Antibacterial diterpenes from Plectranthus ernstii

Michael Stavri; Alan Paton; Brian W. Skelton; Simon Gibbons

doi:10.1021/np800581s

Antibacterial diterpenes from Plectranthus ernstii

Michael Stavri, Alan Paton, Brian W. Skelton, Simon Gibbons

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35 Citations (Scopus)

Abstract

Three new diterpenoids including two pimaranes (1 and 2) and a labdane (3) were isolated from the whole herb of Plectranthus ernstii. The structures of these compounds were determined as rel-15(?),16-epoxy-7?-hydroxypimar-8,14-ene (1) and rel-15(?),16-epoxy-7-oxopimar-8,14-ene (2), and compound 3 was elucidated as 1R,11S-dihydroxy-8R,13R-epoxylabd-14-ene on the basis of single-crystal X-ray structural analysis. Compound 1 exhibited moderate antistaphylococcal activity against a range of multidrug-resistant (MDR) and methicillin-resistant (MRSA) strains of Staphylococcus aureus with a minimum inhibitory concentration (MIC) of 32 ?g/mL. All three diterpenes exhibited antimycobacterial activity against three strains of rapidly growing mycobacteria with MIC values ranging from 8 to 128 ?g/mL.

Original language	English
Pages (from-to)	1191-1194
Number of pages	4
Journal	Journal of Natural Products
Volume	72
Issue number	6
Early online date	15 May 2009
DOIs	https://doi.org/10.1021/np800581s
Publication status	Published - 26 Jun 2009

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10.1021/np800581s

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@article{9adba575944c49198ba65c8e86ad40e5,

title = "Antibacterial diterpenes from Plectranthus ernstii",

abstract = "Three new diterpenoids including two pimaranes (1 and 2) and a labdane (3) were isolated from the whole herb of Plectranthus ernstii. The structures of these compounds were determined as rel-15(?),16-epoxy-7?-hydroxypimar-8,14-ene (1) and rel-15(?),16-epoxy-7-oxopimar-8,14-ene (2), and compound 3 was elucidated as 1R,11S-dihydroxy-8R,13R-epoxylabd-14-ene on the basis of single-crystal X-ray structural analysis. Compound 1 exhibited moderate antistaphylococcal activity against a range of multidrug-resistant (MDR) and methicillin-resistant (MRSA) strains of Staphylococcus aureus with a minimum inhibitory concentration (MIC) of 32 ?g/mL. All three diterpenes exhibited antimycobacterial activity against three strains of rapidly growing mycobacteria with MIC values ranging from 8 to 128 ?g/mL.",

author = "Michael Stavri and Alan Paton and Skelton, {Brian W.} and Simon Gibbons",

year = "2009",

month = jun,

day = "26",

doi = "10.1021/np800581s",

language = "English",

volume = "72",

pages = "1191--1194",

journal = "Journal of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Antibacterial diterpenes from Plectranthus ernstii

AU - Stavri, Michael

AU - Paton, Alan

AU - Skelton, Brian W.

AU - Gibbons, Simon

PY - 2009/6/26

Y1 - 2009/6/26

N2 - Three new diterpenoids including two pimaranes (1 and 2) and a labdane (3) were isolated from the whole herb of Plectranthus ernstii. The structures of these compounds were determined as rel-15(?),16-epoxy-7?-hydroxypimar-8,14-ene (1) and rel-15(?),16-epoxy-7-oxopimar-8,14-ene (2), and compound 3 was elucidated as 1R,11S-dihydroxy-8R,13R-epoxylabd-14-ene on the basis of single-crystal X-ray structural analysis. Compound 1 exhibited moderate antistaphylococcal activity against a range of multidrug-resistant (MDR) and methicillin-resistant (MRSA) strains of Staphylococcus aureus with a minimum inhibitory concentration (MIC) of 32 ?g/mL. All three diterpenes exhibited antimycobacterial activity against three strains of rapidly growing mycobacteria with MIC values ranging from 8 to 128 ?g/mL.

AB - Three new diterpenoids including two pimaranes (1 and 2) and a labdane (3) were isolated from the whole herb of Plectranthus ernstii. The structures of these compounds were determined as rel-15(?),16-epoxy-7?-hydroxypimar-8,14-ene (1) and rel-15(?),16-epoxy-7-oxopimar-8,14-ene (2), and compound 3 was elucidated as 1R,11S-dihydroxy-8R,13R-epoxylabd-14-ene on the basis of single-crystal X-ray structural analysis. Compound 1 exhibited moderate antistaphylococcal activity against a range of multidrug-resistant (MDR) and methicillin-resistant (MRSA) strains of Staphylococcus aureus with a minimum inhibitory concentration (MIC) of 32 ?g/mL. All three diterpenes exhibited antimycobacterial activity against three strains of rapidly growing mycobacteria with MIC values ranging from 8 to 128 ?g/mL.

U2 - 10.1021/np800581s

DO - 10.1021/np800581s

M3 - Article

VL - 72

SP - 1191

EP - 1194

JO - Journal of Natural Products

JF - Journal of Natural Products

SN - 0163-3864

IS - 6

ER -