Malaysian Journal of Analytical Sciences Vol 19 No 4 (2015): 752 - 759

 

 

 

BIOASSAY GUIDED ISOLATION OF AN ANTIDERMATOPHYTIC ACTIVE CONSTITUENT FROM THE STEM BARK OF

ENTADA SPIRALIS RIDL.

 

(Pengasingan komponen aktif antiderma secara berperingkat dari kulit pokok

Entada spiralis Ridl.)  

 

Aiza Harun¹*, Siti Zaiton Mat So’ad², Norazian Mohd Hassan²

 

¹Faculty of Applied Sciences,

Universiti Teknologi MARA Pahang, 26400 Bandar Tun Razak Jengka, Pahang, Malaysia

²Kulliyyah of Pharmacy,

International Islamic University Malaysia, Kuantan Campus, Kuantan, Pahang, Malaysia

 

*Corresponding author: aizaharun@pahang.uitm.edu.my

 

 

Received: 23 November 2014; Accepted: 27 June 2015

 

 

Abstract

Entada spiralis Ridl. (Leguminoceae) is a liana or woody climber that grows in the wild in Malaysia and is locally known as ‘Beluru’ or ‘Sintok’. The isolation and characterization of the chemical constituent from an active fraction have been carried out since no previous study has determined any active components from the stem bark.  Our previous study had revealed  methanol extract of E. spiralis stem bark exhibited promising antifungal activity against three dermatophytes strains, namely Trichophyton mentagrophytes ATCC 9533, Trichophyton tonsurans ATCC 28942 and Microsporum gypseum ATCC 24102 that cause skin infection. This study was performed to elucidate the structure of active constituent known as ester saponin from the active fraction of E. spiralis stem bark. The fractions were prepared using fractionation process and repeated antifungal test was conducted to identify the most active fraction. The structure elucidation of this compound was based on spectroscopic data (¹H,¹³C NMR, HMQC, HMBC and DEPT135) and comparison with literature. On the basis of spectroscopic analysis, the compound was identified as 28-α,L-rhamnopyranosyl-18,21,22-trihydroxy-12-en-29-(2-acetylamino-β-D-glucopyranosyl) triterpene ester. The current study provides important baseline information for the use of E.spiralis stem bark for the treatment of skin infection caused by the microorganisms investigated in this study.

 

Keywords: antifungal activity, dermatophytes, entada spiralis, leguminoceae, terpenoid

 

Abstrak

Entada spiralis Ridl. (Leguminoceae) merupakan sejenis pokok memanjat yang tumbuh meliar di Malaysia. Ia dikenali juga dengan nama ‘Beluru’ atau ‘Sintok’ Pemencilan dan pengenalpastian komponen kimia yang aktif telah dilakukan dalam kajian ini memandangkan tiada kajian terdahulu mengenai pengasingan bahan aktif dari kulit batang pokok E. spiralis. Kajian terdahulu hanya melaporkan ekstrak metanol mampu merencatkan pertumbuhan tiga jenis kulat penyakit kulit iaitu Trichophyton mentagrophytes ATCC 9533, Trichophyton tonsurans ATCC 28942 and Microsporum gypseum ATCC 24102. Oleh itu kajian ini dijalankan untuk menentukan struktur molekul  dan penamaan komponen aktif dari kulit pokok terhadap kulat penyakit kulit dengan menggunakan kaedah spektroskopi (¹H,¹³C NMR, HMQC, HMBC dan DEPT135) serta perbandingan dengan kajian terdahulu. Melalui analisis spektroskopi komponen aktif tersebut dikenal pasti sebagai 28-α,L-rhamnopyranosyl-18,21,22-trihydroxy-12-en-29-(2-acetylamino-β-D-glucopyranosyl) ester triterpena. Penemuan ini boleh dijadikan maklumat asas dalam rawatan penyembuhan penyakit kulit.

 

Kata kunci: aktivi antikulat, dermatofit, entada spiralis, leguminoceae, terpenoid

 

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