were isolated from the leaves of Garcinia schomburgkiana, an edible plant native to the Indochina region. The structures of the undescribed compounds were elucidated by NMR combined with HRMS spectroscopy, while their absolute configurations were determined using ECD and single-crystal X-ray diffraction analysis. The isolated metabolites represent benzophenone derivatives containing a modified monoterpene unit, including tri- and tetracyclic skeletons, which are rarely found in genus Garcinia. The cytotoxic evaluation on three cancerous cell lines demonstrated that schomburginone G, schomburginone H, and 3-geranyl-2,4,6-trihydroxybenzophenone were active against HeLa cells with IC

Identifiants

DOI: 10.1016/j.phytochem.2023.113701 PMID: 37127017
pubmed: 37127017
pii: S0031-9422(23)00117-6
doi: 10.1016/j.phytochem.2023.113701
pii:
doi:

Substances chimiques

Antineoplastic Agents 0
Antineoplastic Agents, Phytogenic 0
Benzophenones 0
Xanthones 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

113701

Informations de copyright

Copyright © 2023 Elsevier Ltd. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Auteurs

Edwin R Sukandar (ER)

Center of Excellence in Natural Products Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand. Electronic address: Edwin.R@chula.ac.th.

Sutin Kaennakam (S)

Department of Agro-Industrial, Food, and Environmental Technology, Faculty of Applied Science, King Mongkut's University of Technology North Bangkok (KMUTNB), Bangkok, 10800, Thailand.

Sutthida Wongsuwan (S)

Center of Excellence in Natural Products Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand.

Jaruwan Chatwichien (J)

Program in Chemical Sciences, Chulabhorn Graduate Institute, Chulabhorn Royal Academy, Bangkok, 10210, Thailand.

Sucheewin Krobthong (S)

Center of Excellence in Natural Products Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand; Center for Neuroscience, Faculty of Science, Mahidol University, Bangkok, 10400, Thailand.

Yodying Yingchutrakul (Y)

Center for Neuroscience, Faculty of Science, Mahidol University, Bangkok, 10400, Thailand; National Omics Center (NOC), NSTDA, Pathum Thani, 12120, Thailand.

Thanisorn Mahatnirunkul (T)

National Nanotechnology Center (NANOTEC), 111 Thailand Science Park, Phahonyothin Rd, Klong Nueng, Klong Luang, Pathum Thani, 12120, Thailand.

Fadjar Mulya (F)

Center of Excellence in Computational Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand.

Vudhichai Parasuk (V)

Center of Excellence in Computational Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand.

David J Harding (DJ)

School of Chemistry, Institute of Science, Suranaree University of Technology, Nakhon Ratchasima, 30000, Thailand.

Preeyaporn Poldorn (P)

Center of Excellence in Biocatalyst and Sustainable Biotechnology, Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand.

Thanyada Rungrotmongkol (T)

Center of Excellence in Biocatalyst and Sustainable Biotechnology, Department of Biochemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand; Program in Bioinformatics and Computational Biology, Graduate School, Chulalongkorn University, Bangkok, 10330, Thailand.

Santi Tip-Pyang (S)

Center of Excellence in Natural Products Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand.

Chanat Aonbangkhen (C)

Center of Excellence in Natural Products Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand.

Warinthorn Chavasiri (W)

Center of Excellence in Natural Products Chemistry, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, 10330, Thailand. Electronic address: warinthorn.c@chula.ac.th.

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Classifications MeSH

questionsmedicales.fr › Eucaryotes › Animaux › Chordés › Vertébrés › Mammifères › Eutheria › Primates › Haplorhini › Catarrhini › Hominidae › Humains › Schomburginones A‒J, geranylated benzophenones...
questionsmedicales.fr › Cellules › Cellules épithéliales › Cellules HeLa › Schomburginones A‒J, geranylated benzophenones...
questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › Schomburginones A‒J, geranylated benzophenones...
questionsmedicales.fr › Eucaryotes › Viridiplantae › Streptophyta › Embryophyta › Tracheobionta › Magnoliopsida › Rosanae › Clusiaceae › Garcinia › Schomburginones A‒J, geranylated benzophenones...
questionsmedicales.fr › Actions chimiques et utilisations › Actions pharmacologiques › Utilisations thérapeutiques › Antinéoplasiques › Schomburginones A‒J, geranylated benzophenones...
questionsmedicales.fr › Actions chimiques et utilisations › Actions pharmacologiques › Utilisations thérapeutiques › Antinéoplasiques › Antinéoplasiques d'origine végétale › Schomburginones A‒J, geranylated benzophenones...
questionsmedicales.fr › Composés chimiques organiques › Cétones › Benzophénones › Schomburginones A‒J, geranylated benzophenones...
questionsmedicales.fr › Composés hétérocycliques › Composés hétérocycliques à cycles fusionnés › Composés hétérocycliques 3 noyaux › Xanthènes › Xanthones › Schomburginones A‒J, geranylated benzophenones...