Antibacterial profiling of abietane-type diterpenoids

被引：51

作者：

Helfenstein, Andreas ^{[1
]}

Vahermo, Mikko ^{[2
]}

Nawrot, Dorota A. ^{[1
]}

Demirci, Fatih ^{[3
]}

Iscan, Gokalp ^{[3
]}

Krogerus, Sara ^{[2
]}

Yli-Kauhaluoma, Jari ^{[2
]}

Moreira, Vania M. ^{[2
]}

Tammela, Paivi ^{[1
]}

机构：

[1] Univ Helsinki, Ctr Drug Res, Div Pharmaceut Biosci, Fac Pharm, Viikinkaari 5 E,POB 56, FI-00014 Helsinki, Finland

[2] Univ Helsinki, Div Pharmaceut Chem & Technol, Fac Pharm, Viikinkaari 5 E,POB 56, FI-00014 Helsinki, Finland

[3] Anadolu Univ, Dept Pharmacognosy, Fac Pharm, TR-26470 Eskisehir, Turkey

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2017年 / 25卷 / 01期

基金：

芬兰科学院;

关键词：

Abietic acid; Dehydroabietic acid; Amino acid derivative; Bacteria; Fungi; Cytotoxicity; DEHYDROABIETIC ACID-DERIVATIVES; ANTIMICROBIAL ACTIVITY; CYTOTOXIC ACTIVITIES; TRYPANOSOMA-CRUZI; PINUS-ELLIOTTII; BACTERIA; GROWTH;

D O I：

10.1016/j.bmc.2016.10.019

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

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.

引用

页码：132 / 137

页数：6

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