Fragilides K and L, New Briaranes from the Gorgonian Coral Junceella fragilis

Zheng, Li Guo; Chang, Yu Chia; Hu, Chiung Chih; Wen, Zhi Hong; Wu, Yang Chang; Sung, Ping‐Jyun

doi:10.3390/molecules23071510

Cited by 9 publications

(4 citation statements)

References 25 publications

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“…Erythropodium apparently produces only compounds, called briarane diterpenes. Recently, fragilides have been reported to possess anti-inflammatory properties [ 117 ].…”

Section: Discussionmentioning

confidence: 99%

Development of a novel and rapid phenotype-based screening method to assess rice seedling growth

et al. 2020

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Background Rice (Oryza sativa) is one of the most important model crops in plant research. Despite its considerable advantages, (phenotypic) bioassays for rice are not as well developed as for Arabidopsis thaliana. Here, we present a phenotype-based screening method to study shoot-related parameters of rice seedlings via an automated computer analysis. Results The phenotype-based screening method was validated by testing several compounds in pharmacological experiments that interfered with hormone homeostasis, confirming that the assay was consistent with regard to the anticipated plant growth regulation and revealing the robustness of the set-up in terms of reproducibility. Moreover, abiotic stress tests using NaCl and DCMU, an electron transport blocker during the light dependent reactions of photosynthesis, confirmed the validity of the new method for a wide range of applications. Next, this method was used to screen the impact of semi-purified fractions of marine invertebrates on the initial stages of rice seedling growth. Certain fractions clearly stimulated growth, whereas others inhibited it, especially in the root, illustrating the possible applications of this novel, robust, and fast phenotype-based screening method for rice. Conclusions The validated phenotype-based and cost-efficient screening method allows a quick and proper analysis of shoot growth and requires only small volumes of compounds and media. As a result, this method could potentially be used for a whole range of applications, ranging from discovery of novel biostimulants, plant growth regulators, and plant growth-promoting bacteria to analysis of CRISPR knockouts, molecular plant breeding, genome-wide association, and phytotoxicity studies. The assay system described here can contribute to a better understanding of plant development in general.

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“…Erythropodium apparently produces only compounds, called briarane diterpenes. Recently, fragilides have been reported to possess anti-inflammatory properties [ 117 ].…”

Section: Discussionmentioning

confidence: 99%

Development of a novel and rapid phenotype-based screening method to assess rice seedling growth

et al. 2020

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“…Two new briaranes, fragilides K ( 58 ) and L ( 59 ), along with five known chlorinated briaranes, gemmacolides V ( 60 ) and X ( 61 ) [ 31 ], praelolide ( 62 ) [ 7 , 14 , 16 , 32 , 33 , 34 , 35 , 36 , 37 ], and juncins P ( 63 ) [ 35 ] and ZI ( 64 ) [ 11 ], were obtained from a Formosan J. fragilis [ 38 ] ( Figure 5 ).…”

Section: Junceellamentioning

confidence: 99%

“…Based on spectroscopic methods, the structures of briaranes 58 and 59 were elucidated and the cyclohexane rings in 58 and 59 were found to exist in chair and twist boat conformation, respectively. At a concentration of 10 μM, briaranes 59 , 61 , and 64 showed anti-inflammatory activity against the expression of pro-inflammatory protein inducible nitric oxide synthase (iNOS) to 49.13%, 36.22%, and 43.33%, respectively, and briaranes 60 and 61 elicited reduction of the pro-inflammatory protein cyclooxygenase-2 (COX-2) to 47.49% and 43.64%, respectively [ 38 ].…”

Section: Junceellamentioning

confidence: 99%

Natural Product Chemistry of Gorgonian Corals of Genus Junceella–Part III

et al. 2018

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The structures, names, bioactivities, and references of 82 natural products, including 48 new metabolites, purified from the gorgonian corals belonging to the genus Junceella are described in this review. All compounds mentioned in this review were obtained from Junceella fragilis, Junceella gemmacea, Junceella juncea, and Junceella sp., collected from tropical Indo-Pacific Ocean. Some of these compounds exhibited potential biomedical activities.

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“…Gorgonian corals of the genus Junceella (family Ellisellidae) [1][2][3] were proven to be the most important flagship species to produce 11,20-epoxybriarane diterpenoids, a chemical marker for the octocorals belonging to the family Ellisellidae [4,5] and the compounds of this type demonstrate a wide spectrum of biological properties, such as anti-inflammatory activity [6][7][8][9][10][11][12][13][14][15][16][17][18][19][20], immunomodulatory activity [21], insecticidal activity [22], cytotoxicity [23][24][25][26][27][28][29][30][31][32], anti-viral activity [6,33], anti-fouling activity [34][35][36][37], antifeedant [35], and anti-microbial activity [28,29,32,[38][39][40]. From the specimens of J. fragilis (Ridley 1884) collected off the waters of Taiwan, an area with high biodiversity at the intersection of the Kuroshio current and...…”

Section: Introductionmentioning

confidence: 99%

11β,20β-Epoxybriaranes from the Gorgonian Coral Junceella fragilis (Ellisellidae)

Kuo

Yang

et al. 2020

Marine Drugs

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Two 11,20-epoxybriaranes, including a known compound, juncenolide K (1), as well as a new metabolite, fragilide X (2), have been isolated from gorgonian Junceella fragilis collected off the waters of Taiwan. The absolute configuration of juncenolide K (1) was determined by single-crystal X-ray diffraction analysis for the first time in this study and the structure, including the absolute configuration of briarane 2 was established on the basis of spectroscopic analysis and compared with that of model compound 1. One aspect of the stereochemistry of the known compound 1 was revised. Briarane 2 was found to enhance the generation of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) release from RAW 264.7 cells.

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Fragilides K and L, New Briaranes from the Gorgonian Coral Junceella fragilis

Cited by 9 publications

References 25 publications

Development of a novel and rapid phenotype-based screening method to assess rice seedling growth

Development of a novel and rapid phenotype-based screening method to assess rice seedling growth

Natural Product Chemistry of Gorgonian Corals of Genus Junceella–Part III

11β,20β-Epoxybriaranes from the Gorgonian Coral Junceella fragilis (Ellisellidae)

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