Planta Med 2022; 88(05): 380-388
DOI: 10.1055/a-1554-2866
Biological and Pharmacological Activity
Original Papers

New Guaianolide Sesquiterpene Lactones and Other Constituents from Pyrethrum pulchrum

1   Mongolian National University of Medical Sciences, Ulaanbaatar, Mongolia
,
Suvd Nadmid
1   Mongolian National University of Medical Sciences, Ulaanbaatar, Mongolia
,
Christian Paetz
2   Max Planck Institute for Chemical Ecology, Jena, Germany
,
Hans-Martin Dahse
3   Leibniz Institute for Natural Product Research and Infection Biology, Hans-Knöll-Institute (HKI), Jena, Germany
,
Kerstin Voigt
3   Leibniz Institute for Natural Product Research and Infection Biology, Hans-Knöll-Institute (HKI), Jena, Germany
,
Choijamts Gotov
4   Otoch Manramba University of Mongolia, Ulaanbaatar, Mongolia
,
Wilhelm Boland
2   Max Planck Institute for Chemical Ecology, Jena, Germany
,
1   Mongolian National University of Medical Sciences, Ulaanbaatar, Mongolia
› Author Affiliations
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Abstract

Pyrethrum pulchrum is a rare Mongolian plant species that has been traditionally used as an ingredient in various remedies. Bioactivity-guided fractionation performed on the methanol extract of its aerial parts led to the isolation of 2 previously undescribed guaianolide-type sesquiterpene lactones, namely 1β,10β-epoxy-8α-hydroxyguaia-3,11(13)-dien-6,12-olide (1) and 1,8,10-trihydroxyguaia-3,11(13)-dien-6,12-olide (2), along with the isolation or chromatographic identification of 11 compounds, arglabin (3), 3β-hydroxycostunolide (4), isocostic acid (5), (E)-9-(2-thienyl)-6-nonen-8-yn-3-ol (6), (Z)-9-(2-thienyl)-6-nonen-8-yn-3-ol (7), N 1,N 5,N 10,N 14-tetra-p-coumaroyl spermine (8), chlorogenic acid (9), 3,5-di-O-caffeoylquinic acid (10), 3,5-di-O-caffeoylquinic acid methyl ester (11), 3,4-di-O-caffeoylquinic acid (12), and tryptophan (13). Their structures were assigned based on spectroscopic and spectrometric data. The antimicrobial, antiproliferative and cytotoxic activities of selected compounds were evaluated. The new compounds showed weak to moderate antimicrobial activity. Arglabin (3), the major sesquiterpene lactone found in the methanol extract of P. pulchrum, exhibited the highest activity against human cancer lines, while compound 1 also possesses significant antiproliferative activity against leukemia cells.

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Publication History

Received: 16 September 2020

Accepted after revision: 14 July 2021

Article published online:
05 August 2021

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