Bioactive components of Bupleurum rigidum L. Subsp. Rigidum

Contreras, Sandra Sánchez; Lanza, Ana M. Díaz; Pajares, Manuel Bernabé; Esteban, Carman Bartolome; Castillo, Lucinda Villaescusa; Martínez, María José Abad; Bermejo, Paulina; Matellano, Lidia Fernández

doi:10.1016/s1572-5995(02)80045-x

Cited by 5 publications

(6 citation statements)

References 43 publications

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“…To date, more than 120 glycosylated oleanane-type and ursane-type saponins have been isolated from Bupleurum species. [20][21][22][23] The aglycones of these saikosaponins are closely related oxygenated pentacyclic triterpenoidal structures that can be distinguished only by the positions and numbers of the double bonds in rings C and D and oxygenation patterns in positions 16, 23, 28 and 30 ( Figure 1). These saponins generally bear one (monodesmosidic) or, less often, two (bidesmosidic) carbohydrate chains that are directly attached to the hydroxyl groups in position 3 for monodesmosidic saponins and to positions 3 and 28 or 30 in the case of the bidesmosidic saponins.…”

Section: Triterpene Saponinsmentioning

confidence: 99%

“…Saikodiyne A, B and C were isolated for the first time from the roots of B. falcatum (the prefix 'saiko' is derived from the Japanese name of the plant [59] ), falcarinol and diynene were isolated from the acetone extract of B. rigidum roots. [20] …”

Section: Polyacetylenesmentioning

confidence: 99%

“…Saikosaponin triterpenes generally constitute the main class of secondary metabolites in the genus Bupleurum amounting to up to 7% of the total dry weight in roots. To date, more than 120 glycosylated oleanane‐type and ursane‐type saponins have been isolated from Bupleurum species [20–23] . The aglycones of these saikosaponins are closely related oxygenated pentacyclic triterpenoidal structures that can be distinguished only by the positions and numbers of the double bonds in rings C and D and oxygenation patterns in positions 16, 23, 28 and 30 (Figure 1).…”

Section: Chemical Diversity Of the Secondary Metabolites In The Genusmentioning

confidence: 99%

“…Barrero and coworkers [49,58] have identified bupleurynol, 2( E ),9( Z )‐octadecadiene‐4,6‐diyne‐1,18‐diol with its mono‐ and diacetate derivatives and oenanthetol with its aldehyde and acetate forms, from the aerial part of B. acutifolium , and 5( E ),7( E )‐pentadecadiene‐9,11,13‐triyn‐2‐one and 8( Z )‐decene‐4,6‐diyn‐1‐ol from the aerial part of B. spinosum . Saikodiyne A, B and C were isolated for the first time from the roots of B. falcatum (the prefix ‘saiko’ is derived from the Japanese name of the plant [59] ), falcarinol and diynene were isolated from the acetone extract of B. rigidum roots [20] …”

Section: Chemical Diversity Of the Secondary Metabolites In The Genusmentioning

confidence: 99%

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Genus Bupleurum: a review of its phytochemistry, pharmacology and modes of action

Ashour

Wink

2011

Journal of Pharmacy and Pharmacology

229

161

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Objectives Radix Bupleuri represents one of the most successful and widely used herbal drugs in Asia for treatment of many diseases over the past 2000 years. Thorough studies have been carried out on many species of this genus and have generated immense data about the chemical composition and corresponding biological activity of extracts and isolated secondary metabolites. In this work, we review the chemistry and pharmacology of the genus Bupleurum and explore the relationships between the pharmacological effects and the chemical composition of these drugs. Key findings Early studies on the genus Bupleurum had focused only on the traditional uses of the plants in the treatment of inflammatory disorders and infectious diseases. After chemical profiling, several groups of secondary metabolites were characterized with relevant biological activity: triterpene saponins (saikosaponins), lignans, essential oils and polysaccharides. As a result, present interest is now focused on the bioactivity of the isolated triterpene saponins acting as immunomodulatory, anti-inflammatory and antiviral agents, as well as on the observed ant-iulcer activity of the polysaccharides and anti-proliferative activity of different lignans. Many saikosaponins exhibited very potent anti-inflammatory, hepatoprotective and immunomodulatory activities both in vivo and in vitro. Conclusions Further investigations and screenings are required to explore other Bupleurum species, to evaluate the clinical safety and possible interactions with other drugs or herbs. Standardization of Bupleuri extracts is crucial for them being integrated into conventional medicine due to large chemical and biological variations between different species and varieties.

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Section: Triterpene Saponinsmentioning

confidence: 99%

Section: Polyacetylenesmentioning

confidence: 99%

Section: Chemical Diversity Of the Secondary Metabolites In The Genusmentioning

confidence: 99%

Section: Chemical Diversity Of the Secondary Metabolites In The Genusmentioning

confidence: 99%

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Genus Bupleurum: a review of its phytochemistry, pharmacology and modes of action

Ashour

Wink

2011

Journal of Pharmacy and Pharmacology

229

161

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“…paniculatum (Brot.) H.Wolff is an endemic species to the south and center of Portugal, Andalucía (Spain) and North Africa [ 32 ] and, up to date, no studies on this subspecies have been conducted. Therefore, and as part of our ongoing studies on the valorization of wild Apiaceae species, we aim to characterize the essential oil composition of B. rigidum subsp.…”

Section: Introductionmentioning

confidence: 99%

Antifungal and Anti-Inflammatory Potential of Bupleurum rigidum subsp. paniculatum (Brot.) H.Wolff Essential Oil

et al. 2021

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Fungal infections remain a major health concern with aromatic plants and their metabolites standing out as promising antifungal agents. The present study aims to assess, for the first time, the antifungal and anti-inflammatory potential of Bupleurum subsp. paniculatum (Brot.) H.Wolff essential oil from Portugal. The oil obtained by hydrodistillation and characterized by GC-MS, showed high amounts of monoterpene hydrocarbons, namely α-pinene (29.0–36.0%), β–pinene (26.1–30.7%) and limonene (10.5–13.5%). The antifungal potential was assessed, according to CLSI guidelines, against several clinical and collection strains. The essential oil showed a broad fungicidal effect being more potent against Cryptococcus neoformans and dermatophytes. Moreover, a significant germ tube inhibition was observed in Candida albicans as well as a disruption of mature biofilms, thus pointing out an effect of the oil against relevant virulent factors. Furthermore, fungal ultrastructural modifications were detected through transmission electron microscopy, highlighting the nefarious effect of the oil. Of relevance, the oil also evidenced anti-inflammatory activity through nitric oxide inhibition in macrophages activated with lipopolysaccharide. In addition, the essential oil’s bioactive concentrations did not present toxicity towards macrophages. Overall, the present study confirmed the bioactive potential of B. rigidum subsp. paniculatum essential oil, thus paving the way for the development of effective drugs presenting concomitantly antifungal and anti-inflammatory properties.

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