Antibacterial profiling of abietane-type diterpenoids

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Helfenstein A., Vahermo M., Nawrot D. A., DEMİRCİ F., İŞCAN G., Krogerus S., ...Daha Fazla

BIOORGANIC & MEDICINAL CHEMISTRY, cilt.25, sa.1, ss.132-137, 2017 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 25 Sayı: 1
  • Basım Tarihi: 2017
  • Doi Numarası: 10.1016/j.bmc.2016.10.019
  • Dergi Adı: BIOORGANIC & MEDICINAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Sayfa Sayıları: ss.132-137
  • Anahtar Kelimeler: Abietic acid, Dehydroabietic acid, Amino acid derivative, Bacteria, Fungi, Cytotoxicity, DEHYDROABIETIC ACID-DERIVATIVES, ANTIMICROBIAL ACTIVITY, CYTOTOXIC ACTIVITIES, TRYPANOSOMA-CRUZI, PINUS-ELLIOTTII, BACTERIA, GROWTH
  • Anadolu Üniversitesi Adresli: Evet

Özet

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.