Laevifins A–G, clerodane diterpenoids from the Bark of Croton oblongus Burm.f.

Aziz, Ahmad Nazif and Ismail, Nor Hadiani and Halim, Siti Nadiah Abdul and Looi, Chung Yeng and Anouar, El Hassane and Langat, Moses K. and Mulholland, Dulcie and Awang, Khalijah (2018) Laevifins A–G, clerodane diterpenoids from the Bark of Croton oblongus Burm.f. Phytochemistry, 156. pp. 193-200. ISSN 0031-9422

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Official URL: https://doi.org/10.1016/j.phytochem.2018.10.002

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 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, B and G 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
Uncontrolled Keywords: Croton oblongus; Euphorbiaceae; Laevifins A – G; Cytotoxicity
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
R Medicine
Divisions: Faculty of Medicine
Faculty of Science > Dept of Chemistry
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 18 Sep 2019 03:37
Last Modified: 18 Sep 2019 03:37
URI: http://eprints.um.edu.my/id/eprint/22410

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