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

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 sp...

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Bibliographic Details
Main Authors: Anouar, E (Author), Awang, K (Author), Aziz, AN (Author), Halim, SNA (Author), Ismail, NH (Author), Langat, MK (Author), Looi, CY (Author), Mulholland, D (Author)
Format: Article
Language:English
Published: 2018
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Summary: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 AG 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 mu M, respectively) while beta-amyrin and acetyl aleuritolic acid showed good anti-inflammatory activity on the LPS-induced NF-kappa B translocation inhibition in RAW 264.7 cells assay with IC50 values of 23.5 and 35.4 mu g/mL, respectively.
DOI:10.1016/j.phytochem.2018.10.002