Literature DB >> 11249127

Synthesis of variously oxidized abietane diterpenes and their antibacterial activities against MRSA and VRE.

Z Yang1, Y Kitano, K Chiba, N Shibata, H Kurokawa, Y Doi, Y Arakawa, M Tada.   

Abstract

Variously oxidized 12 natural abietanes, 6,7-dehydroferruginol methyl ether (3), ferruginol (5), 11-hydroxy-12-oxo-7,9(11),13-abietatriene (7), royleanone (9), demethyl cryptojaponol (12), salvinolone (14), sugiol methyl ether (16), sugiol (17), 5,6-dehydrosugiol methyl ether (19), 5,6-dehydrosugiol (20), 6beta-hydroxyferruginol (23), and taxodione (25) were synthesized. Antimicrobial activities of synthesized phenolic diterpenes and their related compounds against MRSA and VRE were evaluated. Phenols (12-hydroxyabieta-8,11,13-trien-6-one 22 and 23), catechols (12 and 14) and taxodione 25 showed potent activity with 4-10 microg/mL of MIC against MRSA and 4-16 microg/mL of MIC against VRE. (-)-Ferruginol showed more potent activity than natural type (+)-ferruginol. Quinone methide 7 showed the most potent activity with 0.5-1 microg/mL of MIC against both MRSA and VRE.

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Year:  2001        PMID: 11249127     DOI: 10.1016/s0968-0896(00)00253-4

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN: 0968-0896            Impact factor:   3.641


  15 in total

1.  Antifungal abietane-type diterpenes from the cones of Taxodium distichum Rich.

Authors:  Norihisa Kusumoto; Tatsuya Ashitani; Tetsuya Murayama; Koichi Ogiyama; Koetsu Takahashi
Journal:  J Chem Ecol       Date:  2010-10-31       Impact factor: 2.626

2.  Taxodione and arenarone inhibit farnesyl diphosphate synthase by binding to the isopentenyl diphosphate site.

Authors:  Yi-Liang Liu; Steffen Lindert; Wei Zhu; Ke Wang; J Andrew McCammon; Eric Oldfield
Journal:  Proc Natl Acad Sci U S A       Date:  2014-06-09       Impact factor: 11.205

3.  Abietane diterpenoids from Salvia sclarea transformed roots as growth inhibitors of pathogenic Acanthamoeba spp.

Authors:  Łukasz Kuźma; Monika Derda; Edward Hadaś; Halina Wysokińska
Journal:  Parasitol Res       Date:  2014-11-11       Impact factor: 2.289

4.  Antitermitic activities of abietane-type diterpenes from Taxodium distichum cones.

Authors:  Norihisa Kusumoto; Tatsuya Ashitani; Yuichi Hayasaka; Tetsuya Murayama; Koichi Ogiyama; Koetsu Takahashi
Journal:  J Chem Ecol       Date:  2009-05-29       Impact factor: 2.626

5.  Design, synthesis, molecular docking, and antibacterial evaluation of some novel flouroquinolone derivatives as potent antibacterial agent.

Authors:  Mehul M Patel; Laxman J Patel
Journal:  ScientificWorldJournal       Date:  2014-12-09

6.  Crystal structure of 7β-hy-droxy-royleanone isolated from Taxodium ascendens (B.).

Authors:  Shicheng Xu; Xinhua Ma; Ruifang Ke; Shihao Deng; Xinzhou Yang; Ping Song
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2017-09-05

7.  Crystal structure of taxodione isolated from Taxodium ascendens (B.).

Authors:  Rui-Fang Ke; Shi-Cheng Xu; Ping Song; Shi-Hao Deng; Xin-Hua Ma; Xin-Zhou Yang
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2017-06-30

8.  Discovery of novel phthalimide analogs: Synthesis, antimicrobial and antitubercular screening with molecular docking studies.

Authors:  Heba S Rateb; Hany E A Ahmed; Sahar Ahmed; Saleh Ihmaid; Tarek H Afifi
Journal:  EXCLI J       Date:  2016-12-06       Impact factor: 4.068

9.  (+)-Dehydroabietic acid, an abietane-type diterpene, inhibits Staphylococcus aureus biofilms in vitro.

Authors:  Adyary Fallarero; Malena Skogman; Janni Kujala; Mohanathas Rajaratnam; Vânia M Moreira; Jari Yli-Kauhaluoma; Pia Vuorela
Journal:  Int J Mol Sci       Date:  2013-06-05       Impact factor: 5.923

10.  Abietane and nor-abitane diterpenoids from the roots of Salvia rhytidea.

Authors:  Farrokh Eghtesadi; Mahdi Moridi Farimani; Nourallah Hazeri; Jafar Valizadeh
Journal:  Springerplus       Date:  2016-07-13
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