Tortuosenes A and B, New Diterpenoid Metabolites from the Formosan Soft Coral <i>Sarcophyton tortuosum</i>

Lin, Kuan-Hua; Tseng, Yen-Ju; Chen, Bo-Wei; Hwang, Tsong‐Long; Chen, Hsing-Yin; Dai, Chang‐Feng; Sheu, Jyh‐Horng

doi:10.1021/ol403723b

Cited by 25 publications

(24 citation statements)

References 17 publications

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“…Most of the coral-derived diterpenoids had low activity or were inactive [167–176]; however, the eunicellin-based diterpenoid klymollin M (Table 1) isolated from the soft coral Klyxum molle was a potent inhibitor of f MLF-induced responses [177]. Again, the mechanisms involved have not been defined.…”

Section: Small-molecule Non-peptide Fpr1 Antagonists and Their Synmentioning

confidence: 99%

Antagonism of human formyl peptide receptor 1 with natural compounds and their synthetic derivatives

Schepetkin

Khlebnikov

Kirpotina

et al. 2016

International Immunopharmacology

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Formyl peptide receptor 1 (FPR1) regulates a wide variety of neutrophil functional responses and plays an important role in inflammation and the pathogenesis of various diseases. To date, a variety of natural and synthetic molecules have been identified as FPR1 ligands. Here, we review current knowledge on natural products and natural product-inspired small-molecules reported to antagonize and/or inhibit the FPR1-mediated responses. Based on this literature, additional screening of selected commercially available natural compounds for their ability to inhibit fMLF-induced Ca2+ mobilization in human neutrophils and FPR1 transfected HL-60 cells, and pharmacophore modeling, natural products with potential as FPR1 antagonists are considered and discussed in this review. The identification and characterization of natural products that antagonize FPR1 activity may have potential for the development of novel therapeutics to limit or alter the outcome of inflammatory processes.

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Section: Small-molecule Non-peptide Fpr1 Antagonists and Their Synmentioning

confidence: 99%

Antagonism of human formyl peptide receptor 1 with natural compounds and their synthetic derivatives

Schepetkin

Khlebnikov

Kirpotina

et al. 2016

International Immunopharmacology

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“…[7] Comparison of the 1 H-and 13 C-NMR data with of 2 with those reported and analysis of the 2D NMR data led to identification of 2 as emblide, [6] previously obtained from several soft corals. [6,[8][9][10] Compound 4 was isolated as a colorless amorphous solid. Its 1 H-and 13 [11] Compound 4 was also isolated from several algae [11][12][13] and sponges.…”

Section: Resultsmentioning

confidence: 99%

Chemical constituents from the soft coral Sinularia digitata

Hương

Ngọc

Hạnh

et al. 2019

Vietnam Journal of Chemistry

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Using various chromatographic separations, six known compounds namely (1R*,2E,4R*,7E,10S*,11S*,12R*)-10,18-diacetoxy-dolabella-2,7-dien-6-one (1), emblide (2), sarcophine (3), (3R)-4-[(2R,4S)-4-acetoxy-2-hydoxy-2,6,6trimethylcyclohexylidene-3-en-2-one (4), 3β-hydroxypregna-5,16-dien-20-one (5), and 3-hydroxyandrost-5-en-17-one (6) were isolated from a methanol extract of the Vietnamese soft coral Sinularia digitata. The structural elucidation was confirmed by extensive analysis of the 1D and 2D NMR spectroscopic data as well as comparison of them with the reported values.

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“…Moreover, the authors proposed a biosynthetic pathway for tortuosenes A and B 201 and 202 from the assumed cembranoidal precursor; (1Z, 3Z, 7E, 11E)-4-isopropyl-1,7,11-trimethylcyclotetradeca-1,3,7,11-tertaene, by oxidation of carbon-20 and the carbon-7/carbon-8 double bond was epoxidize, forming aldehydocembrane, a structure related to emblide 81. The resulting aldehydocembrane additionally formed a cycle from carbon-2 to carbon-20 by acid-catalyzed affecting the carbon-1/carbon-2 double bond of the carbonyl moiety [74].…”

Section: Introductionmentioning

confidence: 99%

Chemical Diversity in Species Belonging to Soft Coral Genus Sacrophyton and Its Impact on Biological Activity: A Review

et al. 2020

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One of the most widely distributed soft coral species, found especially in shallow waters of the Indo-Pacific region, Red Sea, Mediterranean Sea, and also the Arctic, is genus Sacrophyton. The total number of species belonging to it was estimated to be 40. Sarcophyton species are considered to be a reservoir of bioactive natural metabolites. Secondary metabolites isolated from members belonging to this genus show great chemical diversity. They are rich in terpenoids, in particular, cembranoids diterpenes, tetratepenoids, triterpenoids, and ceramide, in addition to steroids, sesquiterpenes, and fatty acids. They showed a broad range of potent biological activities, such as antitumor, neuroprotective, antimicrobial, antiviral, antidiabetic, antifouling, and anti-inflammatory activity. This review presents all isolated secondary metabolites from species of genera Sacrophyton, as well as their reported biological activities covering a period of about two decades (1998–2019). It deals with 481 metabolites, including 323 diterpenes, 39 biscembranoids, 11 sesquiterpenes, 53 polyoxygenated sterols, and 55 miscellaneous and their pharmacological activities.

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Tortuosenes A and B, New Diterpenoid Metabolites from the Formosan Soft Coral Sarcophyton tortuosum

Cited by 25 publications

References 17 publications

Antagonism of human formyl peptide receptor 1 with natural compounds and their synthetic derivatives

Antagonism of human formyl peptide receptor 1 with natural compounds and their synthetic derivatives

Chemical constituents from the soft coral Sinularia digitata

Chemical Diversity in Species Belonging to Soft Coral Genus Sacrophyton and Its Impact on Biological Activity: A Review

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