Biocatalyst Mediated Synthesis of Tryptanthrins Performed Under Ultrasonication. Issue 23 (19th June 2018)

• Record Type: Journal Article
• Authors: Mane, Ananda H.; Patil, Audumbar D.; Kamat, Siddharth R.; Salunkhe, Rajashri S.
• Is Part Of: ChemistrySelect. Volume 3:Issue 23(2018)
• Page Start: 6454
• Page End: 6458
• Publication Date: 2018-06-19
• Subjects: Alkaloids -- Baker's yeast -- Biocatalysis -- Tryptanthrin -- Ultrasonication; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201800677
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: The concomitant exploitation of two of the green chemistry tools viz., sonication and biocatalysis is reported here for the synthesis of natural alkaloid, tryptanthrin (indolo[2, 1‐ b ]quinazoline‐6, 12‐dione). High intensity ultrasound was applied to facilitate the release of enzymes by disruption of cells of baker's yeast ( Saccharomyces cerevisae ) as a biocatalyst. The coupled system is an excellent instance to enhance the rate of biocatalyzed reaction and proved to be green alternative to existing methodologies for the synthesis of tryptanthrins. The present method is bestowed with merits such as mild and clean reaction conditions, operational simplicity, tolerance for a wide variety of substituents, green aspects through the avoidance of toxic metal catalysts and affords highly selective conversion with no byproducts. Abstract : Saccharomyces cerevisiae (baker's yeast) catalyzed synthesis of tryptanthrins has been carried out in organic medium by the condensation of isatoic anhydrides and isatins under ultrasonication at room temperature. The coupled system of biocatalyst and ultrasonication is an excellent instance to enhance the rate of biocatalyzed reaction and proved to be green alternative to existing methodologies for the synthesis of tryptanthrins.