Semipapposides A-M, triterpenoid bidesmosides saponins from the roots of Scabiosa semipapposa

Abstract

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Triterpenoid Saponins from the Cultivar “Green Elf” of Pittosporum tenuifolium

“…The monosaccharides were identified by extensive 2D-NMR analysis (COSY, TOCSY, ROESY, HSQC, HMBC) as glucuronopyranosyl, glucopyranosyl, and arabinopyranosyl units for 1 and as glucuronopyranosyl, galactopyranosyl, and arabinopyranosyl units for 2. Their absolute configurations were determined to be D for glucuronic acid (GlcA), glucose (Glc), and galactose (Gal) and L for arabinose (Ara), according to their optical rotation [10] (see Section 3). The relatively large 3 J H-1,H-2 values of GlcA, Glc, Gal, and Ara (7.0−7.6 Hz) indicated a β anomeric orientation for GlcA, Glc, and Gal and an α anomeric orientation for Ara.…”

Bis-iridoids and other constituents from Scabiosa semipapposa

“…Plants of this family are usually shrubs and vines and rarely herbaceous. Many genera of this family like Cephalaria (Tabatadze et al, 2007;Pasi et al, 2009;Mustafayeva et al, 2010;Sarikahya and Kirmizigul, 2010;Sarikahya et al, 2021), Valeriana (Ming et al, 1997;Tang et al, 2002;Dong et al, 2015;Quan et al, 2020;Liu et al, 2021), Lonicera (Lin et al, 2008;Liu et al, 2015;Li et al, 2019;Qiu et al, 2021), and Scabiosa (Lehbili et al, 2018a;Lehbili et al, 2018b;Bendamene et al, 2020;Kılınç et al,2020) have attracted the attention of various authors for their phytochemical and biological properties. The Scabiosa genus, belonging to this family, is widespread in the Mediterranean area, including 12 species in Algeria (Quezel and Santa, 1963).…”

“…Many Scabiosa species are used in folk medicine for the treatment of various illnesses such as asthma, influenza, bronchitis, bronchial pneumonia, liver diseases, neurodegenerative diseases, and to treat certain dermatoses, in particular scabies (Girre, 1980;Bammi and Douira, 2002;Rigat et al, 2007;Kose et al, 2015;Moteetee et al, 2016;Pinto et al, 2018). Numerous Scabiosa species yielded a great variety of secondary metabolites such as triterpene saponins (Alimbaeva et al, 1977;Baykal et al, 1998;Zheng et al, 2004;Lehbili et al, 2018a;Kılınç et al, 2020;Bendamene et al, 2020), flavonoids, coumarins (Garaev et al, 2008;Al-Qudah et al, 2017;Lehbili et al, 2018b), mono-and bis-iridoid glucosides (Papalexandrou et al, 2003;Polat et al, 2010;Lehbili et al, 2018b) and phenolic compounds (Akar,2022). In our continuous researches on the chemical constituents of Scabiosa species growing in Algeria (Lehbili et al, 2018a;Lehbili et al, 2018b;Bendamene et al, 2020), we have investigated Scabiosa semipapposa Salzm.…”

“…Numerous Scabiosa species yielded a great variety of secondary metabolites such as triterpene saponins (Alimbaeva et al, 1977;Baykal et al, 1998;Zheng et al, 2004;Lehbili et al, 2018a;Kılınç et al, 2020;Bendamene et al, 2020), flavonoids, coumarins (Garaev et al, 2008;Al-Qudah et al, 2017;Lehbili et al, 2018b), mono-and bis-iridoid glucosides (Papalexandrou et al, 2003;Polat et al, 2010;Lehbili et al, 2018b) and phenolic compounds (Akar,2022). In our continuous researches on the chemical constituents of Scabiosa species growing in Algeria (Lehbili et al, 2018a;Lehbili et al, 2018b;Bendamene et al, 2020), we have investigated Scabiosa semipapposa Salzm. Ex DC.…”

“…roots and aerial parts. After previous isolation of triterpenoid saponins from the roots of this plant (Bendamene et al, 2020), new phytochemical investigations were performed for its iridoids content. In this paper, we thus describe the isolation and structure elucidation of six undescribed bis-iridoids (1-6), namely semipapposiridoids A-F (Fig.…”