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Ent-abietane and ent-pimarane diterpenoids from Croton mubango (Euphorbiaceae)

Isyaka, Sani M., Langat, Moses K., Mas-Clare, Eduard, Mbala, Blaise M., Mvingu, Bienvenu K. and Mulholland, Dulcie A. (2019) Ent-abietane and ent-pimarane diterpenoids from Croton mubango (Euphorbiaceae) Phytochemistry, 170, 112217.

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Abstract

Twelve ent-abietane and two ent-pimarane diterpenoids were isolated from the leaves of Croton mubango Müll. Arg. (Euphorbiaceae) collected in the Democratic Republic of the Congo. 2β-Hydroxy-ent-abieta-7,13-dien-3-one, 15-hydroxy-ent-abieta-7,13-dien-3-one, 13α,15-dihydroxy-ent-abieta-8(14)-en-3-one, 2β,9,13-trihydroxy-ent-abieta-7-en-3-one, 2β,7β-dihydroxy-ent-abieta-8,11,13-trien-3-one, 15-hydroxy-ent-abieta-8,11,13-trien-3-one and ent-pimara-8(14),15-dien-3-one and the ent-forms of the previously reported normal series diterpenoids, ent-abieta-8,11,13-trien-3-one, 7β-hydroxy-ent-abieta-8,11,13-trien-3-one, 3α-hydroxy-ent-abieta-8,11,13-triene, 15-hydroxy-ent-abieta-8,11,13-triene and 6β-hydroxy-ent-abieta-8,11,13-triene are reported here for the first time. Structures were established using HRESIMS, FTIR, NMR, DP4+ probability calculations and by comparison of the experimental and calculated electronic circular dichroism (ECD) spectra. Ent-pimara-8(14), 15-dien-3-one, showed antiproliferative activity against melanoma (MALME-3M), renal (UO-31) and ovarian cancer cell lines (IGROV1) at a concentration of 10−5 M in the NCI 60 screen.

Item Type: Article
Divisions : Faculty of Engineering and Physical Sciences > Chemistry
Authors :
NameEmailORCID
Isyaka, Sani M.m.isyaka@surrey.ac.uk
Langat, Moses K.ml0019@surrey.ac.uk
Mas-Clare, Eduardem01383@surrey.ac.uk
Mbala, Blaise M.
Mvingu, Bienvenu K.
Mulholland, Dulcie A.D.Mulholland@surrey.ac.uk
Date : 4 December 2019
DOI : 10.1016/j.phytochem.2019.112217
Copyright Disclaimer : © 2019 Elsevier Ltd. All rights reserved.
Uncontrolled Keywords : Croton mubango; Euphorbiaceae; Ent-pimarane; Ent-abietane; Cytotoxicity screening; DP4+ calculations
Depositing User : Diane Maxfield
Date Deposited : 05 Dec 2019 17:34
Last Modified : 05 Dec 2019 17:34
URI: http://epubs.surrey.ac.uk/id/eprint/853237

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