A new ceramide, humesamide, was isolated from the soft coral Cladiella humesi Verseveldt, which was collected from Linshui County of Hainan Province. Its structure was established by spectroscopic analysis and chemica...A new ceramide, humesamide, was isolated from the soft coral Cladiella humesi Verseveldt, which was collected from Linshui County of Hainan Province. Its structure was established by spectroscopic analysis and chemical degradation methods.展开更多
Three new highly oxidative cembranoids,sarcophytrols D-F(1-3),were obtained from the South China Sea soft coral Sarcophyton trocheliophorum,along with two known related ones(4 and 5).Their structures were elucidated b...Three new highly oxidative cembranoids,sarcophytrols D-F(1-3),were obtained from the South China Sea soft coral Sarcophyton trocheliophorum,along with two known related ones(4 and 5).Their structures were elucidated by extensive spectroscopic analyses and by comparison with literature data.The discovery of these new secondary metabolites enriched the family of cembranoids deduced from the title animal.展开更多
The exploration and identification of antiproliferative phytochemicals have received increased attention in medicinal chemistry. In particular, research focused on the toxicology of marine natural products has increas...The exploration and identification of antiproliferative phytochemicals have received increased attention in medicinal chemistry. In particular, research focused on the toxicology of marine natural products has increased in recent years. Terpenoids, among many secondary metabolites, have been demonstrated to act as effective anticancer agents. Soft corals, a group of marine invertebrates, produce a variety of terpenoids with biofunctional properties. The current study presents the extraction, purification, and identification of sterol congeners from the soft coral Dendronephthya putteri. The method involves 50% chloroform-methanol extraction, polar column fractionation, and analysis through GC-MSn. Dose-dependent antiproliferative activity was observed within the sterol-rich fraction (DPCMH 2-4), which consisted of 3β-hydroxy-Δ5-steroidal congeners. This fraction inhibited the growth of HL-60 and MCF-7 cells with IC50 values of 25.27±1.43 and 22.81±0.15 μg/mL, respectively. Apoptotic body formation, DNA damage, cell cycle arrest, and apoptotic cell signaling pathway activation were also observed, reinforcing the dose-dependent antiproliferative and apoptosis-inducing activity of 3β-hydroxy-Δ5-steroidal congeners. To our knowledge, this is the first report of anticancer agent identification from the soft coral D. putteri. Based on the observations, these steroidal congeners are promising candidates for the development of anticancer drugs.展开更多
Two new compounds, namely 7α, 10α-dimethyl-3β-isopropene-1, 2-ene-octahydro- naphthalene (1) and ethyl 5Z,8Z,11Z,14Z-nonadecatetraenoate (2) were isolated from the soft coral Nephthea hainansis. Compound 1 was a ...Two new compounds, namely 7α, 10α-dimethyl-3β-isopropene-1, 2-ene-octahydro- naphthalene (1) and ethyl 5Z,8Z,11Z,14Z-nonadecatetraenoate (2) were isolated from the soft coral Nephthea hainansis. Compound 1 was a pseutosesquiterpene and 2 was a polyunsaturated fatty acid ethylate. Their structures were established on the basis of spectroscopic methods.展开更多
Soft corals are well-known as excellent sources of marine-derived natural products.Among them,members of the genera Sar-cophyton,Sinularia,and Lobophytum are especially attractive targets for marine natural product re...Soft corals are well-known as excellent sources of marine-derived natural products.Among them,members of the genera Sar-cophyton,Sinularia,and Lobophytum are especially attractive targets for marine natural product research.In this review,we reported the marine-derived natural products called cembranoids isolated from soft corals,including the genera Sarcophyton,Sinularia,and Lobophytum.Here,we reviewed 72 reports published between 2016 and 2020,comprising 360 compounds,of which 260 are new compounds and 100 are previously known compounds with newly recognized activities.The novelty of the organic molecules and their relevant biological activities,delivered by the year of publication,are presented.Among the genera presented in this report,Sarcophyton spp.produce the most cembranoid diterpenes;thus,they are considered as the most important soft corals for marine natural product research.Cembranoids display diverse biological activities,includ-ing anti-cancer,anti-bacterial,and anti-inflammatory.As cembranoids have been credited with a broad range of biological activities,they present a huge potential for the development of various drugs with potential health and ecological benefits.展开更多
Two new steroids, nanjiols D and E, were isolated from the soft coral Nephthea bayeri. Their structures were characterized by spectroscopic methods and comparison with known compounds.
One new furanocembranoid diterpene,11-hydroxy-Δ^(12(13))-pukalide(1),along with six known secondary metabolites,11-acetoxy-Δ^(12(13))-pukalide(2),13α-acetoxypukalide(3),pukalide(4),3α-methoxyfuranocembranoid(5),Δ...One new furanocembranoid diterpene,11-hydroxy-Δ^(12(13))-pukalide(1),along with six known secondary metabolites,11-acetoxy-Δ^(12(13))-pukalide(2),13α-acetoxypukalide(3),pukalide(4),3α-methoxyfuranocembranoid(5),Δ9(15)-africanene(6),and methyl(5′E)-5-(2′,6′-dimethylocta-5′,7′-dienyl)furan-3-carboxylate(7)were isolated from the Okinawan soft coral Sinularia sp.Their chemical structures were elucidated based on spectroscopic analysis(FTIR,NMR,and HRESIMS),and the relative stereochemistry of 1 was determined by NOESY experiments and acetylation,which yielded derivative 2.In addition,compounds 1 and 7 exhibited toxicity in the brine shrimp lethality test.展开更多
A rare nor-sesquiterpenoid with a γ-spirolactone, pathyiactone A(1), was isolated from the soft coral Paralemnalia thysoides. The structure and absolute stereochemistry of 1 was established by spectral analysis, espe...A rare nor-sesquiterpenoid with a γ-spirolactone, pathyiactone A(1), was isolated from the soft coral Paralemnalia thysoides. The structure and absolute stereochemistry of 1 was established by spectral analysis, especially 2D NMR and difference NOE studies, and CD method.展开更多
Two new ceramides,Nephtixamide A and B,were isolated from the soft coral Nephthea tixierae verseveldt.Their structures were established by spectroscopic methods
Backgroundand Originality Content,Cembranoids are a structurally diverse class of diterpenoids commonly occurring in marine and terrestrial organisms.(+)-Cembrene was the first reported cembranoid diterpenoid discover...Backgroundand Originality Content,Cembranoids are a structurally diverse class of diterpenoids commonly occurring in marine and terrestrial organisms.(+)-Cembrene was the first reported cembranoid diterpenoid discovered in 1962,l and more than 1400 cembranoid diterpenoids have been identified in the last six decades,[2]Cembranoids are characterized by a 14-membered carbocyclic ring,an isopropyl group and three methyl groups,which form their core carbon skeleton.Enzymatic processes such as oxidation,oxidative rearrangements and transannular cyclizations occur in organisms,leading to the formation of distinctive specialized metabolites such as epoxide,lactone,ester,furan,pyrane and other ringbased cembranoids.[2-3]展开更多
Dinoflagellates in the genus Symbiodinium, including nine clades(A–I), mainly form mutualistic symbioses with corals. More than 100 Symbiodinium molecular types have been identified by the ITS2-based genotype method ...Dinoflagellates in the genus Symbiodinium, including nine clades(A–I), mainly form mutualistic symbioses with corals. More than 100 Symbiodinium molecular types have been identified by the ITS2-based genotype method within any given clade, and specifically within Symbiodinium clade C. However, the genotype identification method using the ITS2 sequence is likely to lead to high diversity estimates due to the intra-genomic variations in the ITS2 space; thus, further validation is essential for a correct identification. In this study, the molecular diversity of Symbiodinium ITS2 sequences cloned from two stone corals, Acropora sp. SY-01 and Pocillopora sp. SY-05, and one soft coral, Sarcophyton sp. SY-07, living in the northern part of South China Sea(SCS), were analyzed and compared using the ITS2-based genotype identification method, coupled with ITS2-based secondary structural and phylogenetic analyses. As the result, 12 Symbiodinium ITS2 genotypes were identified, while only six and three Symbiodinium ITS2 genotypes were supported by ITS2-based secondary structural and phylogenetic analyses, respectively. In addition, no shared Symbiodinium ITS2 genotypes were observed among the three coral species, suggesting coral species-dependent Symbiodinium genotypes were within clade C. In summary, the present study provides a theoretical basis for validating the molecular diversity of Symbiodinium ITS2 genotypes in corals.展开更多
The skeletons of corals are made of calcium carbonate by biomineralization process, in the form of aragonite or calcite. To understand the characteristics of coral skeletons, especially mineralogy, crystal phases, org...The skeletons of corals are made of calcium carbonate by biomineralization process, in the form of aragonite or calcite. To understand the characteristics of coral skeletons, especially mineralogy, crystal phases, organization and structure in individual species, X-ray powder diffraction techniques have gained increased interest in recent years as useful non-destructive tools. This review provides an overview on the recent progress in this field and briefly introduces the related experimental approach. The application of X-ray diffraction (XRD) to elucidating the structural and mechanical properties of mineral crystals in corals is reviewed in terms of characterization of CaCO3 crystal orientation. In addition, we discuss how this technique has increased our understanding of the function of the organic matrix proteins of calcified coral skeletons during mineral formation. Such information is helpful in deducing the mechanical and structural model of corals with respect to biomineralization system of skeletons.展开更多
Thirteen new nitrogen-containing nardosinane-type sesquiterpenoids,clavukoelloids A-M(1-13)with unique acrylamide fragments vs.the reported general nardosinane-type sesquiterpenoids containing lactone,were isolated fr...Thirteen new nitrogen-containing nardosinane-type sesquiterpenoids,clavukoelloids A-M(1-13)with unique acrylamide fragments vs.the reported general nardosinane-type sesquiterpenoids containing lactone,were isolated from the soft coral Clavularia koellikeri collected from the South China Sea.The structures and absolute configurations of new compounds were unambiguously determined by analysis of spectroscopic data,CP3,DP4+,ECD spectra,and X-ray diffraction.Compound 6 showed anti-inflammatory activities and hepatoprotective activities in transgenic fluorescent zebrafish.展开更多
基金This work was supported by the National Science Foundation of China !(960012).
文摘A new ceramide, humesamide, was isolated from the soft coral Cladiella humesi Verseveldt, which was collected from Linshui County of Hainan Province. Its structure was established by spectroscopic analysis and chemical degradation methods.
基金This research work was financially supported by the National Marine“863”Projects(Nos.2013AA092902 and 2012AA092105)the Natural Science Foundation of China(Nos.81520108028,81273430,41506187,41306130,41476063)+3 种基金NSFC Shangdong Joint Fund for Marine Science Research Centers(Grant No.U1406402)SCTSM Project(No.14431901100 and 15431901000)the SKLDR/SIMM Projects(SIMM1203ZZ-03 and 1501ZZ-03)was partially funded by the EU 7th Framework Programme-IRSES Project(No.246987).
文摘Three new highly oxidative cembranoids,sarcophytrols D-F(1-3),were obtained from the South China Sea soft coral Sarcophyton trocheliophorum,along with two known related ones(4 and 5).Their structures were elucidated by extensive spectroscopic analyses and by comparison with literature data.The discovery of these new secondary metabolites enriched the family of cembranoids deduced from the title animal.
基金Supported by the "Regional Specialized Industry Development Program",Ministry of Trade,Industry,and Energy(MOTIE),Koreasupervised by the Korea Institute for Advancement of Technology(KIAT)
文摘The exploration and identification of antiproliferative phytochemicals have received increased attention in medicinal chemistry. In particular, research focused on the toxicology of marine natural products has increased in recent years. Terpenoids, among many secondary metabolites, have been demonstrated to act as effective anticancer agents. Soft corals, a group of marine invertebrates, produce a variety of terpenoids with biofunctional properties. The current study presents the extraction, purification, and identification of sterol congeners from the soft coral Dendronephthya putteri. The method involves 50% chloroform-methanol extraction, polar column fractionation, and analysis through GC-MSn. Dose-dependent antiproliferative activity was observed within the sterol-rich fraction (DPCMH 2-4), which consisted of 3β-hydroxy-Δ5-steroidal congeners. This fraction inhibited the growth of HL-60 and MCF-7 cells with IC50 values of 25.27±1.43 and 22.81±0.15 μg/mL, respectively. Apoptotic body formation, DNA damage, cell cycle arrest, and apoptotic cell signaling pathway activation were also observed, reinforcing the dose-dependent antiproliferative and apoptosis-inducing activity of 3β-hydroxy-Δ5-steroidal congeners. To our knowledge, this is the first report of anticancer agent identification from the soft coral D. putteri. Based on the observations, these steroidal congeners are promising candidates for the development of anticancer drugs.
基金supported by grants from National High Technology Development Project(863 project)(No.2001AA620403 and 2002AA217081)NNSFC(30171106,40176038)
文摘Two new compounds, namely 7α, 10α-dimethyl-3β-isopropene-1, 2-ene-octahydro- naphthalene (1) and ethyl 5Z,8Z,11Z,14Z-nonadecatetraenoate (2) were isolated from the soft coral Nephthea hainansis. Compound 1 was a pseutosesquiterpene and 2 was a polyunsaturated fatty acid ethylate. Their structures were established on the basis of spectroscopic methods.
基金This research was funded by the Indonesian Institute of Sciences(LIPI)through the DIPA 2021 Research Fund B-10405/IPH/HK.01.03/XI/2020。
文摘Soft corals are well-known as excellent sources of marine-derived natural products.Among them,members of the genera Sar-cophyton,Sinularia,and Lobophytum are especially attractive targets for marine natural product research.In this review,we reported the marine-derived natural products called cembranoids isolated from soft corals,including the genera Sarcophyton,Sinularia,and Lobophytum.Here,we reviewed 72 reports published between 2016 and 2020,comprising 360 compounds,of which 260 are new compounds and 100 are previously known compounds with newly recognized activities.The novelty of the organic molecules and their relevant biological activities,delivered by the year of publication,are presented.Among the genera presented in this report,Sarcophyton spp.produce the most cembranoid diterpenes;thus,they are considered as the most important soft corals for marine natural product research.Cembranoids display diverse biological activities,includ-ing anti-cancer,anti-bacterial,and anti-inflammatory.As cembranoids have been credited with a broad range of biological activities,they present a huge potential for the development of various drugs with potential health and ecological benefits.
文摘Two new steroids, nanjiols D and E, were isolated from the soft coral Nephthea bayeri. Their structures were characterized by spectroscopic methods and comparison with known compounds.
文摘One new furanocembranoid diterpene,11-hydroxy-Δ^(12(13))-pukalide(1),along with six known secondary metabolites,11-acetoxy-Δ^(12(13))-pukalide(2),13α-acetoxypukalide(3),pukalide(4),3α-methoxyfuranocembranoid(5),Δ9(15)-africanene(6),and methyl(5′E)-5-(2′,6′-dimethylocta-5′,7′-dienyl)furan-3-carboxylate(7)were isolated from the Okinawan soft coral Sinularia sp.Their chemical structures were elucidated based on spectroscopic analysis(FTIR,NMR,and HRESIMS),and the relative stereochemistry of 1 was determined by NOESY experiments and acetylation,which yielded derivative 2.In addition,compounds 1 and 7 exhibited toxicity in the brine shrimp lethality test.
基金reported by the National Natural Science Foundation
文摘A rare nor-sesquiterpenoid with a γ-spirolactone, pathyiactone A(1), was isolated from the soft coral Paralemnalia thysoides. The structure and absolute stereochemistry of 1 was established by spectral analysis, especially 2D NMR and difference NOE studies, and CD method.
基金Supported by the National Science Foundation of China
文摘Two new ceramides,Nephtixamide A and B,were isolated from the soft coral Nephthea tixierae verseveldt.Their structures were established by spectroscopic methods
基金supported by the National Natural Science Foundation of China(No.U2006204).
文摘Backgroundand Originality Content,Cembranoids are a structurally diverse class of diterpenoids commonly occurring in marine and terrestrial organisms.(+)-Cembrene was the first reported cembranoid diterpenoid discovered in 1962,l and more than 1400 cembranoid diterpenoids have been identified in the last six decades,[2]Cembranoids are characterized by a 14-membered carbocyclic ring,an isopropyl group and three methyl groups,which form their core carbon skeleton.Enzymatic processes such as oxidation,oxidative rearrangements and transannular cyclizations occur in organisms,leading to the formation of distinctive specialized metabolites such as epoxide,lactone,ester,furan,pyrane and other ringbased cembranoids.[2-3]
基金supported by the Major National Scientific Research Project, China (No. 2013CB956103)the Minhang Leading Talent Project
文摘Dinoflagellates in the genus Symbiodinium, including nine clades(A–I), mainly form mutualistic symbioses with corals. More than 100 Symbiodinium molecular types have been identified by the ITS2-based genotype method within any given clade, and specifically within Symbiodinium clade C. However, the genotype identification method using the ITS2 sequence is likely to lead to high diversity estimates due to the intra-genomic variations in the ITS2 space; thus, further validation is essential for a correct identification. In this study, the molecular diversity of Symbiodinium ITS2 sequences cloned from two stone corals, Acropora sp. SY-01 and Pocillopora sp. SY-05, and one soft coral, Sarcophyton sp. SY-07, living in the northern part of South China Sea(SCS), were analyzed and compared using the ITS2-based genotype identification method, coupled with ITS2-based secondary structural and phylogenetic analyses. As the result, 12 Symbiodinium ITS2 genotypes were identified, while only six and three Symbiodinium ITS2 genotypes were supported by ITS2-based secondary structural and phylogenetic analyses, respectively. In addition, no shared Symbiodinium ITS2 genotypes were observed among the three coral species, suggesting coral species-dependent Symbiodinium genotypes were within clade C. In summary, the present study provides a theoretical basis for validating the molecular diversity of Symbiodinium ITS2 genotypes in corals.
文摘The skeletons of corals are made of calcium carbonate by biomineralization process, in the form of aragonite or calcite. To understand the characteristics of coral skeletons, especially mineralogy, crystal phases, organization and structure in individual species, X-ray powder diffraction techniques have gained increased interest in recent years as useful non-destructive tools. This review provides an overview on the recent progress in this field and briefly introduces the related experimental approach. The application of X-ray diffraction (XRD) to elucidating the structural and mechanical properties of mineral crystals in corals is reviewed in terms of characterization of CaCO3 crystal orientation. In addition, we discuss how this technique has increased our understanding of the function of the organic matrix proteins of calcified coral skeletons during mineral formation. Such information is helpful in deducing the mechanical and structural model of corals with respect to biomineralization system of skeletons.
基金supported by the National Natural Science Foundation of China(Nos.U2006204,41776136,and 2181101213)。
文摘Thirteen new nitrogen-containing nardosinane-type sesquiterpenoids,clavukoelloids A-M(1-13)with unique acrylamide fragments vs.the reported general nardosinane-type sesquiterpenoids containing lactone,were isolated from the soft coral Clavularia koellikeri collected from the South China Sea.The structures and absolute configurations of new compounds were unambiguously determined by analysis of spectroscopic data,CP3,DP4+,ECD spectra,and X-ray diffraction.Compound 6 showed anti-inflammatory activities and hepatoprotective activities in transgenic fluorescent zebrafish.
