1.Cembranoid diterpenes from soft coral Sinularia sp.
Fang LV ; Xianjie WANG ; Rongji DAI ; Yulin DENG
China Journal of Chinese Materia Medica 2010;35(2):177-179
A soft coral Sinularia sp., collected from the South China Sea, was selected to investigate the bioactive and chemical constituents. The EtOAc fraction were isolated by repeatedly silica gel and Sephadex LH-20 column chromatography to obtain lobophytolide A (1), 3-dehydroxylpresinularolide B (2), sarcophine (3), 3 beta-acetoxyisolobophytolide (4), Crassocolide D (5), (3E,7E,11E)-6-acetoxy-3,7,11,15(17)-cembratrien-16,14-olide (6). The structures of compounds 1-6 were determined on the basis of spectroscopic data analysis. All compounds were tested against a small panel of human tumor cell lines. And these compounds were obtained for the first time from this coral.
Animals
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Anthozoa
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chemistry
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Diterpenes
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chemistry
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isolation & purification
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Molecular Structure
2.Sesquiterpenoids from gorgonian Muriceides collaris.
Xue-feng SHI ; Wei-hong HE ; Guo-qiang LI
Acta Pharmaceutica Sinica 2015;50(9):1156-1160
Seven guaiane-type sesquiterpenoids, a new compound 6-formyl-5-isopropyl-3-hydroxymethyl-7-methyl-1H-indene (1), a new natural product 5-isopropyl-3, 7-dimethyl-1H-indene-1-one (2), along with five known compounds: guaiazulene (3), 4-formyl-7-isopropyl-10-methylazulene (4), sesquiterpene ketolactone (5), alismoxide (6) and guaia-1 (5), 6-diene (7), were isolated from gorgonian Muriceides collaris collected in South China Sea. Their structures were elucidated on the basis of extensive spectroscopic analysis [MS, IR, 1H NMR, 13C NMR (DEPT), HMQC, HMBC, NOESY] and by comparison of the spectral data with those of the literatures.
Animals
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Anthozoa
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chemistry
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Azulenes
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China
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Sesquiterpenes
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chemistry
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isolation & purification
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Sesquiterpenes, Guaiane
3.Most advance on chemical and biological investigations of gorgonian-octocorals.
Xingyun CHAI ; Liying TANG ; Hui LEI ; Changcai BAI ; Jianfan SUN ; Yunqiu LI ; Yonghong LIU
China Journal of Chinese Materia Medica 2012;37(5):667-685
This review presents the most recent chemical and biological investigations on one of the marine invertebrates, gorgonian octocoral. It summarizes all 432 new compounds published in 2002-2009, which consists of 46 sesquiterpenoids (including 2 new natural products, NNP), 282 diterpenoids (including 4 from Pennatulacea octocoral and one artifact), 76 steroids, and 29 alkaloids or other types (2 NNP included). In this paper, according to the structure division, the new compounds are described in combination with the taxonomy of the investigated animals, and its simultaneous bioactivity results. Novel skeletons and complex structures are paid most emphasis on its features, means of structural elucidation and the proposed biogenesis pathway. The source of all new compounds and the different diterpenoid skeleton types are all listed and analyzed, as well as the commonly used Chinese names or some proposed ones for diterpenoid skeletons. Furthermore, this papers deals with all biological test toward the gorgonian new metabolites, i.e. anti-cancer, anti-inflammatory, anti-bacterial(against Staphylococcus aureus bacteria, Mycobacterium tuberculosis etc), anti-malaria, and anti-fouling as well, in which anti-cancer activity and cytotoxicity were additionally, a discussion and prospect are proposed regarding chemical overview on gorgonian. This review, hopefully, can be useful in proving data and references for further chemical and biological research of China sea gorgonian, for the studies on chemical ecology, and for the discovery of new and bioactive compounds or the marine-derived leading targets.
Alkaloids
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analysis
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Animals
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Anthozoa
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chemistry
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physiology
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Diterpenes
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analysis
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Sesquiterpenes
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analysis
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Steroids
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analysis
4.Further casbane-type diterpenes from the soft coral Sinularia depressa.
Cheng-Shi JIANG ; Yan LI ; Guan-Ying HAN ; Yue-Wei GUO
Chinese Journal of Natural Medicines (English Ed.) 2014;12(11):853-856
AIM:
To study the minor diterpenes from the soft coral Sinularia depressa
METHOD:
The chemical constituents were isolated and purified by various chromatographic techniques, and the chemical structures, including absolute configuration, were established on the basis of detailed analysis of spectroscopic data and by literature comparison with the data of related known compounds.
RESULTS:
A new casbane-type diterpene, 2-epi-10-hydroxydepressin (1), was isolated and identified.
CONCLUSION
Compound 1 is a new casbane-type diterpene.
Animals
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Anthozoa
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chemistry
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Diterpenes
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isolation & purification
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Heterocyclic Compounds, 3-Ring
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Hexamethonium
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analysis
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Spectrum Analysis
5.An epipolythiodioxopiperazine alkaloid and diversified aromatic polyketides with cytotoxicity from the Beibu Gulf coral-derived fungus Emericella nidulans GXIMD 02509.
Miaoping LIN ; Zhenzhou TANG ; Jiaxi WANG ; Humu LU ; Chenwei WANG ; Yanting ZHANG ; Xinming LIU ; Chenghai GAO ; Yonghong LIU ; Xiaowei LUO
Journal of Zhejiang University. Science. B 2023;24(3):275-280
Marine microorganisms, especially marine fungi, have historically proven their value as a prolific source for structurally novel and pharmacologically active secondary metabolites (Deshmukh et al., 2018; Carroll et al., 2022). The corals constitute a dominant part of reefs with the highest biodiversity, and harbor highly diverse and abundant microbial symbionts in their tissue, skeleton, and mucus layer, with species-specific core members that are spatially partitioned across coral microhabitats (Wang WQ et al., 2022). The coral-associated fungi were very recently found to be vital producers of structurally diverse compounds, terpenes, alkaloids, peptides, aromatics, lactones, and steroids. They demonstrate a wide range of bioactivity such as anticancer, antimicrobial, and antifouling activity (Chen et al., 2022). The genetically powerful genus Emericella (Ascomycota), which has marine and terrestrial sources, includes over 30 species and is distributed worldwide. It is considered a rich source of diverse secondary metabolites with antimicrobial activity or cytotoxicity (Alburae et al., 2020). Notably, Emericella nidulans, the sexual state of a classic biosynthetic strain Aspergillus nidulans, was recently reported as an important source of highly methylated polyketides (Li et al., 2019) and isoindolone-containing meroterpenoids (Zhou et al., 2016) with unusual skeletons.
Animals
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Aspergillus nidulans
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Polyketides/chemistry*
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Anthozoa/microbiology*
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Anti-Infective Agents/pharmacology*
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Alkaloids
6.Clavuridins A and B, two new trinor-guaiane sesquiterpenes isolated from the Xisha soft coral Clavularia viridis.
Yuan GAO ; Wei XIAO ; Hong-Chun LIU ; Jian-Rong WANG ; Li-Gong YAO ; Ping-Kai OUYANG ; De-Cai WANG ; Yue-Wei GUO
Chinese Journal of Natural Medicines (English Ed.) 2017;15(11):855-859
In the present study, two new trinor-guaiane sesquiterpenes, named clavuridins B (1), and A (2), along with three known sesquiterpenes (3-5), were isolated from the Xisha soft coral Clavularia viridis. Their structures and absolute configurations were determined on the basis of spectroscopic analysis, X-ray diffraction analysis with Cu Kα radiation and by comparison with related model compounds. Compounds 1 and 3-5 were evaluated for their cytotoxic activity.
Animals
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Anthozoa
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chemistry
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Biological Products
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chemistry
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pharmacology
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Magnetic Resonance Spectroscopy
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Molecular Structure
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Sesquiterpenes, Guaiane
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chemistry
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isolation & purification
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pharmacology
7.The preparation of series of the controllable degradation coral-hydroxyapatite (SCHA-200R) and the on its application as the scaffold in bone tissue-engineering.
Zhan GAO ; Tian-Qiu MAO ; Fu-Lin CHEN ; Li-Sheng HE ; Rui HOU ; Yao-Wu YANG ; Xiao-Jing WU
Chinese Journal of Plastic Surgery 2007;23(3):236-240
OBJECTIVEFabricate series of the controllable degradation coral-hydroxyapatite.
METHODSThe natural coral undergo a chemical reaction with (NH4)2 HPO4 at high temperature and pressure for different time-lengths. After getting the products, the components and the special structures were analyzed. Observe the biologic degradation of the reaction products and analyze the metal elements and their contents. Haemolysis tests, cytotoxity tests and bone compatibility tests were performed to assess the biocompatibility of the products.
RESULTSWhen hydrothermal reactions happened under different conditions, the different gradients of CaCO3/hydroxyapatite materials were produced. These types of materials kept the characteristic of interconnected micro-porous network structures. A thin layer of compact material can be seen on the surface of its trabecula ultra-micro structure. The SCHA-200R has a good biocompatibility.
CONCLUSIONSGradient HA (SCHA-200R) materials can be formed by adjusting the same temperature, same pressure and different time-length of the reaction. This kind of gradient material keeps the quality of micro-porous network structures. The SCHA-200R is a potential candidate scaffold for bone tissue engineering.
Absorbable Implants ; Animals ; Anthozoa ; chemistry ; Bone Substitutes ; Durapatite ; chemical synthesis ; Male ; Materials Testing ; Rabbits ; Tissue Engineering ; methods
8.A new benzaldehyde from the coral-derived fungus Aspergillus terreus C23-3 and its anti-inflammatory effects via suppression of MAPK signaling pathway in RAW264.7 cells.
Minqi CHEN ; Jinyue LIANG ; Yuan WANG ; Yayue LIU ; Chunxia ZHOU ; Pengzhi HONG ; Yi ZHANG ; Zhong-Ji QIAN
Journal of Zhejiang University. Science. B 2022;23(3):230-240
Marine fungi are important members of the marine microbiome, which have been paid growing attention by scientists in recent years. The secondary metabolites of marine fungi have been reported to contain rich and diverse compounds with novel structures (Chen et al., 2019). Aspergillus terreus, the higher level marine fungus of the Aspergillus genus (family of Trichocomaceae, order of Eurotiales, class of Eurotiomycetes, phylum of Ascomycota), is widely distributed in both sea and land. In our previous study, the coral-derived A. terreus strain C23-3 exhibited potential in producing other biologically active (with antioxidant, acetylcholinesterase inhibition, and anti-inflammatory activity) compounds like arylbutyrolactones, territrems, and isoflavones, and high sensitivity to the chemical regulation of secondary metabolism (Yang et al., 2019, 2020; Nie et al., 2020; Ma et al., 2021). Moreover, we have isolated two different benzaldehydes, including a benzaldehyde with a novel structure, from A. terreus C23-3 which was derived from Pectinia paeonia of Xuwen, Zhanjiang City, Guangdong Province, China.
Acetylcholinesterase/metabolism*
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Animals
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Anthozoa/microbiology*
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Anti-Inflammatory Agents/pharmacology*
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Aspergillus/chemistry*
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Benzaldehydes/pharmacology*
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Mice
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RAW 264.7 Cells
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Signal Transduction
9.In-house preparation and characterization of an Ayurvedic bhasma: Praval bhasma.
Amrita MISHRA ; E-mail: AMRITA_AZAM@REDIFFMAIL.COM. ; Arun K MISHRA ; Om Prakash TIWARI ; Shivesh JHA
Journal of Integrative Medicine 2014;12(1):52-58
OBJECTIVETo prepare the Praval bhasma (PB) and to perform its characterization.
METHODSThe preparation was performed strictly as per method prescribed in Ayurvedic formulary of India followed by preliminary tests including Nischandratva, Rekhapurnatvam, Varitaramtavm, Nisvadutvam and Amla pariksha. The physicochemical characterization was done with the use of instrumental techniques such as Fourier transform infrared (FTIR) spectroscopy, scanning electron microscopy (SEM), X ray diffraction (XRD), and energy dispersive X-ray (EDAX).
RESULTSThe FTIR bands appearing in final product spectra showed a significant shift in infrared vibration frequency as well as intensity when compared with the raw material, which was indicative of formulation of bhasma. The XRD analysis revealed that raw material contained CaCO3 whereas in case of final product of bhasma, CaO was identified. SEM analysis revealed the difference in particles size of bhasma (10-15 μm) and raw material (100-150 μm). The EDAX analysis showed presence of different concentration of carbon in both the samples.
CONCLUSIONIt may be concluded that modern analytical techniques may be involved to evaluate the quality aspects of PB. The findings of the present research work may be helpful for further formulation and standardization of PB in routine analysis.
Animals ; Anthozoa ; chemistry ; Biological Factors ; adverse effects ; chemistry ; isolation & purification ; Chemistry, Pharmaceutical ; Female ; Medicine, Ayurvedic ; Mice ; Microscopy, Electron, Scanning ; Quality Control ; Spectroscopy, Fourier Transform Infrared ; X-Ray Diffraction
10.Determination of silver content in silver-loaded coral hydroxyapatite in relation to the biocompatibility.
Yu ZHANG ; Qing-shui YIN ; Yu ZHANG ; Jian LI ; Xu-qiong CHEN ; Dong FU
Journal of Southern Medical University 2011;31(8):1411-1415
OBJECTIVETo determine the amount of silver in silver-loaded coral hydroxyapatite (Ag(+)-CHA) bone substitute and its impact on the biocompatibility of this material with mouse embryonic osteoblast cells.
METHODSAg(+)-CHA was prepared by immersing coral hydroxyapatite in a serial concentration of silver nitrate solutions. The amount of silver in the prepared Ag(+)-CHA was measured by inductively coupled plasma atomic emission spectrometry (ICP-AES). The viability of MC3T3-E1 cells incubated with Ag(+)-CHA was measured by MTT colorimetric assay, and the cell growth and morphological changes were observed by inverted phase-contrast microscope and confocal laser scanning microscope.
RESULTSThe amount of silver loading in the bone substitutes prepared by immersion in 1×10(-2), 1×10(-3), 5×10(-4), 10(-4), 8×10(-5), and 5×10(-5) mol/L silver nitrate solutions were 4127.67∓47.35, 167.90∓11.00, 83.42∓4.51, 30.20∓2.32, 22.39∓4.09, and 15.11∓0.55 µg/g, respectively. A low silver content in the material (prepared with silver nitrate solution of less than 8×10(-5) mol/L) showed no significant inhibitory effect on the growth of MC3T3-E1 cells or produced noticeable cytotoxic effect. On the materials prepared with 8×10(-5) and 10(-5) mol/L silver nitrate solution, the osteoblasts displayed active proliferation similar to those incubated on materials without silver loading. The confluent cells showed a normal fusiform morphology with tight arrangement.
CONCLUSIONAg(+)-CHA with low silver content has a good biocompability and can promote the proliferation and growth of MC3T3-E1 cells in vitro, suggesting the clinical potential of this material as a anti-infection bone substitute.
3T3 Cells ; Animals ; Anthozoa ; chemistry ; Anti-Bacterial Agents ; analysis ; pharmacology ; Biocompatible Materials ; chemistry ; pharmacology ; Bone Substitutes ; chemistry ; pharmacology ; Cells, Cultured ; Durapatite ; chemistry ; pharmacology ; Materials Testing ; Mice ; Silver ; analysis ; chemistry ; pharmacology