Nat Prod Sci.  2018 Mar;24(1):47-53. 10.20307/nps.2018.24.1.47.

A Conformational Isomer of Soulattrolide from the Stem Bark of Calophyllum symingtonianum and Its Antibacterial Activity

• Susanti D
• Attoumani
• Taher M
• Rezali MF
• Sohrab MH
• Hasan CM
• Amiruddin Zakaria Z

• KMID: 2409609
• DOI: http://doi.org/10.20307/nps.2018.24.1.47

Abstract

Callophylum symingtonianum (Guttiferae), an evergreen broad-leaved tree that usually grows in hill forests, can be found distributed in the Malay Peninsula. The barks, leaves, flowers and seeds is often used medicinally to treat diarrhea and rheumatism. In the present study, we isolated two inophyllum type coumarins, 12-O-ethylinophyllum D (1) and iso-soulattrolide (2) from the stembarks of C. symingtonianum together with their antibacterial activity. The compounds were isolated by chromatographic methods on a silica gel. The structures were established by spectroscopic methods including UV, IR, (1D and 2D) NMR and mass spectrometry as well as by comparison with several literature sources. The antibacterial activity of those compounds was tested using a disc-diffusion assay against Staphylococcus aureus, Bacillus cereus, Escherichia coli and Pseudomonas aeruginosa. Both compound exhibited mild inhibition against P. aeruginosa with both 111 µg/ml MIC value. Compound 2 also inhibits S. aureus with 25 µg/ml MIC value.

Keyword

Calophyllum symingtonianum; Guttiferae; Coumarins; Antibacterial

MeSH Terms

Bacillus cereus
Calophyllum*
Coumarins
Diarrhea
Escherichia coli
Flowers
Forests
Malaysia
Mass Spectrometry
Pseudomonas aeruginosa
Rheumatic Diseases
Silica Gel
Staphylococcus aureus
Trees
Coumarins
Silica Gel

Figure

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  Fig. 1. Structures of compounds 1 and 2 isolated from Calophyllum symingtonianum.

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  Fig. 2. Structures of reported inophyllums 3 – 7.

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  Fig. 3. Some probable structures of the compound

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  Fig. 4. Chromanol ring conformational structures of reported inophyllums 3 – 7 and probable structures of the compound 2 (2, 8 – 10).

Reference

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