Labdane-Type Diterpenoids from Streptomyces griseorubens and Their Antimicrobial and Cytotoxic Activities

Int J Mol Sci. 2024 Mar 14;25(6):3311. doi: 10.3390/ijms25063311.

Abstract

Chemical investigation of the ethyl acetate (EtOAc) extract from a marine-derived actinomycete, Streptomyces griseorubens, resulted in the discovery of five new labdane-type diterpenoids: chlorolabdans A-C (1-3), epoxylabdans A and B (4 and 5), along with one known analog (6). The structures of the new compounds were determined by spectroscopic analysis (HR-ESIMS, 1D, and 2D NMR) and by comparing their experimental data with those in the literature. The new compounds were evaluated for their antimicrobial activity, and 2 displayed significant activity against Gram-positive bacteria, with minimum inhibitory concentration (MIC) values ranging from 4 to 8 µg/mL. Additionally, 1, 2, and 4 were tested for their cytotoxicity against seven blood cancer cell lines by CellTiter-Glo (CTG) assay and six solid cancer cell lines by sulforhodamine B (SRB) assay; 1, 2, and 4 exhibited cytotoxic activities against some blood cancer cell lines, with concentration causing 50% cell growth inhibition (IC50) values ranging from 1.2 to 22.5 µM.

Keywords: Streptomyces griseorubens; antimicrobial; chlorolabdan; cytotoxicity; diterpenoids; epoxylabdan; labdane.

MeSH terms

  • Anti-Infective Agents* / pharmacology
  • Anti-Infective Agents* / therapeutic use
  • Antineoplastic Agents* / therapeutic use
  • Diterpenes* / chemistry
  • Hematologic Neoplasms*
  • Humans
  • Neoplasms* / drug therapy
  • Streptomyces*

Substances

  • Anti-Infective Agents
  • Antineoplastic Agents
  • Diterpenes

Supplementary concepts

  • Streptomyces griseorubens