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Studies Towards the total synthesis of (-)-Hennoxazole A, Passifloricin A, (+)-Cryptocarya Diacetate, and Davanones

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Keywords
  • Organic
Disciplines
  • Biology
  • Chemistry
  • Medicine

Abstract

Kampo medicine, ‘Sho-seiryu-to’ was found to possess potent adjuvant activity by oral administration on nasal influenza infection and nasal influenza vaccination [1] Synopsis SYNOPSIS The thesis entitled “Studies Towards the total synthesis of (-)-Hennoxazole A, Passifloricin A, (+)-Cryptocarya Diacetate, and Davanones” has been divided into three chapters.1 Chapter I: Towards the total synthesis of (-)-Hennoxazole A. Section A: This section deals with the introduction and previous approaches of the (-)-Hennoxazole A. Section B: This section deals with the present work of the (-)-Hennoxazole A. Chapter II: Total synthesis of Passifloricin A and (+)-Cryptocarya Diacetate. Section A : This section describes the introduction, previous approaches and present work of the Passifloricin A. Section B : This section describes the introduction, previous approaches and present work of the (+)-Cryptocarya Diacetate. Chapter III: This chapter narrates the introduction, previous approaches and present work of the (+)-Davanone, (+)-Nordavanone and (+)-Davana Acid. CHAPTER I: Towards the total synthesis of (-)-Hennoxazole A. SECTION A: In recent years, marine natural products have attracted considerable attention of synthetic chemists as targets for total synthesis due to their potent biological properties. Hennoxazole A (1) belongs to a group of marine natural products isolated from a marine sponge Polyfibrospongia sp (phylum Porifera) by Scheuer et al.1 in 1991 (Figure 1). This has been found to be highly active, displaying antiviral activity against herpes simplex virus (HSV-1, IC50 = 0.6 µg/mL) and peripheral analgesic activity comparable with that of indomethacin. Hennoxazole A contains a bisoxazole moiety, functionalized tetrahydropyranyl ring and a skipped triene unit. However, the isolation of hennoxazole A, from the marine sponge in low contents prohibits further chemical and biological activities.

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