scholarly journals Kabirimine, a New Cyclic Imine from an Okinawan Dinoflagellate

Marine Drugs ◽  
2019 ◽  
Vol 17 (6) ◽  
pp. 353 ◽  
Author(s):  
Idam Hermawan ◽  
Mikako Higa ◽  
Philipus Uli Basa Hutabarat ◽  
Takeshi Fujiwara ◽  
Kiyotaka Akiyama ◽  
...  

On our quest for new bioactive molecules from marine sources, two cyclic imines (1, 2) were isolated from a dinoflagellate extract, inhibiting the growth of the respiratory syncytial virus (RSV). Compound 1 was identified as a known molecule portimine, while 2 was elucidated to be a new cyclic imine, named kabirimine. The absolute stereochemistry of 1 was determined by crystallographic work and chiral derivatization, whereas the structure of 2 was elucidated by means of spectroscopic analysis and computational study on all the possible isomers. Compound 1 showed potent cytotoxicity (CC50 < 0.097 µM) against HEp2 cells, while 2 exhibited moderate antiviral activity against RSV with IC50 = 4.20 µM (95% CI 3.31–5.33).

1998 ◽  
Vol 38 (1) ◽  
pp. 31-42 ◽  
Author(s):  
Philip R Wyde ◽  
Donna K Moore-Poveda ◽  
Bryan O’Hara ◽  
Wei-Dong Ding ◽  
Boris Mitsner ◽  
...  

PLoS ONE ◽  
2015 ◽  
Vol 10 (8) ◽  
pp. e0135970 ◽  
Author(s):  
Abdoulaye J. Dabo ◽  
Neville Cummins ◽  
Edward Eden ◽  
Patrick Geraghty

2013 ◽  
Vol 10 (1) ◽  
pp. 303 ◽  
Author(s):  
Han-Bo Shin ◽  
Myung-Soo Choi ◽  
Byeol Ryu ◽  
Na-Rae Lee ◽  
Hye-In Kim ◽  
...  

1993 ◽  
Vol 46 (8) ◽  
pp. 1255 ◽  
Author(s):  
MS Butler ◽  
RJ Capon

This report describes the isolation and structure elucidation of four new drimane sesquiterpenes (14)-(17) from a southern Australian marine sponge Dysidea sp. The structures for (14)-(17) were secured by detailed spectroscopic analysis, chemical interconversion and derivatization. Also reported are the known metabolites (+)- euryfuran (7), dihydropallescensin-2 (18), (-)- pallescensin-A (19) and (-)-7-deacetoxyolepupane (6). The rare co-occurrence of two antipodes, (7) and (19), in the same specimen highlights the dangers in assigning absolute stereochemistry based on 'unproven' biosynthetic relationships. The absolute stereochemistry for (6) has been unambiguously established for the first time by chemical interconversion to (7). Furthermore, the absolute stereochemistry of the new marine metabolites listed above, (14)-(17), were determined by chemical correlation to (6). A biosynthetic and ecological relationship is proposed between the metabolites from Dysidea sp. with the known marine and terrestrial antifeedant polygodial (8). Chemical investigations are reported that support this proposition.


2016 ◽  
Vol 84 ◽  
pp. 1705-1710 ◽  
Author(s):  
Yin-guang Cao ◽  
Yu Hao ◽  
Zhi-hui Li ◽  
Shun-tao Liu ◽  
Le-xin Wang

2009 ◽  
Vol 179 (2) ◽  
pp. 138-150 ◽  
Author(s):  
Hye-Youn Cho ◽  
Farhad Imani ◽  
Laura Miller-DeGraff ◽  
Dianne Walters ◽  
Guillermina A. Melendi ◽  
...  

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