scholarly journals A New Bioactive Cembranolide Sarcophytonolide V from Bornean Soft Coral Genus Sarcophyton

2019 ◽  
Vol 14 (8) ◽  
pp. 1934578X1986837
Author(s):  
Kazuki Tani ◽  
Takashi Kamada ◽  
Chin-Soon Phan ◽  
Charles S. Vairappan

A new cembranolide diterpene, sarcophytonolide V (1), along with 6 known compounds, isosarcophytonolide D (2), (4 Z,8 S*,9 R*,12 E,14 E)-9-hydroxy-1-(prop-1-en-2-yl)-8,12-dimethyl-oxabicyclo[9.3.2]-hexadeca-4,12,14-trien-18-one (3), (7 E,11 E)-3,4-epoxy-7,11,15-cembratriene (4), (1 S*,3 S*,4 S*,7 E,11 E)-3,4-epoxy-13-oxo-7,11,15-cembratriene (5), (-)-eunicenone (6), and 2-[( E, E, E)-7′,8′-epoxy-4′,8′,12′-trimethylcyclotetradeca-1′,3′,11′-trienyl]propan-2-ol (7) were isolated from the Bornean soft coral Sarcophyton sp. Their structures were elucidated based on spectroscopic data, such as nuclear magnetic resonance (NMR) and high resolution electron spray ionization mass spectroscopy (HRESIMS). These compounds were evaluated for their biological activity against marine pathogenic fungi.

2019 ◽  
Vol 14 (6) ◽  
pp. 1934578X1985749
Author(s):  
Chin-Soon Phan ◽  
Takashi Kamada ◽  
Takahiro Ishii ◽  
Toshiyuki Hamada ◽  
Charles Santhanaraju Vairappan

A new sesquiterpene, capgermacrene H (1) was isolated together with 7 other compounds, capgermacrenes A-G (2-8), from a population of soft coral Capnella imbricata collected from Mantanani Island, Sabah, Malaysia. The structure of this metabolite was elucidated based on spectroscopic data such as nuclear magnetic resonance and high-resolution electrospray ionization mass spectrometry. Capgermacrene A (2) showed potent cytotoxicity against adult T-cell leukemia, S1T cells at half-maximal inhibitory concentration of 0.79 µg/mL.


2020 ◽  
Vol 44 (5-6) ◽  
pp. 322-325
Author(s):  
Lie-Feng Ma ◽  
Yue Zhang ◽  
Xuan Zhang ◽  
Meng-Jia Chen ◽  
Zha-Jun Zhan ◽  
...  

Eupholathone, a minor diterpenoid with an unusual tetracyclic skeleton, was obtained from the seeds of Euphorbia lathyris, along with two known lathyrane diterpenoids, euphorbia factors L2 and L3. The structure of eupholathone was elucidated by detailed interpretation of its spectroscopic data, especially two-dimensional nuclear magnetic resonance spectroscopy and high-resolution electrospray ionization mass spectrometry.


2019 ◽  
Vol 14 (12) ◽  
pp. 1934578X1989343
Author(s):  
Li Jiang ◽  
Yang Wang ◽  
Min-Hui Zhu ◽  
Lin Zheng ◽  
Lin-Zhen Li ◽  
...  

Two new compounds, rel-(3 S,4a R,10b R)-3-(4′-methoxyphenyl)-8-hydroxy-9-methoxy-4a,5,6,10b-tetrahydro-3 H-naphtho[2,1-b]pyran (1), 7-hydroxy- 2-phenylnaphthalene-1-carboxylic acid ethyl ester (2), were isolated from the 70% ethanol extract of the rhizomes of Musa basjoo. Their structures were determined on the basis of spectroscopic analysis including 1-dimensional (1D), 2D nuclear magnetic resonance and high-resolution electrospray ionization mass spectroscopy.


2019 ◽  
Vol 14 (7) ◽  
pp. 1934578X1985997
Author(s):  
Huiyou Xu ◽  
Yatie Qiu ◽  
Jingxin Chen ◽  
Yan Shi ◽  
Xiaoqin Zhang ◽  
...  

A new cytisine-like alkaloid, hosimonoal (1), with a fused monoterpene group, and 6 known compounds (2-6) were isolated from the seeds of Ormosia hosiei Hemsl. et Wils. The structure of the new compound was confirmed by high resolution electrospray ionization mass spectroscopy (HRESIMS), 1D and 2D nuclear magnetic resonance (NMR) spectroscopy, and electronic circular dichroism, and the others by 1H and 13C NMR spectroscopy and comparison with the literature data. In addition, compounds 1, 2, 3, and 6 showed moderate cytotoxic effects against A2780, A-549, HepG2, and MCF-7 cell lines with IC50 values ranging from 5.7 to 36.5 μM.


Marine Drugs ◽  
2021 ◽  
Vol 19 (6) ◽  
pp. 335
Author(s):  
Xia Yan ◽  
Jing Liu ◽  
Xue Leng ◽  
Han Ouyang

Sinularia is one of the conspicuous soft coral species widely distributed in the world’s oceans at a depth of about 12 m. Secondary metabolites from the genus Sinularia show great chemical diversity. More than 700 secondary metabolites have been reported to date, including terpenoids, norterpenoids, steroids/steroidal glycosides, and other types. They showed a broad range of potent biological activities. There were detailed reviews on the terpenoids from Sinularia in 2013, and now, it still plays a vital role in the innovation of lead compounds for drug development. The structures, names, and pharmacological activities of compounds isolated from the genus Sinularia from 2013 to March 2021 are summarized in this review.


Molecules ◽  
2018 ◽  
Vol 23 (10) ◽  
pp. 2697 ◽  
Author(s):  
Birthe Sandargo ◽  
Benjarong Thongbai ◽  
Dimas Praditya ◽  
Eike Steinmann ◽  
Marc Stadler ◽  
...  

4-Hydroxypleurogrisein, a congener of the anticancer-lead compound pleurotin, as well as six further derivatives were isolated from the basidiomycete Hohenbuehelia grisea, strain MFLUCC 12-0451. The structures were elucidated utilizing high resolution electron spray ionization mass spectrometry (HRESIMS) and 1D and 2D nuclear magnetic resonance (NMR) spectral data and evaluated for their biological activities; for leucopleurotin, we provide Xray data. While most congeners showed moderate antimicrobial and cytotoxic activity, 4-hydroxypleurogrisein emerged as an inhibitor of hepatitis C virus infectivity in mammalian liver cells.


2018 ◽  
Vol 13 (1) ◽  
pp. 1934578X1801300 ◽  
Author(s):  
Chin-Soon Phan ◽  
Takashi Kamada ◽  
Takahiro Ishii ◽  
Toshiyuki Hamada ◽  
Charles Santhanaraju Vairappan

A new guaiane-type sesquiterpenoid, 10β- O-methyl-1αH,5αH-guaia-6-en-4β-ol (1) along with two known compounds, 10- O -methyl alismoxide (2) and alismoxide (3) were isolated from a population of Bornean soft coral Xenia stellifera. The structure of this metabolite was elucidated based on spectroscopic data such as NMR and HRESIMS. These compounds were evaluated for their biological activity against adult T-cell leukemia cell line.


2019 ◽  
Vol 14 (5) ◽  
pp. 1934578X1985096
Author(s):  
Nguyen Thi Viet Thanh ◽  
Tran Thi Minh ◽  
Dinh Thi Thu Hien ◽  
Ho Duc Cuong ◽  
Yohan Seo ◽  
...  

Two new flavonol glycosides, rhamnocitrin 3- O-α-L-rhamnopyranosyl-(1→6)-[α-L-rhamnopyranosyl-(1→2)]-β-D-glucopyranoside (1) and quercetin 3- O-6- Z- p-coumaroyl-β-D-glucopyranosyl-(1→2)-α-L-rhamnopyranoside (2), along with 3 flavonol glycosides, isoquercitrin (3), rutin (4), and quercetin 3- O-α-L-rhamnopyranosyl-(1→6)-β-D-galactopyranoside (5), and two known sesquiterpenes, alismol (6) and spathulenol (7), were isolated from the leaves of Phoebe poilanei Kosterm. Their chemical structures were elucidated by analyses of their high-resolution electrospray ionization mass spectral data and nuclear magnetic resonance spectral data and comparison with those reported in the literature. Two sesquiterpenes 6 and 7 were found to exhibit moderate cytotoxic activity with IC50 values ranging from 21.6 to 29.8 µM.


Molecules ◽  
2020 ◽  
Vol 25 (22) ◽  
pp. 5386
Author(s):  
Shean-Yeaw Ng ◽  
Chin-Soon Phan ◽  
Takahiro Ishii ◽  
Takashi Kamada ◽  
Toshiyuki Hamada ◽  
...  

Members of the marine soft coral genus Xenia are rich in a diversity of diterpenes. A total of 199 terpenes consisting of 14 sesquiterpenes, 180 diterpenes, and 5 steroids have been reported to date. Xenicane diterpenes were reported to be the most common chemical skeleton biosynthesized by members of this genus. Most of the literature reported the chemical diversity of Xenia collected from the coral reefs in the South China Sea and the coastal waters of Taiwan. Although there was a brief review on the terpenoids of Xenia in 2015, the present review is a comprehensive overview of the structural diversity of secondary metabolites isolated from soft coral genus Xenia and their potent biological activity as reported between 1977 to 2019.


2009 ◽  
Vol 81 (6) ◽  
pp. 1033-1040 ◽  
Author(s):  
Rémi Laville ◽  
Philippe Amade ◽  
Olivier P. Thomas

A very little studied marine sponge Callyspongia sp. collected off the coast of Martinique was chemically investigated. The study led to the isolation and structure characterization of two new 3-alkylpyridinium salts which belonged to the recently isolated pachychaline family. Structures were elucidated by 1D, 2D NMR and detailed high-resolution electron spray ionization mass spectra (HRESIMS)-MS studies. The use of HRESIMS-MS studies proved to be highly efficient to identify two other close derivatives in a mixture. Finally, these studies allowed us to propose a general biosynthetic pathway leading to important 3-alkylpyridinium salts.


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