Separation and Isolation of a New Hydroxylated Resveratrol Trimer Together with Other Stilbenoid Compounds from the Lianas of Gnetum microcarpum Blume and Their Inhibitory Effects of Prostaglandin E2

Nik Fatini Nik Azmin, Norizan Ahmat, Juriyati Jalil, Carla Wulandari Sabandar, Nik Khairunissa’ Nik Abdullah Zawawi, Siti Norafiqah Mohd Sazali, Mohd Izwan Mohamad Yusof, Aisyah Salihah Kamarozaman, Mulyadi Tanjung

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1 Citation (Scopus)

Abstract

A new oligostilbene trimer, malaysianol F (1), together with ten known stilbenes (2–11), were successfully separated and purified from the acetone extract of the lianas of Gnetum microcarpum. Malaysianol D (2) was isolated for the first time in Gnetum plants. The tanninless crude extract (52.5 g) was fractionated using a vacuum liquid chromatography (VLC) technique to give five major fractions. Fraction 2 (4.68 g), 3 (4.79 g) and 4 (9.29 g) were all subjected to further isolation and purification using VLC, column chromatography (CC) and repetitive radial chromatography (RC) techniques with the best solvent system to yield malaysianol F (1) (6.2 mg), malaysianol D (2) (62.5 mg), malaysianol E (3) (2.4 mg), ε-viniferin (4) (10 mg), resveratrol (5) (6.5 mg), gnetol (6) (3.5 mg), gnetucleistol C (7) (12.2 mg), isorhapontigenin (8) (8 mg), cuspidan B (9) (3.2 mg), parvifolol D (10) (4.8 mg) and gnetifolin M (11) (2.5 mg). Their structures were determined on the basis of the analysis of spectral evidence by extensive NMR data analyses and comparison with the related published data. Several compounds were tested for anti-inflammatory activity. Their inhibitory effect on Prostaglandin E2 (PGE2) was tested using radioimmunoassay techniques. Compound 6 exhibited significant concentration-dependent inhibitory effects on PGE2 production with IC50 values of 1.84 µM comparable with the positive control, indomethacin (IC50 1.29 µM).

Original languageEnglish
Article number496
JournalSeparations
Volume10
Issue number9
DOIs
Publication statusPublished - Sept 2023

Keywords

  • Gnetaceae
  • Gnetum microcarpum
  • malaysianol F
  • prostaglandin E
  • stilbenoids

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