Dereplication analysis ldentification of antibacterial compounds in Axinella sp. sponges from Karimunjawa islands waters

• Published in: Jurnal pascapanen dan bioteknologi kelautan dan perikanan Vol. 4; no. 1; pp. 79 - 86
• Main Authors: Januar, H I, Motti, C, Tapiolas, D, Wright, AD
• Format: Journal Article
• Language: Indonesian
• Published: 01-01-2009
• Subjects: Marine; ISEW, Indonesia, Java, Central Java, Karimunjawa
• ISSN: 1907-9133; 2406-9264

This research was aimed to identify the antibacterial compounds in Axinella sp. harvested from Karimunjava islands waters by dereplication analysis using LC-MS (Liquid Chromatography Mass Spectrometer) and FT-MS (Fourier Transfer Mass Spectrometer). The mass spectra pattern of LC-MS showed that there were three brominated compounds which might have antibacterial properties. Accurate mass determination (error limit below 20 ppm) by FTMS found that those three compounds had negative monoisotope (M-H)- at m/z 321.9931 [compound (a)], m/z 383.9089 [compound (b)], and m/z 385.9249 [compound (p)]. Chemical composition analysis of these mass by Elemental Composition Calculator found that the chemical formulas of those three compounds were C11H9N5Br2 (a), C11H9N5Br2 (b) and C11H11Br2N5O (c). Based on these compositions, chemical structures searched using MarinLit 2008 database (database on chemical structures of marine organism's compounds) found that those three compounds were suggested as hymeniadisine, 3-bromohymenhadisme and dibromophakelin respectively.Original Abstract: Riset ini bertujuan untuk mengidentifikasi senyawa antibakteri pada Axinella sp. yang diambil dari kepulauan Karimunjawa dengan metode dereplikasi menggunakan LCMS (Liquid Chromatography Mass Spectrometer) dan FT-MS (Fourier Transfer Mass Spectrometer). Data pola spektra massa dan LC-MS menunjukkan adanya tiga senyawa terbrominasi yang mungkin memiliki bioakfivitas antibakteri. Analisis massa akurat (limit kesalahan di bawah 20 ppm) menggunakan FT-MS menemukan bahwa ketiga senyawa tersebut memliki monosotop negatif (M-H) pada m/z 321,9931 [senyawa (a)]; m/z 383,9089 [senyawa (b)]; dan m/z 385,9249 [senyawa (c)]. Analisis komposisi kimia dari besaran massa tersebut yang menggunakan Elemental Composition Calculator menemukan bahwa komposisi kimia dari ketiga senyawa tersebut adalah C11H10N5O2Br (a), C11H9N5Br2 (b) dan C11H11Br2N5O (c). Penelusuran struktur kima yang didasarkan pada komposisi tersebut di database MarinLit 2008 (Database struktur kimia senyawa-senyawa dari biota laut) menemukan bahwa ketiga senyawa tersebut merupakan hymeniadisine (a), 3-bromohymenialdiside (b), dan dibromophakelin (c).