7-hydroxy-3-(1-hydroxyethyl)-5-methoxy- 3-4-dimethylisobenzofuran-a(3H)-one and 4, 8-dihydroxy-6-methoxy-3,4,5- trimethyIisochroman-1-one using MOPAC Software

Wilanfranco  C. Tayone,

7-hydroxy-3-(1-hydroxyethyl)-5-methoxy- 3-4-dimethylisobenzofuran-a(3H)-one and 4, 8-dihydroxy-6-methoxy-3,4,5- trimethyIisochroman-1-one using MOPAC Software

Discipline: Chemistry

Abstract:

A benzofuranone type of compound known as 7-hydroxy-3-(1-hydroxyethyl)- 5methoxy-3,4-dimethylisobenzofuran-1 (3H)-one (1) and 4,8-dihydroxy-6-methoxy- 3,4,5trimethylisochroman-l-one (2) were studied for the molecular modeling using MOPAC. Compound 1 was originally isolated from the fungus Leptosphaeria sp. KTC 727. Initial Nuclear Magnetic Resonance (NMR) analyses using I H, 13C, Correlation Spectroscopy (COSY), Heteronuclear Multiple Quantum Coherence (HMQC), Heteronuclear Multiple Bond Coherence (HMBC) and Mass Spectrometry (MS) suggested 1 and 2 as the candidate planar structures. Succeeding chemical experiments confirmed it to be 1 and not 2. This study provided new confirmatory evidence about the exclusion of 2 as possible candidate compound via theoretical computation approach using MOPAC software.