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Nat Prod Res. 2018 May 9:1-8. doi: 10.1080/14786419.2018.1470628. [Epub ahead of print]

Ent-abietane diterpenoids from Suregada zanzibariensis Baill. (Euphorbiaceae), their cytotoxic and anticancer properties.

Author information

1
a Department of Chemistry , Tshwane University of Technology , Pretoria , South Africa.
2
b Biosciences , Council for Scientific and Industrial Research , Pretoria , South Africa.
3
c Defence, Peace, Safety and Security , Council for Scientific and Industrial Research , Pretoria , South Africa.
4
d Natural Products Research Group, Faculty of Engineering and Physical Sciences, Department of Chemistry , University of Surrey , Guildford, Surrey , UK.

Abstract

The stem bark extract of Suregada zanzibariensis afforded a previously undescribed ent-abietane diterpenoid trivially named mangiolide (1) and a known jolkinolide B (2) via anticancer bioassay-guided fractionation. The CH2Cl2:MeOH extract of S. zanzibariensis was initially analysed for its anticancer properties against three cancer cell lines, renal (TK10), melanoma (UACC62), and breast (MCF7) and was found to be potent at low μg/mL ranges. Compound 1, 6α-acetoxy-14-keto-ent-abieta-7(8),13(15)-diene-16,12-olide (mangiolide) inhibited the growth of renal (TK10) with a GI50 of 0.02 μg/mL; a GI50 of 0.03 μg/mL for melanoma (UACC62) and a GI50 of 0.05 μg/mL for breast (MCF7) cancer cell lines. Compound 2, 8,13-diepoxy-13,15-ent-abietene-16,12-olide (jolkinolide B) inhibited the growth (GI50) of the cell lines at 3.31 μg/mL for renal (TK10), 0.94 μg/mL for melanoma (UACC62) and 2.99 μg/mL for the breast (MCF7). The structures were established on the basis of their spectroscopic analysis and the absolute stereostructures assigned using electronic circular dichroism (ECD).

KEYWORDS:

Cytotoxicity; Euphorbiaceae; Suregada zanzibariensis; cancer cell lines; ent-abietane diterpenoid lactone

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