Cembrane diterpenoids: Chemistry and pharmacological activities

Zhang, Na; Xu, Wei; Yan, Yushu; Chen, Mengjie; Li, Hua; Chen, Lixia

doi:10.1016/j.phytochem.2023.113703

Cited by 7 publications

(5 citation statements)

References 123 publications

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“…Various phytoconstituents detected through the GC-MS technique such as γ- sitesterol, ergost-5-en-3-ol,(3beta, 24R), cyclotetradecane,1,7,11trimethyl-4-(1-methylethyl)-, may be accountable for the anticancer properties of the MESF and its extractives. 53,63,64 The ability of drugs to stabilize the erythrocyte membrane extends to the stabilization of lysosomal membranes, suggesting potential anti-inflammatory properties. This is attributed to the structural resemblance between the two membranes, leading to alterations in cell mediator activity.…”

Section: Discussionmentioning

confidence: 99%

“…Various phyto-constituents detected through the GC-MS technique such as γ-sitesterol, ergost-5-en-3-ol,(3beta, 24R), cyclotetradecane,1,7,11-trimethyl-4-(1-methylethyl)-, may be accountable for the anticancer properties of the MESF and its extractives. 53,63,64…”

Section: Discussionmentioning

confidence: 99%

“…Several anti-inflammatory phyto-molecules, such as loliolide and cyclotetradecane, 1,7,11-trimethyl-4-(1-methylethyl)-phyto-molecules, were detected through the GC-MS technique, potentially responsible for this response. 34,53 Further exploration is required for a comprehensive understanding of the anti-inflammatory activity of C. ramiflora .…”

Section: Discussionmentioning

confidence: 99%

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Multifaceted Chemico-Pharmacological Insights into Cynometra ramiflora L.: Unveiling its GC-MS, Cytotoxic, Thrombolytic, Anti-Inflammatory, Antioxidant, Anti-Diarrheal, Hypoglycemic, and Analgesic Potentials

Samadd,

Hossain,

Taher

et al. 2024

Natural Product Communications

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Objective: This study aimed to comprehensively evaluate the chemico-pharmacological properties of methanolic extractives derived from Cyanometra ramiflora leaves, encompassing a spectrum of activities including cytotoxic, thrombolytic, membrane-stabilizing, antioxidant, antidiarrheal, hypoglycemic, and analgesic effects. Methods: Phytomolecules were identified using Gas Chromatography-Mass Spectrometry (GC-MS), while antioxidant activity was assessed using 2,2-diphenyl-1-picrylhydrazyl (DPPH) and total phenolic content tests. Cytotoxicity was determined through the brine shrimp bioassay, while thrombolytic activity was evaluated via clot lysis assays, and membrane-stabilizing effects were investigated for potential anti-inflammatory properties. In-vivo experiments using mice were conducted solely with the methanolic extract to assess central and peripheral analgesic, hypoglycemic, and antidiarrheal properties. Results: The presence of 47 compounds in the methanolic extract, with tetratriacontyl pentafluoropropionate (9.25%), pentatriacontane (8.75%), and 2-methylhexacosane (5.9%) being predominant. The dichloromethane-soluble fraction exhibited the highest cytotoxicity, with a 50% lethal concentration (LC50) of 11.05 µg/mL. Both petroleum-ether and methanol-soluble fractions demonstrated more than 50% lysis in thrombolytic activity assays. Under hypotonic and heat-induced conditions, the ethyl acetate and dichloromethane-soluble fractions of C. ramiflora significantly reduced erythrocyte hemolysis. Notably, the methanol-soluble fraction exhibited significant antioxidant potential with 50% inhibitory concentration (IC50) of 17.71 μg/mL compared to the standard EDTA (IC50 = 75.94 μg/mL). The hypoglycemic investigation revealed a 63.73% reduction at 90 min with a 600 mg/kg dose, while mild antidiarrheal activity was observed with a 37.5% reduction in diarrhea at 4 h intervals. Significant analgesic effects were demonstrated in both central and peripheral tests, with a 68.53% reduction in writhing during the peripheral test and an average tail immersion time of 5.38 s at 90 min. Conclusion: C. ramiflora leaves show promise as natural sources for various pharmacological activities, including cytotoxicity, thrombosis, inflammation, antioxidant, hypoglycemic, and analgesic effects. However, further comprehensive research is recommended to elucidate the precise mechanisms of action and analyze the phytochemical composition of C. ramiflora plants.

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Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

Section: Discussionmentioning

confidence: 99%

See 1 more Smart Citation

Multifaceted Chemico-Pharmacological Insights into Cynometra ramiflora L.: Unveiling its GC-MS, Cytotoxic, Thrombolytic, Anti-Inflammatory, Antioxidant, Anti-Diarrheal, Hypoglycemic, and Analgesic Potentials

Samadd,

Hossain,

Taher

et al. 2024

Natural Product Communications

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“…The discovery of these cembrane diterpenes expands the chemical complexity and biological diversity of terpenes in marine Sinularia soft corals. [27] While their real ecological roles in the life process of S. tumulosa and coral reef ecosystems need to be investigated in depth, and an understanding of the mechanisms of their biosynthesis deserves to be explored.…”

Section: Discussionmentioning

confidence: 99%

“…Among these isolates, compound 2 showed notable antibacterial activities against fish pathogenic bacteria Streptococcus parauberis FP KSP28 and Phoyobacterium damselae FP2244, especially against vancomycin‐resistant Enterococcus faecium bacteria G1, G4, G7, G8 and G13 from five different individuals. The discovery of these cembrane diterpenes expands the chemical complexity and biological diversity of terpenes in marine Sinularia soft corals [27] . While their real ecological roles in the life process of S. tumulosa and coral reef ecosystems need to be investigated in depth, and an understanding of the mechanisms of their biosynthesis deserves to be explored.…”

Section: Discussionmentioning

confidence: 99%

Oxygenated Cembrane Diterpenes from the South China Sea Soft Coral *Sinularia tumulosa***

Zhu

Yu²,

Su³

et al. 2023

Chemistry & Biodiversity

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The chemical investigation of the rarely studied soft coral Sinularia tumulosa resulted in the discovery of five oxygenated cembrane diterpenes 1–5, including two new compounds situmulins A (1) and B (2). The structures of 1 and 2 were established through the extensive analyses of 1D and 2D NMR spectral data together with the comparisons with the known compounds. Furthermore, the absolute configuration of 1 was determined by the time‐dependent density functional theory (TDDFT) ECD approach, while the relative configuration of 2 was assigned via the quantum mechanical‐NMR (QM‐NMR) calculations. It might be worth to point out it is the first time to disclose the presence of cembrane diterpenes in the title species. In the bioassays, compound 2 not only showed strong antibacterial activities against fish pathogenic bacteria Streptococcus parauberis FP KSP28 and Phoyobacterium damselae FP2244 with both minimum inhibitory concentration for 90 % (MIC90) values of 25 μM, but also demonstrated substantial inhibitory efficacy against vancomycin‐resistant Enterococcus faecium bacteria G1, G4, G7, G8 and G13 from several individuals, with MIC90 values of 25, 50, 100, 50 and 25 μM, respectively.

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Guided discovery of hepatoprotective polyhydroxy cembrane-type diterpenoids from the gum resin of Boswellia carterii by MS/MS molecular networking

Yu,

Zhao,

Wang

et al. 2023

Phytochemistry

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Cembrane diterpenoids: Chemistry and pharmacological activities

Cited by 7 publications

References 123 publications

Multifaceted Chemico-Pharmacological Insights into Cynometra ramiflora L.: Unveiling its GC-MS, Cytotoxic, Thrombolytic, Anti-Inflammatory, Antioxidant, Anti-Diarrheal, Hypoglycemic, and Analgesic Potentials

Multifaceted Chemico-Pharmacological Insights into Cynometra ramiflora L.: Unveiling its GC-MS, Cytotoxic, Thrombolytic, Anti-Inflammatory, Antioxidant, Anti-Diarrheal, Hypoglycemic, and Analgesic Potentials

Oxygenated Cembrane Diterpenes from the South China Sea Soft Coral *Sinularia tumulosa***

Guided discovery of hepatoprotective polyhydroxy cembrane-type diterpenoids from the gum resin of Boswellia carterii by MS/MS molecular networking

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Cembrane diterpenoids: Chemistry and pharmacological activities

Cited by 7 publications

References 123 publications

Multifaceted Chemico-Pharmacological Insights into Cynometra ramiflora L.: Unveiling its GC-MS, Cytotoxic, Thrombolytic, Anti-Inflammatory, Antioxidant, Anti-Diarrheal, Hypoglycemic, and Analgesic Potentials

Multifaceted Chemico-Pharmacological Insights into Cynometra ramiflora L.: Unveiling its GC-MS, Cytotoxic, Thrombolytic, Anti-Inflammatory, Antioxidant, Anti-Diarrheal, Hypoglycemic, and Analgesic Potentials

Oxygenated Cembrane Diterpenes from the South China Sea Soft Coral Sinularia tumulosa**

Guided discovery of hepatoprotective polyhydroxy cembrane-type diterpenoids from the gum resin of Boswellia carterii by MS/MS molecular networking

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Product

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Oxygenated Cembrane Diterpenes from the South China Sea Soft Coral *Sinularia tumulosa***