Ent-clerodane and ent-trachylobane diterpenoids from Croton dictyophlebodes.

Cell Line, Tumor Croton Diterpenes Diterpenes, Clerodane Euphorbiaceae Humans Molecular Structure
Croton dictyophlebodes Cytotoxicity screening Electronic circular dichroism Ent-clerodane Ent-trachylobane Euphorbiaceae

Journal

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

Informations de publication

Date de publication:
Nov 2020
Historique:
received: 03 06 2020
revised: 07 08 2020
accepted: 10 08 2020
pubmed: 28 8 2020
medline: 11 11 2020
entrez: 28 8 2020
Statut: ppublish

Résumé

The stem bark and root bark extracts of Croton dictyophlebodes (Euphorbiaceae) yielded seven undescribed ent-clerodanes: 15,16-epoxy-17,12(S)-olide-ent-cleroda-1,3,13(16),14-tetraen-18-oic acid methyl ester (crotodictyo A), 3β,4β:15,16-diepoxy-ent-cleroda-13(16),14-dien-20-al (crotodictyo B), 3β,4β:15,16-diepoxy-ent-cleroda-13(16),14-dien-19,20-dioic acid (crotodictyo C), 3β,4β:15,16-diepoxy-ent-cleroda-13(16),14-dien-20,19-olide (crotodictyo D), 3β,4β:15,16-diepoxy-20,12(R)-olide ent-cleroda-13(16),14-dien-19-oic acid methyl ester (crotodictyo E), 15,16-epoxy-ent-cleroda-3,13(16),14-trien-12-oxo-18-oic acid (crotodictyo F) and 15,16-epoxy-ent-cleroda-1,3,13(16),14-tetraen-12-oxo-18-oic acid (crotodictyo G), in addition to 15,16-epoxy- ent-cleroda-3,13(16),14-trien-12-oxo-18-oic acid methyl ester (crotodictyo H), reported previously as a synthetic derivative, and acetyl aleuritolic acid. The root extract yielded two ent-trachylobanes, ent-trachylobane-18,19-diol, the undescribed ent-trachylobane-2α,19-diol, along with ent-kaur-16-en-19-oic acid and 2-methoxybenzyl benzoate. Compounds were evaluated against the NCI 60 panel of human tumour cell lines at a single dose of 10

Identifiants

DOI: 10.1016/j.phytochem.2020.112487 PMID: 32847772
pubmed: 32847772
pii: S0031-9422(20)30625-7
doi: 10.1016/j.phytochem.2020.112487
pii:
doi:

Substances chimiques

Diterpenes 0
Diterpenes, Clerodane 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

112487

Informations de copyright

Copyright © 2020 Elsevier Ltd. All rights reserved.

Auteurs

Joan J E Munissi (JJE)

Chemistry Department, College of Natural and Applied Sciences, University of Dar es Salaam, P.O.Box 35061, Dar es Salaam, Tanzania.

Sani M Isyaka (SM)

Natural Products Research Group, Department of Chemistry, Faculty of Engineering and Physical Sciences, University of Surrey, Guildford, GU2 7XH, UK.

Eduard Mas-Claret (E)

Natural Products Research Group, Department of Chemistry, Faculty of Engineering and Physical Sciences, University of Surrey, Guildford, GU2 7XH, UK.

Molly Brabner (M)

Natural Products Research Group, Department of Chemistry, Faculty of Engineering and Physical Sciences, University of Surrey, Guildford, GU2 7XH, UK.

Moses K Langat (MK)

Natural Products Research Group, Department of Chemistry, Faculty of Engineering and Physical Sciences, University of Surrey, Guildford, GU2 7XH, UK; Jodrell Laboratory, Natural Capital and Plant Health Department, Royal Botanic Gardens, Kew, Richmond, Surrey, TW9 3DS, United Kingdom.

Stephen S Nyandoro (SS)

Chemistry Department, College of Natural and Applied Sciences, University of Dar es Salaam, P.O.Box 35061, Dar es Salaam, Tanzania. Electronic address: nyandoro@udsm.ac.tz.

Dulcie A Mulholland (DA)

Natural Products Research Group, Department of Chemistry, Faculty of Engineering and Physical Sciences, University of Surrey, Guildford, GU2 7XH, UK; School of Chemistry and Physics, University of KwaZulu-Natal, Durban, 4041, South Africa. Electronic address: d.mulholland@surrey.ac.uk.

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Classifications MeSH

questionsmedicales.fr › Cellules › Cellules cultivées › Cellules cancéreuses en culture › Lignée cellulaire tumorale › Ent-clerodane and ent-trachylobane...
questionsmedicales.fr › Eucaryotes › Viridiplantae › Streptophyta › Embryophyta › Tracheobionta › Magnoliopsida › Rosanae › Malpighiales › Euphorbiaceae › Croton › Ent-clerodane and ent-trachylobane...
questionsmedicales.fr › Composés chimiques organiques › Hydrocarbures › Terpènes › Diterpènes › Ent-clerodane and ent-trachylobane...
questionsmedicales.fr › Composés hétérocycliques › Alcaloïdes › Alcaloïdes diterpéniques › Diterpènes de type clérodane › Ent-clerodane and ent-trachylobane...
questionsmedicales.fr › Eucaryotes › Viridiplantae › Streptophyta › Embryophyta › Tracheobionta › Magnoliopsida › Rosanae › Malpighiales › Euphorbiaceae › Ent-clerodane and ent-trachylobane...
questionsmedicales.fr › Eucaryotes › Animaux › Chordés › Vertébrés › Mammifères › Eutheria › Primates › Haplorhini › Catarrhini › Hominidae › Humains › Ent-clerodane and ent-trachylobane...
questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › Ent-clerodane and ent-trachylobane...