Molecular Modeling of 3,8-dihydroxy-3-(hydroxymethyl)-6-methoxy-4,5-dimethylisochroman-1-one tautomersusing MOPAC Software

Authors

  • Wilanfranco Caballero Tayone Davao Oriental State College of Science and Technology
  • Janeth C. Tayone

Keywords:

isocoumarin, molecular modeling, Molecular Orbital Package (MOPAC), tautomers, z-matrix

Abstract

An isocoumarin type of compound known as 3,8-dihydroxy-3-(hydroxymethyl)-6-methoxy-4,5-dimethylisochroman-1-one (2) was studied for the molecular modeling using MOPAC. This compound that was originally isolated from the culture broth of Leptosphaeria sp. KTC 727 existed in anomeric tautomerization that could not be purified by chromatographic technique. Previous investigations revealed that the (3R*,4S*)-2 major tautomer is more stable and thus the principal component of the tautomeric pair. This study however, provided new evidence and confirmed the aforementioned claim via theoretical calculation approach. Moreover, a plausible biogenic reaction pathway for the interconversion between major and minor tautomers is likewise proposed.

Author Biography

Wilanfranco Caballero Tayone, Davao Oriental State College of Science and Technology

Mathematics and Natural Sciences and Department

Assistant Professor IV

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Published

2015-01-15

How to Cite

Tayone, W. C., & Tayone, J. C. (2015). Molecular Modeling of 3,8-dihydroxy-3-(hydroxymethyl)-6-methoxy-4,5-dimethylisochroman-1-one tautomersusing MOPAC Software. International Journal of Sciences: Basic and Applied Research (IJSBAR), 19(2), 210–219. Retrieved from https://gssrr.org/index.php/JournalOfBasicAndApplied/article/view/3255

Issue

Vol. 19 No. 2 (2015)

Section

Articles

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