Cytotoxic clerodane diterpenes from Glossocarya calcicola

Heidi Liisa Rasikari; David N. Leach; Peter G. Waterman; Robert Spooner-Hart; Albert H. Basta; Linda K. Banbury; Kelly M. Winter; Paul I. Forster

doi:10.1016/j.phytochem.2005.09.024

Cytotoxic clerodane diterpenes from Glossocarya calcicola

Heidi Liisa Rasikari, David N. Leach, Peter G. Waterman, Robert Spooner-Hart, Albert H. Basta, Linda K. Banbury, Kelly M. Winter, Paul I. Forster

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21 Citations (Scopus)

Abstract

Three clerodane diterpenes were isolated and identified from leaf extract of Glossocarya calcicola. Compound 1 has been characterised as (rel)-10ÃŽÂ²H-trans-12ÃŽÂ¾-(2-methylbut-2(E)-enoyl)-1ÃŽÂ²-(isobutanoyl)-6ÃŽÂ±,13ÃŽÂ¾-dihydroxyclerodan-4(20),8(18)-dien-7,15-dione-15,16-oxide, to which we have assigned the trivial name calcicolin-A. The other two compounds had the same skeletal structure and C-12 substituent but in compound 2, the C-1 esterifying group becomes 2-methylbut-2(E)-enoic acid and in 3 it becomes 2-methylbutanoic acid. Although anti-insect activity was not observed for G. calcicola, cytotoxicity against insect and human carcinoma cell lines was detected.

Original language	English
Number of pages	7
Journal	Phytochemistry
DOIs	https://doi.org/10.1016/j.phytochem.2005.09.024
Publication status	Published - 2005

Keywords

Australia
Lamiaceae
analysis
botanical chemistry
botanical pesticides
cell-mediated cytotoxicity

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This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.phytochem.2005.09.024

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@article{c40950c430964788887bac27b6d79ee2,

title = "Cytotoxic clerodane diterpenes from Glossocarya calcicola",

abstract = "Three clerodane diterpenes were isolated and identified from leaf extract of Glossocarya calcicola. Compound 1 has been characterised as (rel)-10{\~A}{\v Z}{\^A}²H-trans-12{\~A}{\v Z}{\^A}¾-(2-methylbut-2(E)-enoyl)-1{\~A}{\v Z}{\^A}²-(isobutanoyl)-6{\~A}{\v Z}{\^A}±,13{\~A}{\v Z}{\^A}¾-dihydroxyclerodan-4(20),8(18)-dien-7,15-dione-15,16-oxide, to which we have assigned the trivial name calcicolin-A. The other two compounds had the same skeletal structure and C-12 substituent but in compound 2, the C-1 esterifying group becomes 2-methylbut-2(E)-enoic acid and in 3 it becomes 2-methylbutanoic acid. Although anti-insect activity was not observed for G. calcicola, cytotoxicity against insect and human carcinoma cell lines was detected.",

keywords = "Australia, Lamiaceae, analysis, botanical chemistry, botanical pesticides, cell-mediated cytotoxicity",

author = "Rasikari, {Heidi Liisa} and Leach, {David N.} and Waterman, {Peter G.} and Robert Spooner-Hart and Basta, {Albert H.} and Banbury, {Linda K.} and Winter, {Kelly M.} and Forster, {Paul I.}",

year = "2005",

doi = "10.1016/j.phytochem.2005.09.024",

language = "English",

journal = "Phytochemistry",

issn = "0031-9422",

publisher = "Pergamon",

}

TY - JOUR

T1 - Cytotoxic clerodane diterpenes from Glossocarya calcicola

AU - Rasikari, Heidi Liisa

AU - Leach, David N.

AU - Waterman, Peter G.

AU - Spooner-Hart, Robert

AU - Basta, Albert H.

AU - Banbury, Linda K.

AU - Winter, Kelly M.

AU - Forster, Paul I.

PY - 2005

Y1 - 2005

N2 - Three clerodane diterpenes were isolated and identified from leaf extract of Glossocarya calcicola. Compound 1 has been characterised as (rel)-10ÃŽÂ²H-trans-12ÃŽÂ¾-(2-methylbut-2(E)-enoyl)-1ÃŽÂ²-(isobutanoyl)-6ÃŽÂ±,13ÃŽÂ¾-dihydroxyclerodan-4(20),8(18)-dien-7,15-dione-15,16-oxide, to which we have assigned the trivial name calcicolin-A. The other two compounds had the same skeletal structure and C-12 substituent but in compound 2, the C-1 esterifying group becomes 2-methylbut-2(E)-enoic acid and in 3 it becomes 2-methylbutanoic acid. Although anti-insect activity was not observed for G. calcicola, cytotoxicity against insect and human carcinoma cell lines was detected.

AB - Three clerodane diterpenes were isolated and identified from leaf extract of Glossocarya calcicola. Compound 1 has been characterised as (rel)-10ÃŽÂ²H-trans-12ÃŽÂ¾-(2-methylbut-2(E)-enoyl)-1ÃŽÂ²-(isobutanoyl)-6ÃŽÂ±,13ÃŽÂ¾-dihydroxyclerodan-4(20),8(18)-dien-7,15-dione-15,16-oxide, to which we have assigned the trivial name calcicolin-A. The other two compounds had the same skeletal structure and C-12 substituent but in compound 2, the C-1 esterifying group becomes 2-methylbut-2(E)-enoic acid and in 3 it becomes 2-methylbutanoic acid. Although anti-insect activity was not observed for G. calcicola, cytotoxicity against insect and human carcinoma cell lines was detected.

KW - Australia

KW - Lamiaceae

KW - analysis

KW - botanical chemistry

KW - botanical pesticides

KW - cell-mediated cytotoxicity

UR - http://hdl.handle.net/1959.7/uws:1778

U2 - 10.1016/j.phytochem.2005.09.024

DO - 10.1016/j.phytochem.2005.09.024

M3 - Article

SN - 0031-9422

JO - Phytochemistry

JF - Phytochemistry

ER -

Cytotoxic clerodane diterpenes from Glossocarya calcicola

Abstract

Keywords

UN SDGs

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