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Ent-clerodane and ent-trachylobane diterpenoids from Croton dictyophlebodes

Munissi, Joan J.E., Isyaka, Sani M., Mas-Claret, Eduard, Brabner, Molly, Langat, Moses K., Nyandoro, Stephen S. and Mulholland, Dulcie A. (2020) Ent-clerodane and ent-trachylobane diterpenoids from Croton dictyophlebodes Phytochemistry, 179, 112487.

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Abstract

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 10−5 M, but showed no significant activity.

Item Type: Article
Divisions : Faculty of Engineering and Physical Sciences > Chemistry
Authors :
NameEmailORCID
Munissi, Joan J.E.
Isyaka, Sani M.
Mas-Claret, Eduarde.masclaret@surrey.ac.uk
Brabner, Molly
Langat, Moses K.ml0019@surrey.ac.uk
Nyandoro, Stephen S.
Mulholland, Dulcie A.D.Mulholland@surrey.ac.uk
Date : November 2020
Funders : Royal Society of Chemistry
DOI : 10.1016/j.phytochem.2020.112487
Grant Title : International Exchanges Award
Copyright Disclaimer : © 2020. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/
Uncontrolled Keywords : Croton dictyophlebodes; Euphorbiaceae; Ent-clerodane; Ent-trachylobane; Cytotoxicity screening; Electronic circular dichroism
Depositing User : Clive Harris
Date Deposited : 01 Sep 2020 17:25
Last Modified : 01 Sep 2020 17:25
URI: http://epubs.surrey.ac.uk/id/eprint/858524

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