Abstract

The isolation and structure determination of new cyclic peptide alkaloid ixorine, along with five known constituents frangulanine, syringaresinol, cinnamtannin B-1, daucosterol and mannitol from the branches of Ixora brevifolia are described. The cyclic peptide frangulanine is being described for the first time in the Rubiaceae family. The structures were elucidated on their spectral data basis, mainly one- (1H, 13C, DEPT) and two-dimensional (COSY, NOESY, HSQC and HMBC) nuclear magnetic resonance (NMR) and by comparison with data from the literature. The mixture of two cyclopeptide alkaloids showed weak activity against Leishmania amazonensis.

Highlights

  • The genus Ixora belongs to the Rubiaceae family and has approximately 350 species, mostly native to tropical Asia and Africa.[1]

  • Chemical investigation of its methanolic extract resulted in the isolation and identification of two alkaloids, including a new cyclopeptide alkaloid (1), named ixorine, and the known cyclopeptide alkaloid frangulanine (2), the lignin syringaresinol (3), the proanthocyanidin cinnamtannin B-1 (4) (Figure 1), along with daucosterol and mannitol

  • Cyclopeptide alkaloids ixorine (1) and frangulanine (2), lignin syringaresinol (3), proanthocyanidin cinnamtannin B-1 (4) (Figure 1), along with daucosterol and mannitol were isolated from the branches extract of Ixora brevifolia

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Summary

Introduction

The genus Ixora belongs to the Rubiaceae family and has approximately 350 species, mostly native to tropical Asia and Africa.[1]. The same study reported the antifungal activity of extracts and fractions from this plant.[12] Chemical investigation of its methanolic extract resulted in the isolation and identification of two alkaloids, including a new cyclopeptide alkaloid (1), named ixorine, and the known cyclopeptide alkaloid frangulanine (2), the lignin syringaresinol (3), the proanthocyanidin cinnamtannin B-1 (4) (Figure 1), along with daucosterol and mannitol.

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