New Secondary Metabolites from Endophytic Fungus Colletotrichum boninense NA-LV-AM-12-2 derived from Acacia mangium of Merapi Forest Indonesia

MUHLISUN AZIM, Sabirin Matsjeh; Jumina

2018 | Tesis | MAGISTER KIMIA

Organisme dapat berinteraksi dengan faktor biotik dan abiotik di lingkungan. Organisme juga mempunyai kemampuan untuk beradaptasi secara cepat terhadap perubahan habitat yang ekstrem. Organisme seperti mikroba berinteraksi terhadap lingkungannya dengan melepaskan molekul kecil sebagai isyarat dan media komunikasi sehigga interaksi dapat berlangsung. Penelitian ini bertujuan untuk menyeleksi jamur endofit dari tanaman yang terdampak oleh proses suksesi pasca erupsi gunung Merapi pada 2010. Metode seleksi yang digunakan adalah kromatografi lapis tipis (KLT). Secara total ada 437 jamur dapat diisolasi dari 16 spesies tanaman yang berbeda; 98 strain dari potato dextrose agar (PDA), 178 strain dari PDA-cyclosporine (PDA-CS), dan 161 strain dari arginine glycerol salt agar (AGS). Dari koleksi ini, 50 jamur mempunyai kemampuan untuk menghasilkan senyawa baru. Salah satunya, strain jamur NA-LV-AM-12-2 yang berasal dari tanaman Acacia mangium dipilih untuk fermentasi dan analisis lebih lanjut. Strain ini diidentifikasi sebagai Colletotrichum boninense berdasarkan analisis 18S rRNA. Fermentasi, ekstraksi, dan isolasi dari strain ini menghasilkan empat senyawa baru: dua analog dan masing-masing diastereomernya. Struktur planar dan konfigurasi relatif ditentukan menggunakan 1D dan 2D-NMR, beserta derivatisasi. Konfigurasi absolut untuk 14.3.1 dan 14.3.2 ditentukan dengan modified Mosher's ester dan analisis crystalline sponge X-ray. Senyawa 14.3.1 ditentukan sebagai (R)-1-(((R)-1-ethoxy-1-((2R,3S)-3-((R)-1-hydroxyhexyl)oxiran-2-yl)-1,3-dihydroisobenzofuran-4-yl)oxy)-3-methylbutane-2,3-diol dan 14.3.1 sebagai (R)-1-(((R)-1-((2R,3S)-3-((R)-1-hydroxyhexyl)oxiran-2-yl)-1-methoxy-1,3-dihydroisobenzofuran-4-yl)oxy)-3-methylbutane-2,3-diol.

Organisms can interact with biotic and abiotic factors of their environment. They have ability to adapt rapidly toward extreme alteration of their habitat. Organisms such as microorganisms interacted with its environment by releasing small molecules, as signals and communication media, these small molecules were established the interactions. This research aims to screen potential endophytic fungi from plants which were altered by succession processes after the eruption of Merapi volcano in 2010. The screening method was done by thin layer chromatography (TLC) analysis. In total, 437 fungi were isolated from 16 different plant species; 98 strains collected using potato dextrose agar (PDA), 178 strains collected using PDA-cyclosporine (PDA-CS), and 161 strains collected using arginine glycerol salt agar (AGS). From this collection, 50 strains were found to be potent as new metabolites producer. Among them, strain NA-LV-AM-12-2 was selected that derived from Acacia mangium for further fermentation and analyses. This strain was identified as Colletotrichum boninense by analysis of its 18S rRNA region. Fermentation, extraction, and isolation of this strain yielded four new compounds, including two analogs and their diastereomers Their planar structures and relative configurations were determined by 1D and 2D-NMR, along with chemical transformation. The absolute configurations of 14.3.1 and 14.3.2 were determined by modified Mosher's ester method and crystalline sponge X-ray analysis. Compound 14.3.2 was established as (R)-1-(((R)-1-ethoxy-1-((2R,3S)-3-((R)-1-hydroxyhexyl)oxiran-2-yl)-1,3-dihydroisobenzofuran-4-yl)oxy)-3-methylbutane-2,3-diol and 14.3.1 as (R)-1-(((R)-1-((2R,3S)-3-((R)-1-hydroxyhexyl)oxiran-2-yl)-1-methoxy-1,3-dihydroisobenzofuran-4-yl)oxy)-3-methylbutane-2,3-diol.

Kata Kunci : jamur endofit, Akasia, Colletotrichum boninense, Acacia mangium