Chemical Constituents from the Stem Bark of Malaysian Shorea pauciflora King (Dipterocarpaceae)

Shorea, also known as Meranti, is the largest genus in the Dipterocarpaceae family with over 150 species worldwide and is found throughout Malaysia, India, Indonesia, Sri Lanka and Philippines, mostly in Borneo, Sumatra, Peninsular Malaysia and Intermediate Island. Shorea pauciflora, a species in this genus known as dark red meranti or red lauan, was discovered in Sumatra, Peninsular Malaysia and Singapore. Thus far, no research has been conducted on its phytochemistry or biological activity. However, resveratrol oligomers isolated from Shorea species demonstrated anticancer, antimicrobial and antiviral activities. In this work,

1.4 kg of powdered stem bark from S. pauciflora was macerated in acetone at room temperature for 24 hours. The crude acetone extract (148 g) obtained was fractionated using vacuum liquid chromatography with n-hexane:ethyl acetate as the solvent system affording 10 fractions. Fraction 5 (423 mg) was further purified by column chromatography using a solvent system of chloroform:methanol to yield three compounds: trans-diptoindonesin B (1) (9.5 mg), viniferal (2) (11.2 mg) and 5,7-dihydroxycoumarin (3) (5.4 mg) ([Fig. 1]). The structures of these compounds were elucidated by analysing spectrum evidence and comparing them to previously published data. To the best of our knowledge, this is the first report of viniferal (2) and 5,7-dihydroxycoumarin (3) in the Dipterocarpaceae family.

Fig. 1 Structure of compounds 1-3.

Funding We would like to express our greatest appreciation to the Ministry of Higher Education, Malaysia for the financial support (FRGS/1/2022/STG04/UITM/02/24).

 

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Conflict of Interest

The authors declare no conflict of interest.

Publikationsverlauf

Artikel online veröffentlicht:
16. November 2023