www.derpharmachemica.com t Available online a Scholars Research Library Der Pharma Chemica, 2015, 7(3):119-124 (http://derpharmachemica.com/archive.html) ISSN 0975-413X CODEN (USA): PCHHAX 119 www.scholarsresearchlibrary.com Airlanggon A, a new isoprenylated benzoic acid fromthe roots of Erythrinasu bumbrans and their antioxidant and antimalarial activities Tjitjik Srie Tjahjandarie * , Ratih Dewi Saputri, Mohammad Yusuf Firmansyah and Mulyadi Tanjung Natural Products Chemistry Research Group, Organic Chemistry Division, Department of Chemistry, Faculty of Science and Technology, Universitas Airlangga, Surabaya, Indonesia _____________________________________________________________________________________________ ABSTRACT This research was aimed to determine the antioxidant and antimalarial activities from a new isoprenylated benzoic acid, airlanggon A (1) isolated from the roots of Erythrina subumbranstogether with known compounds, methyl 4,6- dihydroxy-2,5-dimethyl benzoic acid (2) and 8-hydroxy-7,4’-dimethoxy isoflavone (3) from the stem barkof E. subumbrans. The structure of three compounds were elucidated by UV, IR, 1D and 2D NMR, and HR-ESI-MS spectra. Compounds 1-3 were evaluated for their antimalarial and antioxidant properties against P. falciparum and DPPH radical scavenging activities.Compounds 1–3 showing their antimalarial activity against P. falciparum with IC 50 of 1.98; 1.67 and 1.64 μg/mL and antioxidant properties against DPPH, showing their IC 50 of 266.48 ; 34.61 and 22.33 μg/mL respectively.The results indicate that 8-hydroxy-7,4’-dimethoxy isoflavone (3) slightly more active thanmethyl 4,6-dihydroxy-2,5-dimethyl benzoic acid (2)and airlanggon A (1) showed moderate activities. Keywords: Airlanggon A, Methyl isoprenyl benzoic acid, Erythrina subumbrans, Antioxidant, Antimalarial _____________________________________________________________________________________________ INTRODUCTION The genus Erythrina (Euphorbiaceae) comprises more than 100 species that are widely distributed in tropical and subtropical regions worldwide. The evergreen plants of Erythrina occur in almost every part of Indonesia, from Sumatra to Irian and the plants is commonly known as “dadap”. Many of these species are used indigenously as traditional medicines to treat various diseases, such as infection, cough, malarial, inflammation, and, asthma. This genus has been shown to produce a number of phenolic compounds, particularly alkaloids, flavonoids, pterocarpans and stilbenoids[1,2,3,4]. In continuation of our phytochemical work of Indonesian tropical plants aiming to find new antimalarial and antioxidant compounds from Erythrina subumbrans, we report the isolation and structure elucidation of isoprenylated benzoic acid derivatives, airlanggon A (1)from the methanol extract of the root of E. subumbrans, together withmethyl 3,6-dimethyl-2,4-dihydroxy benzoic acid (2) and 8-hydroxy-7,4’-dimethoxy isoflavone (3) from theextract of stem bark of E. subumbrans. The antimalarial and antioxidant properties of compounds 1–3 against P. falciparum and DPPH radical scavenging are also briefly described. MATERIALS AND METHODS General experimental procedures UV spectra was measured with a Shimadzu 1700. 1 H and 13 C NMR spectra were recorded with a Agilent 500 spectrometer operating at 500 ( 1 H) and 125 ( 13 C) MHz, using residual and deuterated solvent peaks (δ H 7.26 and δ C 77.0, respectively) as reference standards.Mass spectra were obtained with a Waters LCT Premeir XE ESI-TOF mass spectrometer. Vacuum liquid chromatography (VLC) and column chromatography were carried out using Si