Representative LC/UV chromatogram under typical analytical conditions (C18 column; mobile phase: 5–100% ACN / H2O (0.05% H3PO4), linear gradient 20 min; flow rate: 0.2 mL/min; detection: 210 nm).
NMR Spectral Data
Representative 1H NMR (500 MHz) spectrum confirming the structure of Prodigiosin. Representative 13C NMR (125 MHz) spectrum supporting structural assignment of Prodigiosin.
Source Organism
ganma-Proteobacterium hahella.
Summary
Prodigiosin is a red bacterial tripyrrole alkaloid with anticancer and antimicrobial activities.
Details
Prodigiosin is a red tripyrrole alkaloid pigment originally isolated from Serratia marcescens and a prototypical member of the prodiginine family. Biosynthetically formed by coupling of methoxybipyrrolecarboxaldehyde and a monopyrrole unit, it exhibits broad biological activities including antibacterial, antifungal, antimalarial, and anticancer effects. Mechanistically, prodigiosin induces apoptosis in cancer cells by activating PP2A and suppressing Akt signaling, leading to p53/p21 upregulation and cell-cycle arrest. Additional studies highlight its immunomodulatory properties and ability to inhibit biofilm formation. Prodigiosin therefore serves as a multifunctional natural product scaffold for oncology, infection, and chemical biology research.