SYNTHESIS AND PHYSICOCHEMISTRY PROPERTIES PREDICTION OF A NEW POTENTIAL ANTI-INFLAMMATORY AGENT: DIACETYL PENTAGAMAVUNON-1

Supardjan A. Margono; Pudjono Pudjono; St. Layli Prasojo; Jeffry Julianus; Enade Perdana Istyastono

doi:10.22146/ijc.21782

SYNTHESIS AND PHYSICOCHEMISTRY PROPERTIES PREDICTION OF A NEW POTENTIAL ANTI-INFLAMMATORY AGENT: DIACETYL PENTAGAMAVUNON-1

https://doi.org/10.22146/ijc.21782

Supardjan A. Margono^(1*), Pudjono Pudjono⁽²⁾, St. Layli Prasojo⁽³⁾, Jeffry Julianus⁽⁴⁾, Enade Perdana Istyastono⁽⁵⁾

(1) Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Universitas Gadjah Mada, Sekip Utara Yogyakarta 55281
(2) Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Universitas Gadjah Mada, Sekip Utara Yogyakarta 55281
(3) Centre for Education and Research ENADION - Yogyakarta
(4) Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Universitas Gadjah Mada, Sekip Utara Yogyakarta 55281
(5) Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Sanata Dharma, Paingan, Maguwoharjo Yogyakarta 55281
(*) Corresponding Author

Abstract

Synthesis and physicochemistry properties prediction of a potential anti-inflammatory agent, diacetyl pentagamavunon-1 (diacetyl PGV-1), has been done. The synthesis was using pentagamavunon-1 (PGV-1) (2,87x10-3 mole) and anhydride acetic acid (26x10-3 mole; 37x10-3 mole; 49x10-3 mole) as starting materials and NaOH ethanolic as a catalyst. The AM1 semiempirical quantum-chemical calculations using the computational chemistry approach was used to predict and compare the physicochemisty properties of diacetyl PGV-1 to PGV-1. Odorless, light-yellow powder has been obtained. The powder was 0.8512-0.9602 g (2.02 x10-3 - 2.22x10-3 mole; 70.4-77.4%) and the purity of the powder was 92.4%. The purity of the product has been examined by high performance liquid chromatography (HPLC), while the structure elucidation has been done using IR (Infra Red), 1H-NMR (Nuclear Magnetic Resonance) and MS (Mass Spectroscopy). The physicochemisty properties prediction showed that diacetyl PGV-1 was more hydrophobic than PGV-1.

Keywords

Anti-inflammatory; PGV-1; diacetyl PGV-1; AM1

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DOI: https://doi.org/10.22146/ijc.21782