Amberinone, a new guaianolide from Amberboa ramosaNatural Product Research

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Authors
Muhammad Ibrahim, Iqbal Hussain, Nusrat Hussain, Arruje Hameed, Tahir Farooq, Amjad Hussain, Muhammad Sajid Hamid Akash, Shabbir Hussain
Year
2015
DOI
10.1080/14786419.2015.1041940
Subject
Analytical Chemistry / Organic Chemistry / Plant Science / Biochemistry

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Amberinone, a new guaianolide from

Amberboa ramosa

Muhammad Ibrahimab, Iqbal Hussaind, Nusrat Hussainb, Arruje

Hameeda, Tahir Farooqa, Amjad Hussainb, Muhammad Sajid Hamid

Akashc & Shabbir Hussainb a Department of Applied Chemistry & Biochemistry, Government

College University, Faisalabad 38000, Pakistan b HEJ Research Institute of Chemistry, International Centre for

Chemical and Biological Sciences, University of Karachi, Karachi 75270, Pakistan c College of Pharmaceutical Sciences, Institute of Pharmacology,

Toxicology and Biochemical Pharmaceutics, Zhejiang University,

Hangzhou, China d Department of Botany, Government College University,

Faisalabad 38000, Pakistan

Published online: 18 May 2015.

To cite this article: Muhammad Ibrahim, Iqbal Hussain, Nusrat Hussain, Arruje Hameed, Tahir

Farooq, Amjad Hussain, Muhammad Sajid Hamid Akash & Shabbir Hussain (2015): Amberinone, a new guaianolide from Amberboa ramosa, Natural Product Research: Formerly Natural Product

Letters, DOI: 10.1080/14786419.2015.1041940

To link to this article: http://dx.doi.org/10.1080/14786419.2015.1041940

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D ow nl oa de d by [N ew

Y or k U niv ers ity ] a t 0 7:5 0 0 4 J un e 2 01 5

Amberinone, a new guaianolide from Amberboa ramosa

Muhammad Ibrahimab, Iqbal Hussaind*, Nusrat Hussainb, Arruje Hameeda, Tahir Farooqa,

Amjad Hussainb, Muhammad Sajid Hamid Akashc and Shabbir Hussainb aDepartment of Applied Chemistry & Biochemistry, Government College University, Faisalabad 38000,

Pakistan; bHEJ Research Institute of Chemistry, International Centre for Chemical and Biological

Sciences, University of Karachi, Karachi 75270, Pakistan; cCollege of Pharmaceutical Sciences, Institute of Pharmacology, Toxicology and Biochemical Pharmaceutics, Zhejiang University, Hangzhou, China; dDepartment of Botany, Government College University, Faisalabad 38000, Pakistan (Received 8 February 2015; final version received 12 April 2015)

Amberboa ramosa Jari Structure of Amberinone

The Amberboa is a medicinally important genus present in the family Asteraceae; members of this genus are mainly distributed in Pakistan and India. It has been used in different systems of traditional medicines for different diseases. Amberinone (1), a new sesquiterpene lactone, has been isolated from the ethyl acetate (EtOAc) soluble fraction of Amberboa ramosa together with chrysin (2), quercitine (3), eriodictyol (4) and keamferol (5). This is the first report of these compounds from this species. The structures of the isolated compounds have been elucidated by 1D and 2D 1H 13C NMR spectroscopy.

Keywords: Amberboa ramosa; amberinone; Asteraceae; guaianolide 1. Introduction

Guaianolides are naturally occurring sesquiterpene lactones that exhibit important biological activities. Their structure consists of the tricyclic 5, 7, 5-ring system. Plants with guaianolides as active constituents have been used in traditional medicine for treating of rheumatic pains, increase of bile production and pulmonary disorders (Devreese et al. 1980; Connolly & Hill 1991).

In continuation of our studies on medicinal plants especially Amberboa ramosa (Ibrahim et al. 2010; Ibrahim et al. 2012; Ibrahim, Farooq et al. 2013; Ibrahim, Hussain et al. 2013), we isolated a new guaianolide amberinone (1). A. ramosa is an annual herb which is mainly found in

Pakistan and India. A. ramosa has tonic, aperient, febrifuge, deobstruent, cytotoxic and antibacterial activities (Akhtar et al. 1993). The chloroform soluble fraction of A. ramosa has q 2015 Taylor & Francis *Corresponding author. Email: iqbalbotanist1@yahoo.com

Natural Product Research, 2015 http://dx.doi.org/10.1080/14786419.2015.1041940

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Y or k U niv ers ity ] a t 0 7:5 0 0 4 J un e 2 01 5 been reported with butyrylcholinesterase inhibitory activity (Khan et al. 2005). The literature survey revealed the presence of triterpenoids, flavonoids, steroids and sesquiterpene lactones from this plant (Harrison & Kulshrestha 1984; Khan et al. 2005). The current phytochemical study also resulted in four known compounds, including chrysin (2) (Shen et al.1993), quercitine (3) (Batterham & Highet 1964), eriodictyol (4) (Wagner et al. 1976) and keamferol (5) (Markham et al. 1978). Structures of the compounds were deduced using different spectroscopic techniques such as 1H NMR, 13C NMR, 2D NMR, ESI-MS and EI-MS. 2. Results and discussion