Section 1. XVI Symposium «Current problems of chemistry, biology and technology of natural compounds»

A NEW GUAYANOLIDE SESQUITERPENE LACTONE FROM Ferula kokanica

M.S. Nazarova 🎤
S.Y. Yunusov Institute of the Chemistry of Plant Substances, Uzbekistan
K.A. Eshbakova
S.Y. Yunusov Institute of the Chemistry of Plant Substances, Uzbekistan
K.S. Zhuraev
S.Y. Yunusov Institute of the Chemistry of Plant Substances, Uzbekistan
N.D. Abdullaev
S.Y. Yunusov Institute of the Chemistry of Plant Substances, Uzbekistan
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Abstract

We studied the roots of Ferula kokanica Regel & Schmalh, collected in the Kashkadarya region during the flowering period. 2 kg of roots were extracted with 96% alcohol, the extract was concentrated under vacuum using a rotary evaporator, and 500 g of total extractive substances were obtained. Of this amount, 50 g were taken and separated by column chromatography on silica gel KSK, eluting with a mixture of petroleum ether and ethyl acetate (25:1-1:1). With the 8:1 system, a new sesquiterpene lactone was isolated as white crystals, composition C27H28O7, Mm, m/z 464, mp 147°C, named kokonolide [1]. Kokonolid is a white powder. In the UV spectrum of the compound (MeOH, лmax nm: 202.77) characteristic maxima for terpenoid derivatives are observed. In the IR spectrum of the substance there are absorption bands at нmax cm-1 2924.39, 2854.70 (CH2 – group) and 1790.07 (carbonyl from the lactone ring), 1708.66 (a,b-unsaturated ester), 1689.79 ((a,b-unsaturated ketone), 1640.67, 1615.51 (C=C). The interpretation of the 1H and 13C NMR spectra was carried out on the basis of data from HSQC, HMBC, and NOESY experiments. Thus, according to the obtained data, coconolide is a new sesquiterpene lactone of the guaianolide type [1] and has the structure 2-oxo-8a-benzoyloxy-11б-angeloyloxy--5bH,6bH,7bH-guai-1(10),3(4)-dien-6,12-olide.

References

  1. Mehrdad Iranshahi, Seyyed Tahmineh Hosseini, Ahmad Reza Shahverdi, Kamyar Molazade, Saleha Suleman Khan, Viqar Uddin Ahmad. (2008). Diversolides A–G, guaianolides from the roots of Ferula diversivittata.Phytochemistry.[Crossref]

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Publication Details

Published Date07/10/2026
ConferenceInternational Conference “Biologically active compounds: From chemistry to medicine”
DOI10.5281/zenodo.23060021
Pages63
CC BY 4.0

This article is licensed under a Creative Commons Attribution 4.0 International License.