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 Streptochlorin. Representative 13C NMR (125 MHz) spectrum supporting structural assignment of Streptochlorin.
Source Organism
Streptomyces roseolilacinus.
Summary
Streptochlorin is a marine indole alkaloid with antifungal activity and predicted LeuRS inhibition.
Details
Streptochlorin is an indole alkaloid isolated from marine Streptomyces species and identified as a bioactive lead compound against phytopathogenic fungi. Structure-activity relationship studies and molecular docking analyses demonstrated that streptochlorin and its synthetic analogues bind to leucyl-tRNA synthetase (LeuRS) in a manner comparable to known LeuRS inhibitors, supporting inhibition of aminoacyl-tRNA synthesis as a plausible mechanism underlying antifungal activity. Several derivatives displayed superior growth inhibition against Alternaria leaf spot, Gibberella zeae, and Rhizoctonia solani, with EC50 values outperforming commercial fungicides. These findings position streptochlorin as a marine-derived indole scaffold for antifungal development targeting translational machinery.