Antibacterial profiling of abietane-type diterpenoids

Andreas Helfenstein, Mikko Martti Antero Vahermo, Dorota Anna Nawrot, Fatih Demirci, Gökalp İşcan, Sara Krogerus, Jari Tapani Yli-Kauhaluoma, Vânia M. Moreira, Päivi Sirpa Marjaana Tammela

Forskningsoutput: TidskriftsbidragArtikelVetenskapligPeer review


Abietic and dehydroabietic acid are interesting diterpenes with a highly diverse repertoire of associated bioactivities. They have, among others, shown antibacterial and antifungal activity, potentially valuable in the struggle against the increasing antimicrobial resistance and imminent antibiotic shortage. In this paper, we describe the synthesis of a set of 9 abietic and dehydroabietic acid derivatives containing amino acid side chains and their in vitro antimicrobial profiling against a panel of human pathogenic microbial strains. Furthermore, their in vitro cytotoxicity against mammalian cells was evaluated. The experimental results showed that the most promising compound was 10 [methyl N-(abiet-8,11, 13-trien-18-yl)-D-serinate], with an MIC90 of 60 mu g/mL against Staphylococcus aureus ATCC 25923, and 8 mu g/mL against methicillin-resistant S. aureus, Staphylococcus epidermidis and Streptococcus mitis. The IC50 value for compound 10 against Balb/c 3T3 cells was 45 mu g/mL. (C) 2016 Elsevier Ltd. All rights reserved.
TidskriftBioorganic & Medicinal Chemistry
Sidor (från-till)132-137
Antal sidor6
StatusPublicerad - jan 2017
MoE-publikationstypA1 Tidskriftsartikel-refererad


  • 1182 Biokemi, cell- och molekylärbiologi
  • 116 Kemi
  • 317 Farmaci

Citera det här

Helfenstein, A., Vahermo, M. M. A., Nawrot, D. A., Demirci, F., İşcan, G., Krogerus, S., ... Tammela, P. S. M. (2017). Antibacterial profiling of abietane-type diterpenoids. Bioorganic & Medicinal Chemistry, 25(1), 132-137.