Abstract

Fusicoccane diterpenoids usually possess a fused 5-8-5 tricyclic ring system, which are biogenetically generated from geranylgeranyl diphosphate (GGDP). In our report, three novel diterpenoid alkaloids with fusicoccane skeleton, pericolactines A–C (1–3), were isolated from Periconia sp.. Their structures with absolute configurations were determined by spectroscopic analyses and quantum chemical ECD calculation. Pericolactines A–C (1–3) are a new class of diterpenoid alkaloids with an unusual fused 5-5-8-5 tetracyclic ring system, which derive from a geranylgeranyl diphosphate (GGDP) and serine conjugated biosynthesis. They belong to the atypical diterpenoid alkaloids.

Highlights

  • Diterpenoid alkaloids are a kind of nitrogen-containing diterpenes that derive from a terpene-amino acid conjugated biosynthesis

  • The 13C NMR spectrum (Table 1) showed 24 carbon signals, which was consistent with the deduction of the HRESIMS

  • Fusicoccane diterpenoids usually possessing a tricyclic (5-8-5) ring system are biogenetically generated from geranylgeranyl diphosphate (GGDP)[18], which are found from various natural sources, including bacteria[19,20], fungi[21,22,23,24], liverworts[25,26], algas[27], and higher plants[28,29]

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Summary

Introduction

Diterpenoid alkaloids are a kind of nitrogen-containing diterpenes that derive from a terpene-amino acid conjugated biosynthesis. According their structural characteristics, the majority of them are classified as typical diterpenoid alkaloids, including C18-, C19-, and C20-diterpenoid alkaloids[1,2,3,4]. Only a few atypical diterpenoid alkaloids have been reported, such as concavine, chamobtusin A, and haterumaimides[4]. Was carried out, which led to the isolation of three novel polycyclic diterpenoid alkaloids, pericolactines A–C (1–3). Pericolactines A–C (1–3) are a new class of diterpenoid alkaloids featuring a fused 5-5-8-5 tetracyclic skeleton and belong to atypical diterpenoid alkaloids, which derive from the terpene-amino acid conjugated biosynthesis. Details of the structure elucidation for 1–3 (Fig. 1) are reported

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