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. 2024 Jul 11;10(14):e34508.
doi: 10.1016/j.heliyon.2024.e34508. eCollection 2024 Jul 30.

Isolation of a new iso-quinoline alkaloid and cytotoxicity studies of pure compounds and crude extracts of Ravenia spectabilis engl

Fatema Tabassum  1   2 , Sheikh Nazrul Islam  3 , Fatema Tuz-Zohora  4 , Choudhury Mahmood Hasan  1 , Khondaker Miraz Rahman  5 , Monira Ahsan  1
Affiliations

Isolation of a new iso-quinoline alkaloid and cytotoxicity studies of pure compounds and crude extracts of Ravenia spectabilis engl

Fatema Tabassum et al. Heliyon. .

Abstract

A new 2-quinolone alkaloid, iso-oligophyline (1), and two very unusual C34 terpenoids, proposed names ravespanol (2) and ravespanone (3), along with two known compounds, β-sitosterol (4), and methyl linoleate (5), were isolated from the leaf extract of Ravenia spectabilis engl. Methyl linoleate constitutes the first report of isolation from this species. We have already reported the isolation of atanine (6), oligophyline (7), ravenoline (8), and arborinine (9) from the plant. Based on nuclear magnetic resonance (NMR) spectroscopy and mass spectrometric analysis, the structure of the isolated chemicals was determined. The crude fractions and four compounds (6,7,8 and 9) were evaluated for a cytotoxicity study on a panel of six human stomach cancer cell lines (SCL, SCL-6, SCL-37'6, SCL-9, K-3, N21) by MTT assay. Among the plant extracts and isolated compounds, petroleum ether fraction and compound 7 exhibited the highest cytotoxic activity against SCL and SCL-6 cells, where the IC50 values were 17.9 and 16.56 μM, respectively.

Keywords: 2-Quinolone alkaloid; Cytotoxicity; Ravenia spectabilis engl.; Stomach cancer cell line; Triterpene; iso-oligophyline.

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Conflict of interest statement

The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Figures

Fig. 1
Fig. 1
Structures of compounds (1–9) isolated from R. spectabilis engl.
Fig. 2
Fig. 2
HMBC (red) and COSY (blue) correlations for compound 1.
Fig. 3
Fig. 3
Ravespanol (1H and 13C are from C5D5N Spectra).
See this image and copyright information in PMC

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