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Laevifins A-G, Clerodane Diterpenoids from the Bark of Croton oblongus Burm.f.

Aziz, Ahmad Nazif, Ismail, Nor Hadiani, Abdul Halim, Siti Nadiah, Loo, Chung Yeng, El Hassane, Anouar, Langat, Moses K, Mulholland, Dulcie and Awang, Khalijah (2018) Laevifins A-G, Clerodane Diterpenoids from the Bark of Croton oblongus Burm.f. Phytochemistry, 156. pp. 193-200.

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Abstract

A phytochemical investigation of the stem barks of the Malaysian Croton oblongus Burm.f. (Syn. Croton laevifolius Blume) (Euphorbiaceae) yielded seven previously undescribed ent-neo-clerodane diterpenoids, laevifins A - G (1, 2, 4-8) and the known crovatin (3). Structures were established by a combination of spectroscopic methods including HRESIMS, NMR spectroscopy and X-ray crystallography. The absolute configuration of crovatin and laevifins A-G was established by comparison of experimental ECD and theoretical TDDFT ECD calculated spectra. This is the first report on the occurrence of the sesquiterpenoid cryptomeridiol in a Croton species. In vitro cytotoxicity assays on laevifins A (1), B (2) and G (8) showed moderate activities against the MCF-7 cancer cell line (IC50 102, 115 and 106 μM, respectively) while β-amyrin and acetyl aleuritolic acid showed good anti-inflammatory activity on the LPS-induced NF-κB translocation inhibition in RAW 264.7 cells assay with IC50 values of 23.5 and 35.4 μg/mL, respectively.

Item Type: Article
Divisions : Faculty of Engineering and Physical Sciences > Chemistry
Authors :
NameEmailORCID
Aziz, Ahmad Nazif
Ismail, Nor Hadiani
Abdul Halim, Siti Nadiah
Loo, Chung Yeng
El Hassane, Anouar
Langat, Moses Kml0019@surrey.ac.uk
Mulholland, DulcieD.Mulholland@surrey.ac.uk
Awang, Khalijah
Date : 10 October 2018
DOI : 10.1016/j.phytochem.2018.10.002
Copyright Disclaimer : © 2018. 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 oblongus; Euphorbiaceae; Laevifins A – G; Cytotoxicity
Related URLs :
Depositing User : Clive Harris
Date Deposited : 05 Oct 2018 08:01
Last Modified : 10 Oct 2019 02:08
URI: http://epubs.surrey.ac.uk/id/eprint/849596

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