Cytotoxic diterpenoids from the leaves and stem bark of Croton haumanianus (Euphorbiaceae)

Isyaka, Sani M., Mas-Claret, Eduard, Langat, Moses K., Hodges, Thomas, Selway, Bethany, Mbala, Blaise M., Mvingu, Bienvenu K. and Mulholland, Dulcie (2020) Cytotoxic diterpenoids from the leaves and stem bark of Croton haumanianus (Euphorbiaceae) Phytochemistry, 178, 112455.

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Abstract

The leaf extract of Croton haumanianus J. Léonard (Euphorbiaceae) yielded twenty-six compounds, including eight previously reported ent-kauranes and an ent-labdane and eight undescribed ent-kauranes, ent-16R-kauran-17-al, ent-3β-hydroxy-16R-kauran-17-al, ent-16S,17-epoxykauran-19-ol, ent-16S,17-epoxykauran-3β-ol, ent-17-palmityloxykaurane-3β,16β-diol, ent-17-palmityloxykauran-16β-ol, ent-3α,18-cyclokaurane-16β,17-diol and 19-nor-16α,17-dihydroxy-ent-kaur-4(18)-ene and three undescribed ent-clerodanes, dimethyl ent-15,16-epoxy-6β-hydroxy-1,3,13(16),14-clerodatetraen-20,12S-olide-18,19-dioate (saniolide A), dimethyl ent-15,16-epoxy-6β-hydroxy-1,3,13(16),14-clerodatetraen-20,12R-olide-18,19-dioate (12-epi-saniolide A), methyl ent-15,16-epoxy-1,3,13(16),14-clerodatetraen-18,6R:20,12S-diolide-19-oate (saniolide B) . The stem bark extract yielded the ent-clerodane crotocorylifuran, and five undescribed ent-isopimaranesent-isopimara-8(14),15-dien-18-al, ent-18-hydroxyisopimara-8(14),15-dien-7-one, ent-isopimara-7,15-dien-18-oic acid, ent-isopimara-7,15-dien-18-ol and ent-isopimara-8,15-dien-7-oxo-18-oic acid. Three compounds, ent-kaurane-3β,16β,17-triol, ent-17-palmityloxykaurane-3β,16β-diol and ent-17-palmityloxykauran-16β-ol, showed selective activity against three of the NCI 60 cancer cell lines, the colon (HCT-116), the melanoma (M14) and the renal (786-0) cancer cell lines at a concentration of 10^-5 M.

Item Type:	Article
Divisions :	Faculty of Engineering and Physical Sciences > Chemistry
Authors :	Name Email ORCID Isyaka, Sani M. Mas-Claret, Eduard e.masclaret@surrey.ac.uk Langat, Moses K. ml0019@surrey.ac.uk Hodges, Thomas Selway, Bethany Mbala, Blaise M. Mvingu, Bienvenu K. Mulholland, Dulcie D.Mulholland@surrey.ac.uk
Date :	October 2020
DOI :	10.1016/j.phytochem.2020.112455
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 haumanianus; Euphorbiaceae; Ent-kaurane; Ent-clerodane; Ent-isopimarane; Anti-proliferative activity
Depositing User :	Clive Harris
Date Deposited :	01 Sep 2020 15:33
Last Modified :	01 Sep 2020 15:34
URI:	http://epubs.surrey.ac.uk/id/eprint/858523

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