Phytoecdysteroid and Clerodane Content in Three Wild Ajuga Species in Israel

Leena Taha-Salaime; Rachel Davidovich-Rikanati; Asaf Sadeh; Jackline Abu-Nassar; Sally Marzouk-Kheredin; Yahyaa Yahyaa; Mwafaq Ibdah; Murad Ghanim; Efraim Lewinsohn; Moshe Inbar; Radi Aly

doi:10.1021/acsomega.8b03029

Phytoecdysteroid and Clerodane Content in Three Wild Ajuga Species in Israel

Leena Taha-Salaime, Rachel Davidovich-Rikanati, Asaf Sadeh, Jackline Abu-Nassar, Sally Marzouk-Kheredin, Yahyaa Yahyaa, Mwafaq Ibdah, Murad Ghanim, Efraim Lewinsohn, Moshe Inbar, Radi Aly

Department of Evolutionary and Environmental Biology

Research output: Contribution to journal › Article › peer-review

Abstract

Many species of the genus Ajuga (family Lamiaceae) contain phytoecdysteroids and clerodane diterpenes. Phytoecdysteroids are triterpene-derived analogues of steroid hormones that control molting and metamorphosis in arthropods, whereas clerodanes deter phytophagous insects. We identified and quantified phytoecdysteroid and clerodane contents in three Ajuga plant species in Israel. Leaves and roots of Ajuga iva, Ajuga chamaepitys (Ajuga chia), and Ajuga orientalis were collected from three different populations. Using liquid chromatography-time of flight-mass spectrometry analysis, we identified three phytoecdysteroids: 20-hydroxyecdysone (ecdysterone), makisterone A, and cyasterone and two clerodanes: dihydroajugapitin and columbin. Their contents varied significantly among plant species, organs, and populations. The highest concentrations of 20-hydroxyecdysone, makisterone A, and cyasterone were recorded in leaves and roots of A. iva. Cyasterone content tended to be higher in leaves of A. chamaepitys. Clerodane concentrations were generally negligible or nonexistent. Dihydroajugapitin concentrations were highest in A. iva leaves but were lower or undetectable in the roots and in the other two species. Columbin concentration was similar in all species and organs. Phytoecdysteroid contents also varied among populations within species. Because phytoecdysteroids have disruptive effects on phytophagous insect growth, the potential role of extracts of A. iva in pest-management programs is of interest.

Original language	English
Pages (from-to)	2369-2376
Number of pages	8
Journal	ACS Omega
Volume	4
Issue number	1
DOIs	https://doi.org/10.1021/acsomega.8b03029
State	Published - 31 Jan 2019

Bibliographical note

Funding Information:
This work was supported by the Israeli Ministry of Science and Technology (research grant no. 3-14496). We thank Prof. Uzi Ravid and Dr. Alona Sheachter for their fruitful advice and comments. We thank Jomaa Zabarqa and his team for his assistance to collect Ajuga plants from several regions in Southern Israel.

Publisher Copyright:
© 2019 American Chemical Society.

ASJC Scopus subject areas

Chemistry (all)
Chemical Engineering (all)

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10.1021/acsomega.8b03029

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title = "Phytoecdysteroid and Clerodane Content in Three Wild Ajuga Species in Israel",

abstract = "Many species of the genus Ajuga (family Lamiaceae) contain phytoecdysteroids and clerodane diterpenes. Phytoecdysteroids are triterpene-derived analogues of steroid hormones that control molting and metamorphosis in arthropods, whereas clerodanes deter phytophagous insects. We identified and quantified phytoecdysteroid and clerodane contents in three Ajuga plant species in Israel. Leaves and roots of Ajuga iva, Ajuga chamaepitys (Ajuga chia), and Ajuga orientalis were collected from three different populations. Using liquid chromatography-time of flight-mass spectrometry analysis, we identified three phytoecdysteroids: 20-hydroxyecdysone (ecdysterone), makisterone A, and cyasterone and two clerodanes: dihydroajugapitin and columbin. Their contents varied significantly among plant species, organs, and populations. The highest concentrations of 20-hydroxyecdysone, makisterone A, and cyasterone were recorded in leaves and roots of A. iva. Cyasterone content tended to be higher in leaves of A. chamaepitys. Clerodane concentrations were generally negligible or nonexistent. Dihydroajugapitin concentrations were highest in A. iva leaves but were lower or undetectable in the roots and in the other two species. Columbin concentration was similar in all species and organs. Phytoecdysteroid contents also varied among populations within species. Because phytoecdysteroids have disruptive effects on phytophagous insect growth, the potential role of extracts of A. iva in pest-management programs is of interest.",

author = "Leena Taha-Salaime and Rachel Davidovich-Rikanati and Asaf Sadeh and Jackline Abu-Nassar and Sally Marzouk-Kheredin and Yahyaa Yahyaa and Mwafaq Ibdah and Murad Ghanim and Efraim Lewinsohn and Moshe Inbar and Radi Aly",

note = "Funding Information: This work was supported by the Israeli Ministry of Science and Technology (research grant no. 3-14496). We thank Prof. Uzi Ravid and Dr. Alona Sheachter for their fruitful advice and comments. We thank Jomaa Zabarqa and his team for his assistance to collect Ajuga plants from several regions in Southern Israel. Publisher Copyright: {\textcopyright} 2019 American Chemical Society.",

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doi = "10.1021/acsomega.8b03029",

language = "English",

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AU - Taha-Salaime, Leena

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AU - Abu-Nassar, Jackline

AU - Marzouk-Kheredin, Sally

AU - Yahyaa, Yahyaa

AU - Ibdah, Mwafaq

AU - Ghanim, Murad

AU - Lewinsohn, Efraim

AU - Inbar, Moshe

AU - Aly, Radi

N1 - Funding Information: This work was supported by the Israeli Ministry of Science and Technology (research grant no. 3-14496). We thank Prof. Uzi Ravid and Dr. Alona Sheachter for their fruitful advice and comments. We thank Jomaa Zabarqa and his team for his assistance to collect Ajuga plants from several regions in Southern Israel. Publisher Copyright: © 2019 American Chemical Society.

PY - 2019/1/31

Y1 - 2019/1/31

N2 - Many species of the genus Ajuga (family Lamiaceae) contain phytoecdysteroids and clerodane diterpenes. Phytoecdysteroids are triterpene-derived analogues of steroid hormones that control molting and metamorphosis in arthropods, whereas clerodanes deter phytophagous insects. We identified and quantified phytoecdysteroid and clerodane contents in three Ajuga plant species in Israel. Leaves and roots of Ajuga iva, Ajuga chamaepitys (Ajuga chia), and Ajuga orientalis were collected from three different populations. Using liquid chromatography-time of flight-mass spectrometry analysis, we identified three phytoecdysteroids: 20-hydroxyecdysone (ecdysterone), makisterone A, and cyasterone and two clerodanes: dihydroajugapitin and columbin. Their contents varied significantly among plant species, organs, and populations. The highest concentrations of 20-hydroxyecdysone, makisterone A, and cyasterone were recorded in leaves and roots of A. iva. Cyasterone content tended to be higher in leaves of A. chamaepitys. Clerodane concentrations were generally negligible or nonexistent. Dihydroajugapitin concentrations were highest in A. iva leaves but were lower or undetectable in the roots and in the other two species. Columbin concentration was similar in all species and organs. Phytoecdysteroid contents also varied among populations within species. Because phytoecdysteroids have disruptive effects on phytophagous insect growth, the potential role of extracts of A. iva in pest-management programs is of interest.

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Phytoecdysteroid and Clerodane Content in Three Wild Ajuga Species in Israel

Abstract

Bibliographical note

ASJC Scopus subject areas

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