Discovery of indole alkaloids crienamides A and B from penicillium citrinum by a simulated MS/MS-guided molecular network strategy

The Building blocks-based molecular network (BBMN) strategy is effective for targeted natural product identification but depends on existing MS/MS data. To address this, we propose the Simulated MS/MS-Guided Molecular Network (SMMN) strategy, which combines virtual molecule design and MS/MS simulation to identify novel compounds containing target building blocks. We developed the MZmol Analyzer, a user-friendly web tool, to automate the SMMN strategy. Using this approach and the target 6-methyl-L-pipecolate (6-MeP), we identified two new indole alkaloid hybrids, crienamides A and B. In vitro immunosuppressive assays showed that both compounds inhibited ConA-induced cell proliferation, with IC50 values of 2.86 ± 1.33 μM and 0.96 ± 1.22 μM, respectively., , # Discovery of indole alkaloids crienamides A and B from *Penicillium citrinum* by a simulated MS/MS-guided molecular network strategy

Dataset DOI: [10.5061/dryad.1ns1rn951](10.5061/dryad.1ns1rn951)

## Description of the data and file structure

This dataset contains nuclear magnetic resonance (NMR) and liquid chromatography-tandem mass spectrometry (LC-MS/MS) data supporting the discovery of two novel indole alkaloids, Crienamides A and B, from *Penicillium citrinum* using a Simulated MS/MS-Guided Molecular Network (SMMN) strategy.

The NMR dataset includes the 1H NMR, 13C NMR, HSQC, HMBC, H-H COSY, and NOESY spectra for both Crienamides A and B. Additionally, it contains the 1H NMR and H-H COSY spectra of the R-Mosher-ether and S-Mosher-ether derivatives of Crienamide A obtained through Mosher's reaction.

The LC-MS/MS dataset consists of mzML files converted from raw data acquired using an Agilent 6545 Q-TOF mass spectrometer coupled with an Agilent 1290 Infinity LC system. The dat...,