Phenylpropanoids and neolignans from Smilax trinervula

Shu, Jicheng; Fang, Liang; Liang, Jian; Liu, Yonghong; Li, Fengqin; Shao, Feng; Liu, Ronghua; Huang, Huilian

doi:10.1016/j.fitote.2015.05.010

Cited by 13 publications

(5 citation statements)

References 11 publications

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“…These compounds showed no cytotoxic activity against ve cancer cell lines (SH-SY5Y, SGC-7901 and HCT-116). 166 Symplocosneolignan 480 was characterized from the nbutanol soluble fraction of the methanol extract of Symplocos cochinchinensis var. philippinensis (Symplocaceae).…”

Section: Alkyl Aryl Ethersmentioning

confidence: 99%

Recent advances in research on lignans and neolignans

2016

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Covering: 2009 to 2015Lignans and neolignans are a large group of natural products derived from the oxidative coupling of two C6-C3 units. Owing to their biological activities ranging from antioxidant, antitumor, anti-inflammatory to antiviral properties, they have been used for a long time both in ethnic as well as in conventional medicine. This review describes 564 of the latest examples of naturally occurring lignans and neolignans, and their glycosides in some cases, which have been isolated between 2009 and 2015. It comprises the data reported in more than 200 peer-reviewed articles and covers their source, isolation, structure elucidation and bioactivities (where available), and highlights the biosynthesis and total synthesis of some important ones.

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Section: Alkyl Aryl Ethersmentioning

confidence: 99%

Recent advances in research on lignans and neolignans

2016

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“…In conclusion, compound 18 was determined as 25-methyl-24-methylenelanost-9(11)-en-3-one and has been named smilaxsiebolane B. The 16 known compounds were identified as trans-3,3′,5,5′-tetrahydroxy-4-methoxystilbene (1) [32], resveratrol (2) [33], 4-hydroxybenzoic acid (3) [34], 2-O-caffeoylglycerol (4) [35], 1-O-caffeoylglycerol (5) [36], juncusyl ester B (6) [37], acertannin (7) [38], 2-O-(E)-feruloyl glyceride (8) [39], maplexin D (9) [40], trans-caffeic acid (10) [41], syringic acid (11) [42], 1-syringoyl-1,2-dihydroxyethane (12) [43], 3,5-dihydroxy-4-methoxybenzoic acid (13) [44], 1-(3,4,5-trimethoxyphenyl)-1,2,3-propanetriol ( 14) [45], 1-O-trans-ρ-coumaroylglycerol (15) [37], and trans-ρ-ethyl coumarate (19) [46] by comparing their spectroscopic data with reference values from the previously published literature. To the best of our knowledge, this is the first study to isolate all the compounds from S. sieboldii.…”

Section: Chemical Identification Of Compounds 1-19mentioning

confidence: 99%

Anti-Adipogenic Activity of Secondary Metabolites Isolated from Smilax sieboldii Miq. on 3T3-L1 Adipocytes

Jung

Lee

et al. 2023

IJMS

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Smilax sieboldii, a climbing tree belonging to Smilacaceae, has been used in traditional oriental medicine for treating arthritis, tumors, leprosy, psoriasis, and lumbago. To evaluate the anti-obesity effects of S. sieboldii (Smilacaceae), we screened methylene chloride (CH2Cl2), ethyl acetate (EtOAc), aqueous-saturated n-butanol, and ethanol (EtOH) extracts of the whole plant at various concentrations to inhibit adipogenesis in adipocytes. The 3T3-L1 cell line with Oil red O staining with the help of fluorometry was used as an indicator of anti-obesity activity. Bioactivity-guided fractionation of the EtOH extract and subsequent phytochemical investigation of the active CH2Cl2- and EtOAc-soluble fractions resulted in the isolation of 19 secondary metabolites (1–19), including a new α-hydroxy acid derivative (16) and two new lanostane-type triterpenoids (17 and 18). The structures of these compounds were characterized using various spectroscopic methods. All the isolated compounds were screened for adipogenesis inhibition at a concentration of 100 μM. Of these, compounds 1, 2, 4–9, 15, and 19 significantly reduced fat accumulation in 3T3-L1 adipocytes, especially compounds 4, 7, 9, and 19, showing 37.05 ± 0.95, 8.60 ± 0.41 15.82 ± 1.23, and 17.73 ± 1.28% lipid content, respectively, at a concentration of 100 μM. These findings provide experimental evidence that isolates from S. sieboldii extracts exert beneficial effects regarding the regulation of adipocyte differentiation.

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“…trinervula is a plant used in traditional Chinese medicine. The rhizomes and roots are sources of the Chinese drug "BaQuia" used as a diuretic and to treat pelvic inflammation [56]. Shu et al carried out the first chemical designed to isolate phenolic compounds from rhizomes of S. trinervula.…”

Section: Smilax Trinervulamentioning

confidence: 99%

“…Shu et al carried out the first chemical designed to isolate phenolic compounds from rhizomes of S. trinervula. These researchers obtained a 70% aqueous ethanol extract and removed the solvent [56]. The extract was partitioned with ethyl acetate and butanol.…”

Section: Smilax Trinervulamentioning

confidence: 99%

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Phenolic Compounds in Genus Smilax (Sarsaparilla)

Salas-Coronado¹,

Hernández-Carlos²,

Llaguno-GuilbertoJoseoziel³

et al. 2017

Phenolic Compounds - Natural Sources, Importance and Applications

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Smilax (Smilacaceae) is a genus of about 350 species, found in temperate, tropical and subtropical zones worldwide. The plants belonging to this genus are found throughout Asia, Europe, Oceania and the Americas. Species of the genus Smilax commonly called sarsaparilla are characterized as climbers, with long, thin thorny stem. The branches have tendrils which attach to other plants or objects and grow steadily upward. The roots of these plants have been used for centuries in Asia and the Americas as a tonic, diuretic and sudorific. The rhizome, roots, stems and leaves of sarsaparilla are used in traditional medicine. In the scientific literature, there are several reports on immunomodulatory properties, anticonvulsant, antibacterial, antifungal, anticancer, antidiabetic and antioxidant properties. However, there are no reports which explain the antioxidant activity of sarsaparilla extracts as a function of phenolic compound structures, such as flavonoids and phenylpropanoids. In this chapter, the relevance of phenolic chemical structure in antioxidant and anticancer activity of sarsaparilla extracts will be described. Special emphasis is placed on phenylpropanoid glycosides that consist of a sucrose core. These compounds are evidence of chemotaxonomy in the genus Smilax.

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Phenylpropanoids and neolignans from Smilax trinervula

Cited by 13 publications

References 11 publications

Recent advances in research on lignans and neolignans

Recent advances in research on lignans and neolignans

Anti-Adipogenic Activity of Secondary Metabolites Isolated from Smilax sieboldii Miq. on 3T3-L1 Adipocytes

Phenolic Compounds in Genus Smilax (Sarsaparilla)

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